Structure Database (LMSD)

O O
Common Name
(5R,6S,5'R)-Sapotexanthin 5,6-epoxide
Systematic Name
(5R,6S,5'R)-5,6-Epoxy-5,6-dihydro-β,kappa-carotene-6'-one
Synonyms
LM ID
LMPR01071001
Formula
C40H56O2
Exact Mass
Calculate m/z
568.42803
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)
YYTSETXZSCJYBQ-HSJOFTLASA-N
InChi (Click to copy)
InChI=1S/C40H56O2/c1-31(19-13-21-33(3)23-24-35(41)38(9)28-15-26-36(38,5)6)17-11-12-18-32(2)20-14-22-34(4)25-30-40-37(7,8)27-16-29-39(40,10)42-40/h11-14,17-25,30H,15-16,26-29H2,1-10H3/b12-11+,19-13+,20-14+,24-23+,30-25+,31-17+,32-18+,33-21+,34-22+/t38-,39+,40-/m0/s1
SMILES (Click to copy)
C1[C@](C)(C)[C@@]2(O[C@]2(C)CC1)/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)CCC[C@@]1(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

PubChem CID
171118724
Carotenoid ID
CA01228

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 3
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 654.66
Topological Polar Surface Area 29.60
Hydrogen Bond Donors
Hydrogen Bond Acceptors 2
logP 11.65
Molar Refractivity 182.35

Admin

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