Structure Database (LMSD)

O O OH OH OH HO HO
Common Name
Sioxanthin
Systematic Name
(2'S)-1'-(β-D-Glucopyranosyloxy)-3',4'-didehydro-1',2'-dihydro-phi,psi-caroten-2'-ol
Synonyms
LM ID
LMPR01070619
Formula
C46H62O7
Exact Mass
Calculate m/z
726.449555
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)
UHUTZRAVSUSRQE-SXKSDAIHSA-N
InChi (Click to copy)
InChI=1S/C46H62O7/c1-31(16-11-12-17-32(2)19-14-22-34(4)24-28-39-37(7)27-26-36(6)38(39)8)18-13-20-33(3)21-15-23-35(5)25-29-41(48)46(9,10)53-45-44(51)43(50)42(49)40(30-47)52-45/h11-29,40-45,47-51H,30H2,1-10H3/b12-11+,18-13+,19-14+,21-15+,28-24+,29-25+,31-16+,32-17+,33-20+,34-22+,35-23+/t40-,41+,42-,43+,44-,45+/m1/s1
SMILES (Click to copy)
C1(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(\C)/C=C/[C@H](O)C(C)(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C)C(C)=CC=1

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Salinispora tropica (#168695)
Actinomycetia (#1760)
Sioxanthin, a novel glycosylated carotenoid, reveals an unusual subclustered biosynthetic pathway.,
Environ Microbiol, 2015
Pubmed ID: 25329237

Other Databases

PubChem CID
163057307
Carotenoid ID
CA00715

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 2
Aromatic Rings 1
Rotatable Bonds 16
Van der Waals Molecular Volume 793.31
Topological Polar Surface Area 121.68
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 10.38
Molar Refractivity 223.18

Admin

Created at
17th Nov 2021
Updated at
1st Dec 2021