Structure Database (LMSD)

Common Name
Vaucheriaxanthin
Systematic Name
(3S,5R,6R,3'S,5'R,6'S)-5',6'-Epoxy-6,7-didehydro-5,6,5',6'-tetrahydro-β,β-carotene-3,5,3',19'-tetrol
Synonyms
LM ID
LMPR01070740
Formula
C40H56O5
Exact Mass
Calculate m/z
616.412775
Status
Active
Show lipids differing only in stereochemistry/bond geometry

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
Vaucheria terrestris (#308878)
Xanthophyceae (#2833)
The structure of vaucheriaxanthin.,
Z Naturforsch C, 1973
Pubmed ID: 4273684

String Representations

InChiKey (Click to copy)
OWWSPDNLRSCPIS-UETBKYIISA-N
InChi (Click to copy)
InChI=1S/C40H56O5/c1-29(16-12-17-31(3)20-21-35-36(4,5)24-33(42)26-38(35,8)44)14-10-11-15-30(2)18-13-19-32(28-41)22-23-40-37(6,7)25-34(43)27-39(40,9)45-40/h10-20,22-23,33-34,41-44H,24-28H2,1-9H3/b11-10+,16-12+,18-13+,23-22+,29-14+,30-15+,31-17+,32-19-/t21?,33-,34-,38+,39+,40-/m0/s1
SMILES (Click to copy)
C(=C/C(/CO)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C=C1C(C)(C)C[C@H](O)C[C@]1(O)C)\[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C

Other Databases

PubChem CID
163026412
Carotenoid ID
CA00424

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 3
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 681.03
Topological Polar Surface Area 93.45
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 9.41
Molar Refractivity 188.53

Admin

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