Structure Database (LMSD)

Common Name
Grayanotoxin II
Systematic Name
(3β,6β,14R)-Grayanotox-10(20)-ene-3,5,6,14,16-pentol
Synonyms
  • Deacetylanhydroandromedotoxin
LM ID
LMPR0104180001
Formula
C20H32O5
Exact Mass
Calculate m/z
352.224976
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View studies deposited in Metabolomics Workbench in which this molecule has been identified

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)
Stereochemistry of grayanotoxin-II.,
Tetrahedron Letts, 1970
Pubmed ID: 5440891
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)
KEOQZUCOGXIEQR-LXFHFZRZSA-N
InChi (Click to copy)
InChI=1S/C20H32O5/c1-10-11-5-6-12-16(23)19(11,9-18(12,4)24)8-15(22)20(25)13(10)7-14(21)17(20,2)3/h11-16,21-25H,1,5-9H2,2-4H3/t11-,12+,13-,14-,15+,16+,18+,19-,20-/m0/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)[C@]3([H])CC1)[C@@H]2O

Other Databases

PubChem CID
14060930

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 4
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 346.43
Topological Polar Surface Area 101.15
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 5
logP 2.41
Molar Refractivity 95.06

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Created at
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Updated at
17th Jun 2025