Structure Database (LMSD)

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
C40H52O2
Exact Mass
Calculate m/z
564.39673
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
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

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

Other Databases

PubChem CID
16061205
Carotenoid ID
CA00469

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

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