CAS 51481-10-8|Vomitoxin|Deoxynivalenol (DON)|Vomitoxin|vomitoxin|(1'R,2S,2'R,3'S,7'R,9'R,10'R)-3',10'-dihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0<sup>2</s...

General Information

Structure

Molecular Formula

C₁₅H₂₀O₆

Molecular Mass

296.3157

Exact Mass

296.12598836

Charge

InChI

InChI=1S/C15H20O6/c1-7-3-9-14(5-16,11(19)10(7)18)13(2)4-8(17)12(21-9)15(13)6-20-15/h3,8-9,11-12,16-17,19H,4-6H2,1-2H3/t8-,9-,11-,12-,13-,14-,15+/m1/s1

InChIKey

LINOMUASTDIRTM-QGRHZQQGSA-N

Canonic Smiles

OC[C@@]12[C@@H](C=C(C(=O)[C@H]1O)C)O[C@H]1[C@]3([C@]2(C)C[C@H]1O)CO3

Isomeric Smiles

O=C1C(=C[C@H]2O[C@H]3[C@]4(OC4)[C@](C[C@H]3O)([C@@]2(CO)[C@@H]1O)C)C

Calculated Properties

JChem

LogD (pH = 7.4)

-0.97

LogD (pH = 5.5)

-0.97

Log P

-0.97

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

12.75

Polar Surface Area

99.52

Polarizability

29.25

Molar Refractivity

71.62

LOG S

-1.31

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

VomitoxinDeoxynivalenol (DON)VomitoxinDON3alpha,7alpha,15-trihydroxy-12,13-epoxytrichothec-9-en-8-oneDehydronivalenoldeoxynivalenolDesoxynivalenol4-Desoxynivalenol4-DeoxynivalenolVomitoxin

IUPAC Traditional name

vomitoxin (1'R,2S,2'R,3'S,7'R,9'R,10'R)-3',10'-dihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-4'-one

IUPAC name

(1'R,2S,2'R,3'S,7'R,9'R,10'R)-3',10'-dihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one (1'R,2S,2'R,3'S,7'R,9'R,10'R)-3',10'-dihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one

Names and Identifiers

Registration numbers

PubChem CID

KEGG ID

Chemspider ID

CAS Number

Wikipedia Title