Structure Database (LMSD)

Common Name
Beta-Carotene diepoxide
Systematic Name
(5R,6S,5'R,6'S)-5,6:5',6'-Diepoxy-5,6,5',6'-tetrahydro-β,β-carotene
Synonyms
LM ID
LMPR01070709
Formula
C40H56O2
Exact Mass
Calculate m/z
568.42803
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
Ipomoea batatas (#4120)
Magnoliopsida (#3398)
Isolation and Characterisation of (5R, 6S,5'R,8'R)- and (5R,6S,5'R,8'S)-Luteochrome from Brazilian Sweet Potatoes (Ipomoea batatas LAM.),
Helv Chim Acta, 1986

String Representations

InChiKey (Click to copy)
JMZDCQZKLCHTFI-HPLZOGFXSA-N
InChi (Click to copy)
InChI=1S/C40H56O2/c1-31(19-13-21-33(3)23-29-39-35(5,6)25-15-27-37(39,9)41-39)17-11-12-18-32(2)20-14-22-34(4)24-30-40-36(7,8)26-16-28-38(40,10)42-40/h11-14,17-24,29-30H,15-16,25-28H2,1-10H3/b12-11+,19-13+,20-14+,29-23+,30-24+,31-17+,32-18+,33-21+,34-22+/t37-,38-,39+,40+/m1/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@@]12O[C@]1(C)CCCC2(C)C

Other Databases

PubChem CID
13963136
Carotenoid ID
CA00402

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 4
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 644.94
Topological Polar Surface Area 25.06
Hydrogen Bond Donors
Hydrogen Bond Acceptors 2
logP 12.17
Molar Refractivity 182.48

Admin

Created at
17th Nov 2021
Updated at
2nd Dec 2021