Structure Database (LMSD)
Common Name
cis-vaccenic acid
Systematic Name
11Z-octadecenoic acid
Synonyms
- cis-11-octadecenoic acid
- C18:1n-7
- Asclepic acid
3D model of cis-vaccenic acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
cis-Vaccenic acid is an ω-7 fatty acid that has been found in mango pulp.1 It induces differentiation of, and γ-globin synthesis in, K562 and JK-1 cells, as well as isolated sickle cell transgenic mouse bone marrow erythroid progenitor cells (TMbmEPSCs).2
This information has been provided by Cayman Chemical
References
2. Shibahara, A., Yamamoto, K., Nakayama, T., et al. cis-Vaccenic acid in mango pulp lipids. Lipids 21(6), 388-394 (1986).
Reactions
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Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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String Representations
InChiKey (Click to copy)
UWHZIFQPPBDJPM-FPLPWBNLSA-N
InChi (Click to copy)
InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7-
SMILES (Click to copy)
C(CCC/C=C\CCCCCC)CCCCCC(=O)O
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
DFA0115
PubChem CID
PlantFA ID
SwissLipids ID
Cayman ID
PDB ID
Calculated Physicochemical Properties
Heavy Atoms
20
Rings
0
Aromatic Rings
0
Rotatable Bonds
15
Van der Waals Molecular Volume
332.26
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
6.11
Molar Refractivity
87.09
Admin
Created at
-
Updated at
25th Apr 2022