Structure Database (LMSD)

Common Name
Dinochrome A
Systematic Name
(3S,5R,6R,3'S,5'R,8'R)-5',8'-epoxy-6,7-didehydro-5,6,5',8'-tetrahydro-β,β-carotene-3,5,3'-triol 3-O-acetate
Synonyms
LM ID
LMPR01070748
Formula
C44H60O5
Exact Mass
Calculate m/z
668.444075
Status
Active
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
Peridinium bipes (#2868)
Dinophyceae (#2864)
Isolation and characterization of dinochrome A and B, anti-carcinogenic active carotenoids from the fresh Water red tide Peridinium bipes.,
Chem Pharm Bull (Tokyo), 2002
Pubmed ID: 12499607

String Representations

InChiKey (Click to copy)
DYTLPXMYTFXUBJ-AJGLGNEYSA-N
InChi (Click to copy)
InChI=1S/C44H60O5/c1-31(21-16-22-32(2)20-14-15-25-39-42(8,9)29-37(48-35(5)45)30-43(39,10)47)18-12-13-19-33(3)23-17-24-34(4)38-26-40-41(6,7)27-36(46)28-44(40,11)49-38/h12-24,26,36-38,46-47H,27-30H2,1-11H3/b13-12+,20-14+,21-16+,23-17+,31-18+,32-22+,33-19+,34-24+/t25-,36-,37-,38+,43+,44+/m0/s1
SMILES (Click to copy)
C(=[C@@]=C1C(C)(C)C[C@H](OC(=O)C)C[C@]1(O)C)/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/[C@@H]1O[C@@]2(C)C(C(C)(C)C[C@H](O)C2)=C1

Other Databases

PubChem CID
10032103
Carotenoid ID
CA01083

Calculated Physicochemical Properties

Heavy Atoms 49
Rings 3
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 744.95
Topological Polar Surface Area 78.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 11.28
Molar Refractivity 205.32

Admin

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