Structure Database (LMSD)

Common Name
Grayanotoxin I
Systematic Name
Grayanotoxane-3,5,6,10,14,16-hexol 14-acetate
Synonyms
  • Asebotoxin
  • Rhodotoxin
  • Andromedotoxin
LM ID
LMPR0104180005
Formula
Exact Mass
Calculate m/z
412.246106
Status
Curated

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rhododendron macrophyllum (#73103)
Magnoliopsida (#3398)
Stereochemistry of grayanotoxin.,
Tetrahedron Lett, 1968
Pubmed ID: 5704715
Rhododendron macrophyllum (#73103)
Magnoliopsida (#3398)
Grayanotoxin. I. Occurrence in additional Ericaceae species.,
J Pharm Sci, 1967
Pubmed ID: 4293525

String Representations

InChiKey (Click to copy)
NXCYBYJXCJWMRY-VGBBEZPXSA-N
InChi (Click to copy)
InChI=1S/C22H36O7/c1-11(23)29-17-12-6-7-13-20(5,27)14-8-15(24)18(2,3)22(14,28)16(25)9-21(13,17)10-19(12,4)26/h12-17,24-28H,6-10H2,1-5H3/t12-,13+,14+,15+,16-,17-,19-,20-,21+,22+/m1/s1
SMILES (Click to copy)
[C@@H]12[C@@](O)(C)C[C@]3(C[C@@H](O)[C@]4(O)C(C)(C)[C@@H](O)C[C@@]4([H])[C@](C)(O)[C@]3([H])CC1)[C@@H]2OC(=O)C

Other Databases

CHEBI ID
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 398.61
Topological Polar Surface Area 127.45
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 2.46
Molar Refractivity 106.61

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Created at
17th Jun 2025
Updated at
17th Jun 2025