Structure Database (LMSD)

Common Name
Ketomyxol
Systematic Name
(3S,2'S)-3,1',2'-Trihydroxy-3',4'-didehydro-1',2'-dihydro-β,psi-caroten-4-one
Synonyms
  • 2'-Hydroxyflexixanthin
LM ID
LMPR01070103
Formula
C40H54O4
Exact Mass
Calculate m/z
598.40221
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Trichormus variabilis ATCC 29413 (#240292)
Cyanophyceae (#3028117)
Presence of free myxol and 4-hydroxymyxol and absence of myxol glycosides in Anabaena variabilis ATCC 29413, and proposal of a biosynthetic pathway of carotenoids.,
Plant Cell Physiol, 2006
Pubmed ID: 16338959
Flexibacter sp. (#1005)
Cytophagia (#768503)
Bacterial carotenoids. XL. 2'-Hydroxyflexixanthin.,
Acta Chem Scand, 1972
Pubmed ID: 4635698

String Representations

InChiKey (Click to copy)
KNOCSVIWFHUSCQ-ZZQJGDSCSA-N
InChi (Click to copy)
InChI=1S/C40H54O4/c1-29(18-13-20-31(3)21-15-23-33(5)25-27-37(42)40(9,10)44)16-11-12-17-30(2)19-14-22-32(4)24-26-35-34(6)38(43)36(41)28-39(35,7)8/h11-27,36-37,41-42,44H,28H2,1-10H3/b12-11+,18-13+,19-14+,21-15+,26-24+,27-25+,29-16+,30-17+,31-20+,32-22+,33-23+/t36-,37-/m0/s1
SMILES (Click to copy)
CC(C)([C@@H](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/C1=C(C(=O)[C@@H](O)CC1(C)C)C)\C)/C)/C)O

Other Databases

KEGG ID
C15928
CHEBI ID
80184
LIPIDBANK ID
VCA1021
PubChem CID
16061238
Carotenoid ID
CA00266

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 1
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 689.04
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 9.72
Molar Refractivity 189.58

Admin

Created at
-
Updated at
18th Jan 2022