Structure Database (LMSD)

O HO OH HO
Common Name
Capsoneoxanthin
Systematic Name
(3S,5R,6R,3'S,5'R)-3,5,3'-Trihydroxy-6,7-didehydro-5,6-dihydro-β,kappa-caroten-6'-one
Synonyms
LM ID
LMPR01071010
Formula
C40H56O4
Exact Mass
Calculate m/z
600.41786
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
CHUCTZTVUGPRQU-YHHVKFGRSA-N
InChi (Click to copy)
InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-35-37(5,6)25-33(41)28-40(35,10)44)15-11-12-16-30(2)18-14-20-32(4)22-24-36(43)39(9)27-34(42)26-38(39,7)8/h11-22,24,33-34,41-42,44H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-22+,29-15+,30-16+,31-19+,32-20+/t23?,33-,34-,39-,40+/m0/s1
SMILES (Click to copy)
[C@@]1(C)(C[C@@H](O)CC1(C)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=C1C(C)(C)C[C@H](O)C[C@@]1(C)O

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Asparagus falcatus (#77334)
Magnoliopsida (#3398)
Capsoneoxanthin, a new carotenoid isolated from the fruits of Asparagus falcatus,
Tetrahedron Letts, 2000

Other Databases

PubChem CID
162936689
Carotenoid ID
CA00744

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 681.96
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 9.63
Molar Refractivity 186.50

Admin

Created at
17th Nov 2021
Updated at
10th Jan 2022