Structure Database (LMSD)

O O OH OH HO
Common Name
Bastaxanthol C
Systematic Name
(3R,1'R,5'R)-3,19,17'-Trihydroxy-7,8-didehydro-β,kappa-carotene-3',6'-dione
Synonyms
LM ID
LMPR01071015
Formula
C40H52O5
Exact Mass
Calculate m/z
612.381475
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)
BMDUTGJURITIAP-JUSQSBOQSA-N
InChi (Click to copy)
InChI=1S/C40H52O5/c1-29(15-11-16-31(3)19-22-37(45)40(8)26-35(44)25-39(40,7)28-42)13-9-10-14-30(2)17-12-18-33(27-41)20-21-36-32(4)23-34(43)24-38(36,5)6/h9-19,22,34,41-43H,23-28H2,1-8H3/b10-9+,15-11+,17-12+,22-19+,29-13+,30-14+,31-16+,33-18-/t34-,39+,40+/m1/s1
SMILES (Click to copy)
C(=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\CO)/C#CC1C(C)(C)C[C@H](O)CC=1C)\C(=O)[C@]1(C)CC(=O)C[C@]1(CO)C

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ianthella basta (#375146)
Demospongiae (#6042)
Carotenoid Sulfates. 2. Structural Elucidation of Bastaxanthin.,
Acta Chem Scand, 1983

Other Databases

PubChem CID
162931266
Carotenoid ID
CA00756

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 2
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 685.47
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 8.26
Molar Refractivity 186.54

Admin

Created at
17th Nov 2021
Updated at
10th Jan 2022