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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2008-08-14 18:00:39 UTC
Update Date2022-03-07 02:49:34 UTC
HMDB IDHMDB0006888
Secondary Accession Numbers
  • HMDB06888
Metabolite Identification
Common Name5b-Cyprinol sulfate
Description5b-Cyprinol sulfate is an intermediate in bile acid biosynthesis. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487 , 16037564 , 12576301 , 11907135 ).
Structure
Data?1582752412
Synonyms
ValueSource
5b-Cyprinol sulfuric acidGenerator
5b-Cyprinol sulphateGenerator
5b-Cyprinol sulphuric acidGenerator
5b-CyprinosulfateHMDB
5b-CyprinosulphateHMDB
5beta-Cyprinol sulfateHMDB
5beta-Cyprinol sulphateHMDB
5beta-CyprinolsulfateHMDB
5beta-CyprinolsulphateHMDB
Chemical FormulaC27H48O8S
Average Molecular Weight532.73
Monoisotopic Molecular Weight532.306989202
IUPAC Name(3-hydroxy-2-{4-[(2S,5R,9R,15R,16R)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentyl}propoxy)sulfonic acid
Traditional Name3-hydroxy-2-{4-[(2S,5R,9R,15R,16R)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentyl}propoxysulfonic acid
CAS Registry NumberNot Available
SMILES
CC(CCCC(CO)COS(O)(=O)=O)C1CCC2C3[C@H](O)CC4C[C@H](O)CC[C@]4(C)C3C[C@@H](O)[C@]12C
InChI Identifier
InChI=1S/C27H48O8S/c1-16(5-4-6-17(14-28)15-35-36(32,33)34)20-7-8-21-25-22(13-24(31)27(20,21)3)26(2)10-9-19(29)11-18(26)12-23(25)30/h16-25,28-31H,4-15H2,1-3H3,(H,32,33,34)/t16?,17?,18?,19-,20?,21?,22?,23-,24-,25?,26+,27-/m1/s1
InChI KeyKAOLEMQCYWHOJQ-UQACNIHJSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassBile acids, alcohols and derivatives
Direct ParentTetrahydroxy bile acids, alcohols and derivatives
Alternative Parents
Substituents
  • 26-hydroxysteroid
  • Tetrahydroxy bile acid, alcohol, or derivatives
  • Sulfated steroid skeleton
  • 3-hydroxysteroid
  • 12-hydroxysteroid
  • Hydroxysteroid
  • 3-alpha-hydroxysteroid
  • 7-hydroxysteroid
  • Sulfate-ester
  • Sulfuric acid monoester
  • Alkyl sulfate
  • Sulfuric acid ester
  • Organic sulfuric acid or derivatives
  • Cyclic alcohol
  • Secondary alcohol
  • Polyol
  • Organic oxide
  • Primary alcohol
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.056 g/LALOGPS
logP0.77ALOGPS
logP0.63ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)-1.8ChemAxon
pKa (Strongest Basic)-0.14ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area144.52 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity136.55 m³·mol⁻¹ChemAxon
Polarizability59.39 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+222.78231661259
DarkChem[M-H]-218.18531661259
DeepCCS[M-2H]-250.2430932474
DeepCCS[M+Na]+225.12130932474
AllCCS[M+H]+224.632859911
AllCCS[M+H-H2O]+223.332859911
AllCCS[M+NH4]+225.832859911
AllCCS[M+Na]+226.132859911
AllCCS[M-H]-218.132859911
AllCCS[M+Na-2H]-221.132859911
AllCCS[M+HCOO]-224.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5b-Cyprinol sulfateCC(CCCC(CO)COS(O)(=O)=O)C1CCC2C3[C@H](O)CC4C[C@H](O)CC[C@]4(C)C3C[C@@H](O)[C@]12C4825.6Standard polar33892256
5b-Cyprinol sulfateCC(CCCC(CO)COS(O)(=O)=O)C1CCC2C3[C@H](O)CC4C[C@H](O)CC[C@]4(C)C3C[C@@H](O)[C@]12C3609.4Standard non polar33892256
5b-Cyprinol sulfateCC(CCCC(CO)COS(O)(=O)=O)C1CCC2C3[C@H](O)CC4C[C@H](O)CC[C@]4(C)C3C[C@@H](O)[C@]12C4544.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5b-Cyprinol sulfate,1TMS,isomer #1CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4541.5Semi standard non polar33892256
5b-Cyprinol sulfate,1TMS,isomer #2CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C4460.7Semi standard non polar33892256
5b-Cyprinol sulfate,1TMS,isomer #3CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O4499.5Semi standard non polar33892256
5b-Cyprinol sulfate,1TMS,isomer #4CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4455.5Semi standard non polar33892256
5b-Cyprinol sulfate,1TMS,isomer #5CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4517.2Semi standard non polar33892256
5b-Cyprinol sulfate,2TMS,isomer #1CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4426.5Semi standard non polar33892256
5b-Cyprinol sulfate,2TMS,isomer #10CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4398.1Semi standard non polar33892256
5b-Cyprinol sulfate,2TMS,isomer #2CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O4498.4Semi standard non polar33892256
5b-Cyprinol sulfate,2TMS,isomer #3CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C4424.1Semi standard non polar33892256
5b-Cyprinol sulfate,2TMS,isomer #4CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4502.7Semi standard non polar33892256
5b-Cyprinol sulfate,2TMS,isomer #5CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C4351.8Semi standard non polar33892256
5b-Cyprinol sulfate,2TMS,isomer #6CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C4409.3Semi standard non polar33892256
5b-Cyprinol sulfate,2TMS,isomer #7CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C4394.4Semi standard non polar33892256
5b-Cyprinol sulfate,2TMS,isomer #8CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O4392.8Semi standard non polar33892256
5b-Cyprinol sulfate,2TMS,isomer #9CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O4457.8Semi standard non polar33892256
5b-Cyprinol sulfate,3TMS,isomer #1CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O4317.6Semi standard non polar33892256
5b-Cyprinol sulfate,3TMS,isomer #10CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O4273.3Semi standard non polar33892256
5b-Cyprinol sulfate,3TMS,isomer #2CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C4272.5Semi standard non polar33892256
5b-Cyprinol sulfate,3TMS,isomer #3CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4334.6Semi standard non polar33892256
5b-Cyprinol sulfate,3TMS,isomer #4CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C4328.2Semi standard non polar33892256
5b-Cyprinol sulfate,3TMS,isomer #5CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O4409.0Semi standard non polar33892256
5b-Cyprinol sulfate,3TMS,isomer #6CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C4325.8Semi standard non polar33892256
5b-Cyprinol sulfate,3TMS,isomer #7CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C4252.0Semi standard non polar33892256
5b-Cyprinol sulfate,3TMS,isomer #8CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C4240.5Semi standard non polar33892256
5b-Cyprinol sulfate,3TMS,isomer #9CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C4293.5Semi standard non polar33892256
5b-Cyprinol sulfate,4TMS,isomer #1CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C4158.8Semi standard non polar33892256
5b-Cyprinol sulfate,4TMS,isomer #2CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O4193.1Semi standard non polar33892256
5b-Cyprinol sulfate,4TMS,isomer #3CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C4166.6Semi standard non polar33892256
5b-Cyprinol sulfate,4TMS,isomer #4CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C4203.1Semi standard non polar33892256
5b-Cyprinol sulfate,4TMS,isomer #5CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C4130.2Semi standard non polar33892256
5b-Cyprinol sulfate,5TMS,isomer #1CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C4082.3Semi standard non polar33892256
5b-Cyprinol sulfate,5TMS,isomer #1CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C4783.4Standard non polar33892256
5b-Cyprinol sulfate,5TMS,isomer #1CC(CCCC(CO[Si](C)(C)C)COS(=O)(=O)O[Si](C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C)CC1C[C@H]3O[Si](C)(C)C4492.7Standard polar33892256
5b-Cyprinol sulfate,1TBDMS,isomer #1CC(CCCC(CO[Si](C)(C)C(C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4761.8Semi standard non polar33892256
5b-Cyprinol sulfate,1TBDMS,isomer #2CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C(C)(C)C4685.1Semi standard non polar33892256
5b-Cyprinol sulfate,1TBDMS,isomer #3CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O4722.6Semi standard non polar33892256
5b-Cyprinol sulfate,1TBDMS,isomer #4CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4677.8Semi standard non polar33892256
5b-Cyprinol sulfate,1TBDMS,isomer #5CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4711.6Semi standard non polar33892256
5b-Cyprinol sulfate,2TBDMS,isomer #1CC(CCCC(CO[Si](C)(C)C(C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4886.3Semi standard non polar33892256
5b-Cyprinol sulfate,2TBDMS,isomer #10CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4837.2Semi standard non polar33892256
5b-Cyprinol sulfate,2TBDMS,isomer #2CC(CCCC(CO[Si](C)(C)C(C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O4959.6Semi standard non polar33892256
5b-Cyprinol sulfate,2TBDMS,isomer #3CC(CCCC(CO[Si](C)(C)C(C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C(C)(C)C4881.9Semi standard non polar33892256
5b-Cyprinol sulfate,2TBDMS,isomer #4CC(CCCC(CO[Si](C)(C)C(C)(C)C)COS(=O)(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O4948.6Semi standard non polar33892256
5b-Cyprinol sulfate,2TBDMS,isomer #5CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C(C)(C)C4808.8Semi standard non polar33892256
5b-Cyprinol sulfate,2TBDMS,isomer #6CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O[Si](C)(C)C(C)(C)C4863.5Semi standard non polar33892256
5b-Cyprinol sulfate,2TBDMS,isomer #7CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C(C)(C)C4822.7Semi standard non polar33892256
5b-Cyprinol sulfate,2TBDMS,isomer #8CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O4842.9Semi standard non polar33892256
5b-Cyprinol sulfate,2TBDMS,isomer #9CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O4894.7Semi standard non polar33892256
5b-Cyprinol sulfate,3TBDMS,isomer #1CC(CCCC(CO[Si](C)(C)C(C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O5007.0Semi standard non polar33892256
5b-Cyprinol sulfate,3TBDMS,isomer #10CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O4951.7Semi standard non polar33892256
5b-Cyprinol sulfate,3TBDMS,isomer #2CC(CCCC(CO[Si](C)(C)C(C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C(C)(C)C4972.4Semi standard non polar33892256
5b-Cyprinol sulfate,3TBDMS,isomer #3CC(CCCC(CO[Si](C)(C)C(C)(C)C)COS(=O)(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O5023.4Semi standard non polar33892256
5b-Cyprinol sulfate,3TBDMS,isomer #4CC(CCCC(CO[Si](C)(C)C(C)(C)C)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O[Si](C)(C)C(C)(C)C5014.9Semi standard non polar33892256
5b-Cyprinol sulfate,3TBDMS,isomer #5CC(CCCC(CO[Si](C)(C)C(C)(C)C)COS(=O)(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O5082.2Semi standard non polar33892256
5b-Cyprinol sulfate,3TBDMS,isomer #6CC(CCCC(CO[Si](C)(C)C(C)(C)C)COS(=O)(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C(C)(C)C4993.9Semi standard non polar33892256
5b-Cyprinol sulfate,3TBDMS,isomer #7CC(CCCC(CO)COS(=O)(=O)O)C1CCC2C3C(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O[Si](C)(C)C(C)(C)C4940.5Semi standard non polar33892256
5b-Cyprinol sulfate,3TBDMS,isomer #8CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]12C)[C@@]1(C)CC[C@@H](O)CC1C[C@H]3O[Si](C)(C)C(C)(C)C4913.8Semi standard non polar33892256
5b-Cyprinol sulfate,3TBDMS,isomer #9CC(CCCC(CO)COS(=O)(=O)O[Si](C)(C)C(C)(C)C)C1CCC2C3C(C[C@@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O[Si](C)(C)C(C)(C)C)CC1C[C@H]3O[Si](C)(C)C(C)(C)C4955.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (Non-derivatized) - 70eV, Positivesplash10-029i-0605690000-44926b892b4e13e9249c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (2 TMS) - 70eV, Positivesplash10-03di-1411439000-e7f0ffdef09b39c6a2ea2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_2_7) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_2_8) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_2_9) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_2_10) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_3_1) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_3_2) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_3_3) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_3_4) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_3_5) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_3_6) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_3_7) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_3_8) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5b-Cyprinol sulfate GC-MS (TMS_3_9) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cyprinol sulfate 10V, Positive-QTOFsplash10-00kb-0000970000-f15f83c9b0d64d0f1fdc2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cyprinol sulfate 20V, Positive-QTOFsplash10-014j-0001910000-f7976f7a4ce98042c0c92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cyprinol sulfate 40V, Positive-QTOFsplash10-0zg1-0106900000-b1876cb2e886561744422017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cyprinol sulfate 10V, Negative-QTOFsplash10-01q9-0000290000-6d88f15692a49251096f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cyprinol sulfate 20V, Negative-QTOFsplash10-0f89-1000930000-361a1e6cf1038a0cb89e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cyprinol sulfate 40V, Negative-QTOFsplash10-0f8d-9102810000-e80240d64990a2ca3b012017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cyprinol sulfate 10V, Negative-QTOFsplash10-001i-0000090000-2298ab02a1ed5709ddc02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cyprinol sulfate 20V, Negative-QTOFsplash10-001i-2000290000-0fc4f76b2a3c06f03b622021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cyprinol sulfate 40V, Negative-QTOFsplash10-001j-9103120000-16fc582b17a46701d4742021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cyprinol sulfate 10V, Positive-QTOFsplash10-00lr-0000940000-030c096bc86987b8102d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cyprinol sulfate 20V, Positive-QTOFsplash10-0ldj-0418900000-ff0b214f96f890c9ed702021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5b-Cyprinol sulfate 40V, Positive-QTOFsplash10-004i-2922100000-cbe0b8a0e0806d0dc4662021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB024135
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC05468
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53477904
PDB IDNot Available
ChEBI ID2149
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. St-Pierre MV, Kullak-Ublick GA, Hagenbuch B, Meier PJ: Transport of bile acids in hepatic and non-hepatic tissues. J Exp Biol. 2001 May;204(Pt 10):1673-86. [PubMed:11316487 ]
  2. Claudel T, Staels B, Kuipers F: The Farnesoid X receptor: a molecular link between bile acid and lipid and glucose metabolism. Arterioscler Thromb Vasc Biol. 2005 Oct;25(10):2020-30. Epub 2005 Jul 21. [PubMed:16037564 ]
  3. Chiang JY: Bile acid regulation of hepatic physiology: III. Bile acids and nuclear receptors. Am J Physiol Gastrointest Liver Physiol. 2003 Mar;284(3):G349-56. [PubMed:12576301 ]
  4. Davis RA, Miyake JH, Hui TY, Spann NJ: Regulation of cholesterol-7alpha-hydroxylase: BAREly missing a SHP. J Lipid Res. 2002 Apr;43(4):533-43. [PubMed:11907135 ]