Structure Database (LMSD)

O OH S O O HO O OH O O
Common Name
Bastaxanthin E
Systematic Name
(3R,1'R,5'R)-19-hydroxy-3',6'-dioxo-3-sulphato-7,8-didehydro-β,kappa-caroten-17'-oate
Synonyms
LM ID
LMPR01071030
Formula
C40H50O9S
Exact Mass
Calculate m/z
706.317557
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)
CUWCDZGFISCKLX-FAWBBLHCSA-N
InChi (Click to copy)
InChI=1S/C40H50O9S/c1-28(15-11-16-30(3)19-22-36(43)39(7)24-33(42)25-40(39,8)37(44)45)13-9-10-14-29(2)17-12-18-32(27-41)20-21-35-31(4)23-34(26-38(35,5)6)49-50(46,47)48/h9-19,22,34,41H,23-27H2,1-8H3,(H,44,45)(H,46,47,48)/b10-9+,15-11+,17-12+,22-19+,28-13+,29-14+,30-16+,32-18-/t34-,39+,40+/m1/s1
SMILES (Click to copy)
[C@@]1(C(=O)/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\CO)/C#CC2C(C)(C)C[C@H](OS(O)(=O)=O)CC=2C)(C)CC(=O)C[C@@]1(C)C(=O)O

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
CA00768

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 2
Aromatic Rings
Rotatable Bonds 13
Van der Waals Molecular Volume 736.50
Topological Polar Surface Area 155.27
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 9
logP 9.15
Molar Refractivity 196.92

Admin

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