Structure Database (LMSD)

Common Name
Grayanotoxin III
Systematic Name
(3β,6β,14R)-Grayanotoxane-3,5,6,10,14,16-hexol
Synonyms
  • Deacylasebotoxin I
  • Deacetylandromedotoxin
LM ID
LMPR0104180006
Formula
C20H34O6
Exact Mass
Calculate m/z
370.235541
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Leucothol and grayanotoxane diterpenoids [PR010418]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rhododendron macrophyllum (#73103)
Magnoliopsida (#3398)
Enantioselective Total Syntheses of Grayanane Diterpenoids: (-)-Grayanotoxin III, (+)-Principinol E, and (-)-Rhodomollein XX.,
J Am Chem Soc, 2022
Pubmed ID: 35297610
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)
BWMFRQKICHXLSH-FIRPSQKQSA-N
InChi (Click to copy)
InChI=1S/C20H34O6/c1-16(2)13(21)7-12-18(4,25)11-6-5-10-15(23)19(11,9-17(10,3)24)8-14(22)20(12,16)26/h10-15,21-26H,5-9H2,1-4H3/t10-,11+,12+,13+,14-,15-,17-,18-,19+,20+/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]2O

Other Databases

PubChem CID
11057730

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings
Rotatable Bonds
Van der Waals Molecular Volume 357.86
Topological Polar Surface Area 121.38
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 6
logP 1.89
Molar Refractivity 97.06

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