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

• ChemBase ID: 133162
• Molecular Formular: C17H22O7
• Molecular Mass: 338.35238
• Monoisotopic Mass: 338.13655304
• SMILES: CC1=C[C@@H]2[C@]([C@@H](C1=O)O)([C@]1(C[C@H]([C@H]([C@]31CO3)O2)OC(=O)C)C)CO
• 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]1OC(=O)C)CO3
• InChI: InChI=1S/C17H22O7/c1-8-4-11-16(6-18,13(21)12(8)20)15(3)5-10(23-9(2)19)14(24-11)17(15)7-22-17/h4,10-11,13-14,18,21H,5-7H2,1-3H3/t10-,11-,13-,14-,15-,16-,17+/m1/s1
• InChIKey: ADFIQZBYNGPCGY-HTJQZXIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'R,2S,2'R,3'S,7'R,9'R,10'R)-3'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^2,^7]dodecan]-5'-en-10'-yl acetate
• IUPAC Traditional name: (1'R,2S,2'R,3'S,7'R,9'R,10'R)-3'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^2,^7]dodecan]-5'-en-10'-yl acetate
• Synonyms: 3α-Acetoxy-7α,15-dihydroxy-12,13-epoxytrichothec-9-en-8-one; 3α-Acetylvomitoxin; 3-AcDON; 3-Acetyldeoxynivalenol; 3-ADON; 3-Acetyldeoxynivalenol solution; 3α-乙酰呕吐毒素; 3α-乙酰氧基-7α,15-二羟基-12,13-环氧单端孢霉-9-烯-8-酮; 3-乙酰脱氧雪腐镰刀菌烯醇 溶液

Database IDs

• CAS Number: 50722-38-8
• EC Number: 200-835-2
• MDL Number: MFCD00135964
• PubChem SID: 24891062; 24860927; 162227439
• PubChem CID: 5458510

CALCULATED PROPERTIES

• Acid pKa: 12.749203
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.5275715
• LogD (pH = 7.4): -0.5275734
• Log P: -0.5275715
• Molar Refractivity: 80.7721 cm^3
• Polarizability: 32.5023 Å^3
• Polar Surface Area: 105.59 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 2 °C; 35.6 °F

Safety Information

• RTECS: YD0150000
• European Hazard Symbols: Flammable (F); Toxic (T); Harmful (Xn)
• UN Number: 1648; 2811
• German water hazard class: 2; 3
• Hazard Class: 3; 6.1
• Packing Group: 2
• Risk Statements: 11-20/21/22-36; 23/24/25
• Safety Statements: 16-36/37; 36/37-45
• GHS Pictograms: GHS02; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H312-H319-H332; H300-H311-H331
• GHS Precautionary statements: P210-P280-P305 + P351 + P338; P261-P264-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 1648 3/PG 2; UN 2811 6.1/PG 2
• Storage Temperature: -20°C; 2-8°C

Product Information

• Concentration: 100 μg/mL in acetonitrile
• Grade: analytical standard, for environmental analysis
• Biological Source: from Fusarium roseum
• Empirical Formula (Hill Notation): C17H22O7

DETAILS

Sigma Aldrich - A6166

Application
3-Acetyldeoxynivalenol has been used in a study to compare the ability of two fungi to improve wheat growth, decrease root colonization of Fusarium, and withstand mycotoxins. 3-Acetyldeoxynivalenol has also been used to induce and study anorexia in mice.

Sigma Aldrich - 34132

General description
Certan Vial