Structure Database (LMSD)

O HO O
Common Name
Cryptocapsin-5,6-epoxide
Systematic Name
(3'S,5R,6S)-3'-Hydroxy-5,6-Epoxy-5,6-dihydro-β,kappa-caroten-6'-one
Synonyms
LM ID
LMPR01071004
Formula
C40H56O3
Exact Mass
Calculate m/z
584.422945
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)
MQRKXVCTROEVSI-SCVCURMOSA-N
InChi (Click to copy)
InChI=1S/C40H56O3/c1-30(18-13-20-32(3)22-23-35(42)38(9)29-34(41)28-37(38,7)8)16-11-12-17-31(2)19-14-21-33(4)24-27-40-36(5,6)25-15-26-39(40,10)43-40/h11-14,16-24,27,34,41H,15,25-26,28-29H2,1-10H3/b12-11+,18-13+,19-14+,23-22+,27-24+,30-16+,31-17+,32-20+,33-21+/t34-,38-,39+,40-/m0/s1
SMILES (Click to copy)
C1C(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)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)
Cryptocapsinepoxide-type carotenoids from red mamey, Pouteria sapota.,
J Nat Prod, 2013
Pubmed ID: 23451823

Other Databases

PubChem CID
71665596
Carotenoid ID
CA00761

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 3
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 663.45
Topological Polar Surface Area 49.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 10.91
Molar Refractivity 184.25

Admin

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