Structure Database (LMSD)
Common Name
5-Hydroxyeschscholtzxanthin
Systematic Name
(3S,5R,3'S)-4',5'-Didehydro-5,6-dihydro-6,5'-retro-β,β-carotene-3,5,3'-triol
Synonyms
No other lipid differing only in stereochemistry/bond geometry found
3D model of 5-Hydroxyeschscholtzxanthin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
GVOORTVDJMSUHI-AWOSIHMVSA-N
InChi (Click to copy)
InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-23-36-33(5)25-34(41)26-38(36,6)7)15-11-12-16-30(2)18-14-20-32(4)22-24-37-39(8,9)27-35(42)28-40(37,10)43/h11-25,34-35,41-43H,26-28H2,1-10H3/b15-11+,16-12+,19-13+,20-14+,29-17+,30-18+,31-21+,32-22+,36-23-,37-24+/t34-,35-,40+/m1/s1
SMILES (Click to copy)
C1[C@](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=C2\C(C)(C)C[C@H](O)C=C\2C)/C(C)(C)C[C@H]1O
References
Comments
Imported from http://carotenoiddb.jp/
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Eschscholzia californica
(#3467)
Magnoliopsida
(#3398)
A new retro-carotenoid from the petals of the Californian yellow poppy Eschscholtzia californica.,
J Nat Prod, 2000
J Nat Prod, 2000
Pubmed ID:
11000040
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
43
Rings
2
Aromatic Rings
Rotatable Bonds
9
Van der Waals Molecular Volume
673.17
Topological Polar Surface Area
60.69
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
3
logP
10.38
Molar Refractivity
187.10
Admin
Created at
17th Nov 2021
Updated at
2nd Dec 2021