Structure Database (LMSD)

Common Name
(3S,5R,6S,3'S,5'R)-3,6-Epoxy-5,3',8'-triihydroxy-beta,kappa-caroten-6'-one
Systematic Name
(3S,5R,6S,3'S,5'R)-3,6-Epoxy-5,3',8'-triihydroxy-β,kappa-caroten-6'-one
Synonyms
LM ID
LMPR01071017
Formula
C40H56O5
Exact Mass
Calculate m/z
616.412776
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra
View NP-MRD ID(NMR) spectrum

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
Magallana gigas (#29159)
Bivalvia (#6544)
Structures of five new carotenoids from the oyster Crassostrea gigas.,
J Nat Prod, 2001
Pubmed ID: 11374947

String Representations

InChiKey (Click to copy)
GBDITKZBAOCLPE-NGKWUEFESA-N
InChi (Click to copy)
InChI=1S/C40H56O5/c1-28(17-13-18-30(3)21-22-40-37(7,8)26-33(45-40)27-39(40,10)44)15-11-12-16-29(2)19-14-20-31(4)34(42)23-35(43)38(9)25-32(41)24-36(38,5)6/h11-23,32-33,41-42,44H,24-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+,34-23-/t32-,33-,38-,39+,40+/m0/s1
SMILES (Click to copy)
C(/C=C/[C@]12O[C@H](C[C@]1(O)C)CC2(C)C)(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C(\O)=C\C([C@@]1(C)C(C)(C)C[C@H](O)C1)=O

Other Databases

PubChem CID
10952236
Carotenoid ID
CA01080

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 3
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 681.03
Topological Polar Surface Area 89.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 10.05
Molar Refractivity 187.73

Admin

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