CHEBI:17500 - 7α-hydroxycholesterol

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ChEBI Name 7α-hydroxycholesterol
ChEBI ID CHEBI:17500
ChEBI ASCII Name 7alpha-hydroxycholesterol
Definition The 7α-hydroxy derivative of cholesterol.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:20801, CHEBI:12263, CHEBI:2293, CHEBI:89281, CHEBI:13980, CHEBI:58167
Supplier Information ChemicalBook:CB7399440, eMolecules:484241, ZINC000000084153
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Formaldehyde ( for-MAL-di-hide, US also fər-) (systematic name methanal) is an organic compound with the chemical formula CH2O and structure H−CHO, more precisely H2C=O. The compound is a pungent, colourless gas that polymerises spontaneously into paraformaldehyde. It is stored as aqueous solutions (formalin), which consists mainly of the hydrate CH2(OH)2. It is the simplest of the aldehydes (R−CHO). As a precursor to many other materials and chemical compounds, in 2006 the global production of formaldehyde was estimated at 12 million tons per year. It is mainly used in the production of industrial systematic names, e.g., for organic compound and chemical formulas. Formaldehyde also occurs naturally. It is derived from the degradation of polymerises, paraformaldehyde, and resins. particle boards act by converting N-methyl groups to formaldehyde. Formaldehyde is classified as a group 1 coating and can cause respiratory and skin serine upon exposure.
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Formula C27H46O2
Net Charge 0
Average Mass 402.663
Monoisotopic Mass 402.34978
InChI InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1
InChIKey OYXZMSRRJOYLLO-RVOWOUOISA-N
SMILES [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). See: PubMed
Homo sapiens (NCBI:txid9606) Found in cerebrospinal fluid (UBERON:0001359). See: PubMed
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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ChEBI Ontology
Outgoing 7α-hydroxycholesterol (CHEBI:17500) has functional parent cholesterol (CHEBI:16113)
7α-hydroxycholesterol (CHEBI:17500) has role mouse metabolite (CHEBI:75771)
7α-hydroxycholesterol (CHEBI:17500) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
7α-hydroxycholesterol (CHEBI:17500) is a 7α-hydroxy steroid (CHEBI:36843)
7α-hydroxycholesterol (CHEBI:17500) is a oxysterol (CHEBI:53030)
IUPAC Name
cholest-5-ene-3β,7α-diol
Synonyms Sources
(3β,7α)-cholest-5-ene-3,7-diol ChemIDplus
5-cholesten-3β,7α-diol MetaCyc
7-alpha-hydroxycholesterol ChemIDplus
7α-hydroxy-cholesterol LIPID MAPS
7alpha-Hydroxycholesterol KEGG COMPOUND
7α-hydroxycholesterol UniProt
cholest-5-en-3β,7α-diol ChemIDplus
Cholest-5-ene-3beta,7alpha-diol KEGG COMPOUND
Manual Xrefs Databases
5JK PDBeChem
7%CE%B1-Hydroxycholesterol Wikipedia
96891 ChemSpider
C03594 KEGG COMPOUND
CPD-266 MetaCyc
FDB022655 FooDB
HMDB0001496 HMDB
LMST01010013 LIPID MAPS
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Registry Number Type Source
566-26-7 CAS Registry Number ChemIDplus
Citations Types Sources
10529092 PubMed citation Europe PMC
14571793 PubMed citation Europe PMC
15576852 PubMed citation Europe PMC
16376175 PubMed citation Europe PMC
16455124 PubMed citation Europe PMC
16634125 PubMed citation Europe PMC
17364953 PubMed citation Europe PMC
17386651 PubMed citation Europe PMC
24370436 PubMed citation Europe PMC
27075612 PubMed citation Europe PMC
27268273 PubMed citation Europe PMC
31781930 PubMed citation Europe PMC
7557870 PubMed citation Europe PMC
8558093 PubMed citation Europe PMC
9632680 PubMed citation Europe PMC
9882415 PubMed citation Europe PMC
Last Modified
20 January 2022