Structure Database (LMSD)

Common Name
Cucurbitachrome A
Systematic Name
(3S,5R,8RS,3'S,5'R,6'R)-5,8:3',6'-Diepoxy-5,8,5',6'-tetrahydro-β,β-carotene-3,5'-diol
Synonyms
LM ID
LMPR01070736
Formula
C40H56O4
Exact Mass
Calculate m/z
600.41786
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

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Capsicum annuum (#4072)
Magnoliopsida (#3398)
Reisolation of Carotenoid 3,6-Epoxides from Red Paprika (Capsicum annuum),
Helv Chim Acta, 1996

String Representations

InChiKey (Click to copy)
YMNKXGQZDVGTFM-CXISCKFDSA-N
InChi (Click to copy)
InChI=1S/C40H56O4/c1-28(17-13-18-30(3)21-22-40-37(7,8)26-33(43-40)27-39(40,10)42)15-11-12-16-29(2)19-14-20-31(4)34-23-35-36(5,6)24-32(41)25-38(35,9)44-34/h11-23,32-34,41-42H,24-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+/t32-,33-,34?,38+,39+,40+/m0/s1
SMILES (Click to copy)
C1C(C)(C)C2=CC(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@]12O[C@H](C[C@]1(O)C)CC2(C)C

Other Databases

PubChem CID
162908626
Carotenoid ID
CA00420

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 4
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 662.52
Topological Polar Surface Area 63.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 10.69
Molar Refractivity 186.29

Admin

Created at
17th Nov 2021
Updated at
10th Dec 2021