Structure Database (LMSD)

O HO HO OH OH
Common Name
4-Ketonostoxanthin
Systematic Name
(2R,3S,2'R,3'R)-2,3,2',3'-Tetrahydroxy-β,β-caroten-4-one
Synonyms
LM ID
LMPR01070826
Formula
C40H54O5
Exact Mass
Calculate m/z
614.397125
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
XJWXMPXLYUAWJI-LKWSRBIKSA-N
InChi (Click to copy)
InChI=1S/C40H54O5/c1-26(17-13-19-28(3)21-23-32-30(5)25-34(41)37(44)39(32,7)8)15-11-12-16-27(2)18-14-20-29(4)22-24-33-31(6)35(42)36(43)38(45)40(33,9)10/h11-24,34,36-38,41,43-45H,25H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,26-15+,27-16+,28-19+,29-20+/t34-,36-,37+,38+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)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/C2=C(C)C[C@@H](O)[C@H](O)C2(C)C)=C(C)C(=O)[C@H]1O

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Brevundimonas (#2622653)
Alphaproteobacteria (#28211)
New Trihydroxy-keto-carotenoids Isolated from an Astaxanthin-producing Marine Bacterium.,
Biosci Biotechnol Biochem, 1996
Pubmed ID: 27299394
Qipengyuania flava (#192812)
Alphaproteobacteria (#28211)
Sulfur-Containing Carotenoids from A Marine Coral Symbiont Erythrobacter flavus Strain KJ5.,
Mar Drugs, 2019
Pubmed ID: 31212714

Other Databases

PubChem CID
139587764
Carotenoid ID
CA00511

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 688.11
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 8.81
Molar Refractivity 189.39

Admin

Created at
17th Nov 2021
Updated at
14th Dec 2021