Structure Database (LMSD)

HO O O
Common Name
Phoenicoxanthin
Systematic Name
(3S)-3-Hydroxy-β,β-carotene-4,4'-dione
Synonyms
  • Adonirubin
  • 3-Hydroxycanthaxanthin
LM ID
LMPR01070096
Formula
C40H52O3
Exact Mass
Calculate m/z
580.391645
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)
OOUTWVMJGMVRQF-NWYYEFBESA-N
InChi (Click to copy)
InChI=1S/C40H52O3/c1-28(17-13-19-30(3)21-23-34-32(5)36(41)25-26-39(34,7)8)15-11-12-16-29(2)18-14-20-31(4)22-24-35-33(6)38(43)37(42)27-40(35,9)10/h11-24,37,42H,25-27H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,28-15+,29-16+,30-19+,31-20+/t37-/m0/s1
SMILES (Click to copy)
[C@H]1(C(=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/C2=C(C(=O)CCC2(C)C)C)C(C)(C)C1)C)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Agrobacterium aurantiacum (#44155)
Alphaproteobacteria (#28211)
omposition and presumed biosynthetic pathway of carotenoids in the astaxanthin-producing bacterium Agrobacterium aurantiacum,
FEMS Microbiol Letts, 1995

Other Databases

KEGG ID
C15967
CHEBI ID
80216
LIPIDBANK ID
VCA1014
PubChem CID
16061231
Carotenoid ID
CA00487

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 2
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 667.89
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 10.22
Molar Refractivity 184.07

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Created at
-
Updated at
27th Oct 2023