Structure Database (LMSD)

Common Name
20,14-retro-retinoic acid
Systematic Name
Synonyms
LM ID
LMPR01090032
Formula
C20H28O2
Exact Mass
Calculate m/z
300.20893
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
MOVUUAMFNFXGHB-CISKFWAASA-N
InChi (Click to copy)
InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12H,2,7,10,13-14H2,1,3-5H3,(H,21,22)/b9-6+,12-11+,15-8+
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(=C/C=C/C(=C)CC(O)=O)/C)=C(C)CC1

Other Databases

LIPIDBANK ID
VVA0031
PubChem CID
15125876

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 343.94
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.60
Molar Refractivity 93.76

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Created at
-
Updated at
2nd Jul 2021