Structure Database (LMSD)

Common Name
Eschscholtzxanthin
Systematic Name
Synonyms
LM ID
LMPR01070023
Formula
C40H54O2
Exact Mass
Calculate m/z
566.41238
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Main

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C40 isoprenoids (tetraterpenes) [PR0107]

String Representations

InChiKey (Click to copy)
DHHWDJUUTBWANN-DAFIWVHRSA-N
InChi (Click to copy)
InChI=1S/C40H54O2/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/h11-26,35-36,41-42H,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-,36-/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[C@@H](O)CC\2(C)C)/C(C)=C[C@H]1O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Eschscholzia californica (#3467)
Magnoliopsida (#3398)
Absolute configuration of eschscholtzxanthin,
Phytochemistry, 1979

Other Databases

LIPIDBANK ID
VCA0021
PubChem CID
15559173

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 2
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 661.74
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 10.90
Molar Refractivity 185.10

Admin

Created at
-
Updated at
29th Oct 2021