Structure Database (LMSD)

HO O OH
Common Name
19-Hydroxy-all-trans-retinoic acid
Systematic Name
Synonyms
LM ID
LMPR01090028
Formula
C20H28O3
Exact Mass
Calculate m/z
316.203845
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)
QZKISTBYGXZBOE-JHYVTPCUSA-N
InChi (Click to copy)
InChI=1S/C20H28O3/c1-15(13-19(22)23)7-5-9-17(14-21)10-11-18-16(2)8-6-12-20(18,3)4/h5,7,9-11,13,21H,6,8,12,14H2,1-4H3,(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)/CO)=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

CHEBI ID
156173
LIPIDBANK ID
VVA0027
PubChem CID
16061318

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 352.73
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 4.86
Molar Refractivity 95.66

Admin

Created at
-
Updated at
20th Dec 2022