Structure Database (LMSD)

HO OH OH O
Common Name
4-Keto-4'-hydroxydiatoxanthin
Systematic Name
(3S,3'S,4'S)-3,3',4'-Trihydroxy-7',8'-didehydro-β,β-caroten-4-one
Synonyms
  • (3S,3'S,4'S)-4-Keto-4'-hydroxydiatoxanthin
LM ID
LMPR01070076
Formula
C40H52O4
Exact Mass
Calculate m/z
596.38656
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)
OZTXZZFLUCKUIZ-PHJJZUTBSA-N
InChi (Click to copy)
InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-21,23,35-36,38,41-42,44H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,27-15+,28-16+,29-19+,30-20+/t35-,36-,38-/m0/s1
SMILES (Click to copy)
C(=C/C1=C(C)C(=O)[C@@H](O)CC1(C)C)\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C#CC1=C(C)[C@H](O)[C@@H](O)CC1(C)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Patiria pectinifera (#7594)
Asteroidea (#7588)
New acetylenic carotenoids from the starfishes Asterina pectinifera and Asterias amurensis

Other Databases

CHEBI ID
187207
LIPIDBANK ID
VCA0074
PubChem CID
14408313
Carotenoid ID
CA00498

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 2
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 676.68
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 9.00
Molar Refractivity 186.12

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Created at
-
Updated at
22nd Mar 2024