Structure Database (LMSD)

Common Name
Diadinoxanthin B
Systematic Name
(3S,5S,6R,3'R)-5,6-Epoxy-7',8'-didehydro-5,6-dihydro-β,β-carotene-3,3'-diol
Synonyms
LM ID
LMPR01070720
Formula
C40H54O3
Exact Mass
Calculate m/z
582.407295
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
OGHZCSINIMWCSB-YQCDSXSPSA-N
InChi (Click to copy)
InChI=1S/C40H54O3/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40-38(8,9)27-35(42)28-39(40,10)43-40/h11-20,23-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-23+,29-15+,30-16+,31-19+,32-20+/t34-,35+,39+,40-/m1/s1
SMILES (Click to copy)
C1C(C)(C)[C@]2(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#CC1=C(C)C[C@@H](O)CC1(C)C

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rhinogobius brunneus (#933223)
Actinopteri (#186623)
Isolation of stereoisomeric epoxy carotenoids and new acetylenic carotenoid from the common freshwater goby Rhinogobius brunneus.,
J Nat Prod, 2000
Pubmed ID: 10924174

Other Databases

PubChem CID
102007228
Carotenoid ID
CA00405

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 3
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 660.81
Topological Polar Surface Area 52.99
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 10.35
Molar Refractivity 184.38

Admin

Created at
17th Nov 2021
Updated at
3rd Dec 2021