Structure Database (LMSD)

Common Name
all-trans-5,6-Epoxyretinoic acid
Systematic Name
(2E,4E,6E,8E)-3,7-dimethyl-9-{2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}nona-2,4,6,8-tetraenoic acid
Synonyms
LM ID
LMPR01090055
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)
KEEHJLBAOLGBJZ-WEDZBJJJSA-N
InChi (Click to copy)
InChI=1S/C20H28O3/c1-15(8-6-9-16(2)14-17(21)22)10-13-20-18(3,4)11-7-12-19(20,5)23-20/h6,8-10,13-14H,7,11-12H2,1-5H3,(H,21,22)/b9-6+,13-10+,15-8+,16-14+
SMILES (Click to copy)
C12(OC1(C)CCCC2(C)C)/C=C/C(/C)=C/C=C/C(/C)=C/C(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Identification of 5,6-epoxyretinoic acid as an endogenous retinol metabolite.,
J Biol Chem, 1982
Pubmed ID: 7056740

Other Databases

KEGG ID
C16680
HMDB ID
HMDB0012451
CHEBI ID
80658
PubChem CID
5363137
Cayman ID
22124

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 2
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 343.01
Topological Polar Surface Area 49.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.39
Molar Refractivity 94.31

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Created at
-
Updated at
20th Dec 2022