(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

• ChemBase ID: 130172
• Molecular Formular: C15H20O6
• Molecular Mass: 296.3157
• Monoisotopic Mass: 296.12598836
• 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
• Canonical 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
• 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

NAMES AND DATABASE IDS

Names

• 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[7.2.1.0^2,^7]dodecan]-5'-en-4'-one
• IUPAC Traditional name: vomitoxin
• Synonyms: Deoxynivalenol (DON); Vomitoxin; Vomitoxin

Database IDs

• CAS Number: 51481-10-8
• PubChem SID: 162224456
• PubChem CID: 40024
• CHEMBL: 513300
• Chemspider ID: 36584
• KEGG ID: C09747
• Wikipedia Title: Vomitoxin

CALCULATED PROPERTIES

• Acid pKa: 12.679138
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.9686969
• LogD (pH = 7.4): -0.96869916
• Log P: -0.9686969
• Molar Refractivity: 71.6206 cm^3
• Polarizability: 28.64595 Å^3
• Polar Surface Area: 99.52 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Safety Statements: R