Structure Database (LMSD)

Common Name
(11Z)-3R-Hydroxyretinal
Systematic Name
(11Z,3R)-3-Hydroxy-15-apo-β-caroten-15-al
Synonyms
LM ID
LMPR01090061
Formula
C20H28O2
Exact Mass
Calculate m/z
300.20893
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)
QPRQNCDEPWLQRO-NIKQCJNBSA-N
InChi (Click to copy)
InChI=1S/C20H28O2/c1-15(7-6-8-16(2)11-12-21)9-10-19-17(3)13-18(22)14-20(19,4)5/h6-12,18,22H,13-14H2,1-5H3/b8-6-,10-9+,15-7+,16-11+/t18-/m1/s1
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(/C)=C/C=C\C(\C)=C\C=O)=C(C)C[C@H]1O

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Galleria mellonella (#7137)
Insecta (#50557)
NinaB combines carotenoid oxygenase and retinoid isomerase activity in a single polypeptide.,
Proc Natl Acad Sci U S A, 2008
Pubmed ID: 19020100

Other Databases

CHEBI ID
66898
PubChem CID
70678854
Carotenoid ID
CA01142

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 343.94
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 4.97
Molar Refractivity 94.09

Admin

Created at
17th Nov 2021
Updated at
23rd Jun 2022