Structure Database (LMSD)

Common Name
Fucoxanthin 3-acetate
Systematic Name
(3S,5R,6S,3'S,5'R,6'R)-5,6-Epoxy-3,3'-diethanoyloxy-5'-hydroxy-6',7'-didehydro-5,6,7,8,5',6'-hexahydro-β,β-caroten-8-one
Synonyms
LM ID
LMPR01070837
Formula
C44H60O7
Exact Mass
Calculate m/z
700.433905
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)
OKMNTAQZMKYJIR-TVEXGBQHSA-N
InChi (Click to copy)
InChI=1S/C44H60O7/c1-30(19-15-20-32(3)23-24-39-40(7,8)25-36(49-34(5)45)27-42(39,11)48)17-13-14-18-31(2)21-16-22-33(4)38(47)29-44-41(9,10)26-37(50-35(6)46)28-43(44,12)51-44/h13-23,36-37,48H,25-29H2,1-12H3/b14-13+,19-15+,21-16+,30-17+,31-18+,32-20+,33-22+/t24-,36-,37-,42+,43+,44-/m0/s1
SMILES (Click to copy)
C(=O)(C[C@@]12O[C@]1(C)C[C@@H](OC(=O)C)CC2(C)C)/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=[C@@]=C1[C@](C)(O)C[C@@H](OC(=O)C)CC1(C)C

Other Databases

PubChem CID
101557193
Carotenoid ID
CA00557

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 3
Aromatic Rings
Rotatable Bonds 14
Van der Waals Molecular Volume 762.53
Topological Polar Surface Area 102.43
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 10.69
Molar Refractivity 206.21

Admin

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