Structure Database (LMSD)

Common Name
(3R)-3-Hydroxy-4-keto-gamma-carotene
Systematic Name
(3R)-3-Hydroxy-β,psi-caroten-4-one
Synonyms
LM ID
LMPR01070568
Formula
C40H54O2
Exact Mass
Calculate m/z
566.41238
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C40 isoprenoids (tetraterpenes) [PR0107]

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Phaffia rhodozyma (#264483)
Tremellomycetes (#155616)
Characterization and singlet oxygen quenching activity of (3R)-3-hydroxy-4-ketotorulene and (3R)-3-hydroxy-4-keto-γ-carotene isolated from the yeast Xanthophyllomyces dendrorhrous.,
J Oleo Sci, 2012
Pubmed ID: 22790171

String Representations

InChiKey (Click to copy)
BHDQEDUHXBQKIH-QDVWXWJJSA-N
InChi (Click to copy)
InChI=1S/C40H54O2/c1-30(2)17-13-20-33(5)23-15-25-34(6)24-14-21-31(3)18-11-12-19-32(4)22-16-26-35(7)27-28-37-36(8)39(42)38(41)29-40(37,9)10/h11-12,14-19,21-28,38,41H,13,20,29H2,1-10H3/b12-11+,21-14+,22-16+,25-15+,28-27+,31-18+,32-19+,33-23+,34-24+,35-26+/t38-/m1/s1
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C=C(\C)/CC/C=C(\C)/C)=C(C)C(=O)[C@@H]1O

Other Databases

PubChem CID
101705396
Carotenoid ID
CA00203

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 1
Aromatic Rings
Rotatable Bonds 13
Van der Waals Molecular Volume 671.46
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 11.21
Molar Refractivity 185.77

Admin

Created at
17th Nov 2021
Updated at
29th Nov 2021