Structure Database (LMSD)

Common Name
Toxicarol
Systematic Name
(7aS,13aS)-13,13a-Dihydro-6-hydroxy-9,10-dimethoxy-3,3-dimethyl-3H-bis[1]benzopyrano[3,4-b:6',5'-e]pyran-7(7aH)-one
Synonyms
  • alpha-Toxicarol, Toxicarin
LM ID
LMPK12060027
Formula
C23H22O7
Exact Mass
Calculate m/z
410.136555
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Rotenoid flavonoids [PK1206]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/
Tephrosia (#47097)
Magnoliopsida (#3398)
TOXICAROL. A CONSTITUENT OF THE SOUTH AMERICAN FISH POISON CRACCA (TEPHROSIA) TOXICARIA1,
Journal of the American Chemical Society, 1930

String Representations

InChiKey (Click to copy)
JLTNCZQNGBLBGO-MOPGFXCFSA-N
InChi (Click to copy)
InChI=1S/C23H22O7/c1-23(2)6-5-11-15(30-23)8-13(24)20-21(25)19-12-7-16(26-3)17(27-4)9-14(12)28-10-18(19)29-22(11)20/h5-9,18-19,24H,10H2,1-4H3/t18-,19+/m1/s1
SMILES (Click to copy)
C12OC(C)(C)C=CC1=C1O[C@]3([H])COC4C=C(OC)C(OC)=CC=4[C@]3([H])C(=O)C1=C(O)C=2

Other Databases

KEGG ID
C10537
CHEBI ID
9643
METABOLOMICS ID
FLIFALNP0001
PubChem CID
442826

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 5
Aromatic Rings 2
Rotatable Bonds 2
Van der Waals Molecular Volume 363.27
Topological Polar Surface Area 89.66
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 4.57
Molar Refractivity 109.89

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Created at
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Updated at
18th Aug 2025