Structure Database (LMSD)

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
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

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

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

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

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