Structure Database (LMSD)

O HO O
Common Name
19-Oxo-9-cis-retinoic acid
Systematic Name
Synonyms
LM ID
LMPR01090031
Formula
C20H26O3
Exact Mass
Calculate m/z
314.188195
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)
XTTUSBQFKZWUJV-WMBSQONYSA-N
InChi (Click to copy)
InChI=1S/C20H26O3/c1-15(13-19(22)23)7-5-9-17(14-21)10-11-18-16(2)8-6-12-20(18,3)4/h5,7,9-11,13-14H,6,8,12H2,1-4H3,(H,22,23)/b7-5+,11-10+,15-13-,17-9-
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(=C/C=C/C(=C\C(O)=O)/C)/C=O)=C(C)CC1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Differentiation-inducing activity of retinoic acid isomers and their oxidized analogs on human promyelocytic leukemia HL-60 cells.,
Biochem Biophys Res Commun, 1992
Pubmed ID: 1335240

Other Databases

LIPIDBANK ID
VVA0030
PubChem CID
16061321

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 350.09
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 4.78
Molar Refractivity 94.15

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Created at
-
Updated at
20th Dec 2022