Structure Database (LMSD)

OH O O OH OH S O O HO O
Common Name
Bastaxanthin C
Systematic Name
(3R,1'R,5'R)-19,17'-dihydroxy-3',6'-dioxo-7,8-didehydro-β,kappa-caroten-3-yl sulphate
Synonyms
LM ID
LMPR01071029
Formula
C40H52O9S
Exact Mass
Calculate m/z
708.333207
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)
QKKLSOIKTYCSMC-ZKFJHPDGSA-N
InChi (Click to copy)
InChI=1S/C40H52O9S/c1-28(15-11-17-30(3)36(44)22-37(45)40(8)24-33(43)23-39(40,7)27-42)13-9-10-14-29(2)16-12-18-32(26-41)19-20-35-31(4)21-34(25-38(35,5)6)49-50(46,47)48/h9-18,22,34,41-42,44H,21,23-27H2,1-8H3,(H,46,47,48)/b10-9+,15-11+,16-12+,28-13+,29-14+,30-17+,32-18-,36-22-/t34-,39+,40+/m1/s1
SMILES (Click to copy)
C(=C(/O)\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](OS(O)(=O)=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)
10.1016/0305-1978(83)90064-9,
Biochem System Ecol, 1983

Other Databases

Carotenoid ID
CA00755

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 2
Aromatic Rings
Rotatable Bonds 13
Van der Waals Molecular Volume 739.14
Topological Polar Surface Area 158.43
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 9.23
Molar Refractivity 198.43

Admin

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