Structure Database (LMSD)

Common Name
Flavoxanthin
Systematic Name
(3S,5R,8R,3'R,6'R)-5,8-Epoxy-5,8-dihydro-β,ε-carotene-3,3'-diol
Synonyms
LM ID
LMPR01070271
Formula
C40H56O3
Exact Mass
Calculate m/z
584.422945
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)
JRHJXXLCNATYLS-NGZWBNMCSA-N
InChi (Click to copy)
InChI=1S/C40H56O3/c1-28(17-13-18-30(3)21-22-35-32(5)23-33(41)25-38(35,6)7)15-11-12-16-29(2)19-14-20-31(4)36-24-37-39(8,9)26-34(42)27-40(37,10)43-36/h11-24,33-36,41-42H,25-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+/t33-,34-,35-,36+,40+/m0/s1
SMILES (Click to copy)
[C@@]12(C)C[C@H](CC(C)(C)C1=C[C@]([H])(/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]1C(C)=C[C@H](O)CC1(C)C)O2)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Taraxacum officinale (#50225)
Magnoliopsida (#3398)
Über die Carotinoide Flavoxanthin und Chrysanthemaxanthin: 1H-NMR.-, 13C-NMR.- und Massen-Spektren und absolute Konfiguration. (Kritische Überprüfung veröffentlichter chemischer und physikalischer Daten),
Chim Helv Acta, 1978

Other Databases

Wikipedia
Flavoxanthin
KEGG ID
C08594
CHEBI ID
5087
PubChem CID
5281238

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 663.45
Topological Polar Surface Area 51.76
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 10.76
Molar Refractivity 185.67

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Created at
-
Updated at
22nd Mar 2024