Structure Database (LMSD)

O OH
Common Name
Eschscholtzxanthone
Systematic Name
(3'S)-3'-Hydroxy-4',5'-didehydro-4,5'-retro-β,β-caroten-3-one
Synonyms
LM ID
LMPR01070772
Formula
Exact Mass
Calculate m/z
564.39673
Status
Active

Main

Classification

String Representations

InChiKey (Click to copy)
GDALYDGIVMUXTI-IKRKJKCSSA-N
InChi (Click to copy)
InChI=1S/C40H52O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-26,35,41H,27-28H2,1-10H3/b15-11+,16-12+,19-13+,20-14+,29-17+,30-18+,31-21+,32-22+,37-23-,38-24-/t35-/m1/s1
SMILES (Click to copy)
C1=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)C[C@H](O)C=C\2C)/C(C)(C)CC1=O

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Taxus cuspidata (#99806)
Pinopsida (#58019)
Structures and Antioxidative Activity of retro Carotenoids from the Berries of the Japanese Yew, Taxus cuspidata,
J. Jap. Oil Chem. Soc, 1996

Other Databases

PubChem CID
Carotenoid ID

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 2
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 659.10
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 10.82
Molar Refractivity 183.59

Admin

Created at
17th Nov 2021
Updated at
13th Dec 2021