Structure Database (LMSD)

HO O HO O
Common Name
Capsanthin 5,6-epoxide
Systematic Name
(3S,5R,6S,3'S,5'R)-5,6-Epoxy-3,3'-dihydroxy-5,6-dihydro-β,kappa-caroten-6'-one
Synonyms
LM ID
LMPR01071008
Formula
Exact Mass
Calculate m/z
600.41786
Status
Active

Main

Classification

String Representations

InChiKey (Click to copy)
QAILMWKAKHIIHL-CRBKEJBVSA-N
InChi (Click to copy)
InChI=1S/C40H56O4/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)23-24-40-37(7,8)26-34(42)28-39(40,10)44-40/h11-24,33-34,41-42H,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@@]2(O[C@]2(C)C[C@H]1O)/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C([C@]1(C)C[C@@H](O)CC1(C)C)=O

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pouteria sapota (#233744)
Magnoliopsida (#3398)
Isolation and identification of sapotexanthin 5,6-epoxide and 5,8-epoxide from red mamey (Pouteria sapota).,
Chirality, 2020
Pubmed ID: 32126590

Other Databases

CHEBI ID
PubChem CID
Carotenoid ID

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 3
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 672.24
Topological Polar Surface Area 70.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 10.16
Molar Refractivity 186.15

Admin

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