Structure Database (LMSD)

Common Name
Xipholenin
Systematic Name
(3S,3'S,6'R)-3-Methoxy-3'-hydroxy-β,ε-caroten-4-one
Synonyms
LM ID
LMPR01070817
Formula
C41H56O3
Exact Mass
Calculate m/z
596.422945
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
Xipholena punicea (#114392)
Aves (#8782)
Novel methoxy-carotenoids from the burgundy-colored plumage of the Pompadour Cotinga Xipholena punicea.,
Arch Biochem Biophys, 2010
Pubmed ID: 20709013

String Representations

InChiKey (Click to copy)
XMJZUQVGBMNPFZ-KGYDGMHDSA-N
InChi (Click to copy)
InChI=1S/C41H56O3/c1-29(18-14-20-31(3)22-24-36-33(5)26-35(42)27-40(36,7)8)16-12-13-17-30(2)19-15-21-32(4)23-25-37-34(6)39(43)38(44-11)28-41(37,9)10/h12-26,35-36,38,42H,27-28H2,1-11H3/b13-12+,18-14+,19-15+,24-22+,25-23+,29-16+,30-17+,31-20+,32-21+/t35-,36+,38+/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/[C@H]2C(C)=C[C@@H](O)CC2(C)C)=C(C)C(=O)[C@H]1OC

Other Databases

PubChem CID
141684196
Carotenoid ID
CA00505

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 2
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 687.83
Topological Polar Surface Area 46.53
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 10.81
Molar Refractivity 190.31

Admin

Created at
17th Nov 2021
Updated at
14th Dec 2021