Structure Database (LMSD)

Common Name
Capsanthin 3,6-epoxide
Systematic Name
(3S,5R,6R,3'S,5'R)-3,6-Epoxy-5,3'-dihydroxy-5,6-dihydro-β,kappa-caroten-6'-one
Synonyms
LM ID
LMPR01070050
Formula
C40H56O4
Exact Mass
Calculate m/z
600.417861
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Capsicum annuum (#4072)
Magnoliopsida (#3398)
Capsanthone 3,6-epoxide, a new carotenoid from the fruits of the red paprika Capsicum annuum L.,
J Agric Food Chem, 2001
Pubmed ID: 11513696

String Representations

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

Other Databases

LIPIDBANK ID
VCA0048
PubChem CID
11734696
Carotenoid ID
CA00746

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 3
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 672.24
Topological Polar Surface Area 68.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 10.16
Molar Refractivity 186.15

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Created at
-
Updated at
7th Apr 2022