Structure Database (LMSD)

Common Name
(3R)-Adonirubin
Systematic Name
(3R)-3-Hydroxy-β,β-carotene-4,4'-dione
Synonyms
  • (3R)-Phoenicoxanthin
  • 3-OH-Canthaxanthin
LM ID
LMPR01070788
Formula
C40H52O3
Exact Mass
Calculate m/z
580.391645
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

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Phaffia rhodozyma (#264483)
Tremellomycetes (#155616)
Carotenoids of Phaffia rhodozyma, a red-pigmented fermenting yeast,
Phytochemistry, 1976

String Representations

InChiKey (Click to copy)
OOUTWVMJGMVRQF-HZKCICRSSA-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-/m1/s1
SMILES (Click to copy)
C1C(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/C2=C(C)C(=O)CCC2(C)C)=C(C)C(=O)[C@@H]1O

Other Databases

PubChem CID
121489474
Carotenoid ID
CA00488

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 2
Aromatic Rings
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

Admin

Created at
17th Nov 2021
Updated at
14th Dec 2021