Structure Database (LMSD)

Common Name
Gyroxanthin
Systematic Name
(3S,5R,6S,3'S,5'R,6'R)-5,6-Epoxy-3'-ethanoyloxy-7,8,6',7'-tetradehydro-5,6,5',6'-tetrahydro-β,β-carotene-3,19,5'-triol
Synonyms
LM ID
LMPR01070747
Formula
C42H56O6
Exact Mass
Calculate m/z
656.40769
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
Karlodinium veneficum (#407301)
Dinophyceae (#2864)
Gyroxanthin—the First Allenic Acetylenic Carotenoid,
Tetrahedron, 2000

String Representations

InChiKey (Click to copy)
UBQYDZUJWOBLJS-SYXZBCTMSA-N
InChi (Click to copy)
InChI=1S/C42H56O6/c1-30(17-13-18-32(3)21-22-37-38(5,6)27-36(47-33(4)44)28-40(37,9)46)15-11-12-16-31(2)19-14-20-34(29-43)23-24-42-39(7,8)25-35(45)26-41(42,10)48-42/h11-21,35-36,43,45-46H,25-29H2,1-10H3/b12-11+,17-13+,19-14+,30-15+,31-16+,32-18+,34-20-/t22-,35-,36-,40+,41+,42-/m0/s1
SMILES (Click to copy)
C1C(C)(C)[C@@]2(O[C@]2(C)C[C@H]1O)C#C/C(/CO)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=[C@@]=C1[C@@](O)(C)C[C@@H](OC(=O)C)CC1(C)C

Other Databases

PubChem CID
162986078
Carotenoid ID
CA00423

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 3
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 719.14
Topological Polar Surface Area 99.52
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 9.43
Molar Refractivity 196.72

Admin

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