Structure Database (LMSD)

Common Name
5,6-Diepicapsokarpoxanthin
Systematic Name
(3S,5S,6S,3'S,5'R)-3,5,6,3'-Tetrahydroxy-5,6-dihydro-β,kappa-caroten-6'-one
Synonyms
LM ID
LMPR01071019
Formula
C40H58O5
Exact Mass
Calculate m/z
618.428425
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
Capsicum annuum (#4072)
Magnoliopsida (#3398)
Isolation of Carotenoids with 3,5,6-Trihydroxy-5,6-dihydro-β-end Groups from Red Paprika (Capsicum annuum),
Helv Chim Acta, 2005

String Representations

InChiKey (Click to copy)
LYYDEPKDTUIGFR-XCFOYWHTSA-N
InChi (Click to copy)
InChI=1S/C40H58O5/c1-29(17-13-19-31(3)21-22-35(43)38(9)27-33(41)25-36(38,5)6)15-11-12-16-30(2)18-14-20-32(4)23-24-40(45)37(7,8)26-34(42)28-39(40,10)44/h11-24,33-34,41-42,44-45H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t33-,34-,38-,39-,40-/m0/s1
SMILES (Click to copy)
C1C(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/C([C@]2(C)C[C@@H](O)CC2(C)C)=O)[C@@](C)(O)C[C@H]1O

Other Databases

PubChem CID
102507352
Carotenoid ID
CA00751

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 2
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 693.39
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 9.12
Molar Refractivity 189.51

Admin

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