Structure Database (LMSD)

HO O
Common Name
14-methyl-20,14-retro-retinoic acid
Systematic Name
Synonyms
LM ID
LMPR01090033
Formula
C21H30O2
Exact Mass
Calculate m/z
314.22458
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
Retinoids [PR0109]

String Representations

InChiKey (Click to copy)
JVNZTBXNNSQXJS-FGKSVAIXSA-N
InChi (Click to copy)
InChI=1S/C21H30O2/c1-15(9-7-10-16(2)18(4)20(22)23)12-13-19-17(3)11-8-14-21(19,5)6/h7,9-10,12-13,18H,2,8,11,14H2,1,3-6H3,(H,22,23)/b10-7+,13-12+,15-9+
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(=C/C=C/C(=C)C(C)C(O)=O)/C)=C(C)CC1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Base-catalyzed isomerization of retinoic acid. Synthesis and differentiation-inducing activities of 14-alkylated all-trans-, 13-cis-, and 20,14-retro-retinoic acids.,
J Med Chem, 1992
Pubmed ID: 1738149

Other Databases

LIPIDBANK ID
VVA0032
PubChem CID
15125877

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 361.24
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.85
Molar Refractivity 98.31

Admin

Created at
-
Updated at
20th Dec 2022