15-Acetyldeoxynivalenol

Details

• Internal ID: 0c9f05cf-76a2-4387-b920-ec960d9ac855
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Trichothecenes
• IUPAC Name: [(1R,2R,3S,7R,9R,10R,12S)-3,10-dihydroxy-1,5-dimethyl-4-oxospiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
• InChI: InChI=1S/C17H22O7/c1-8-4-11-16(6-22-9(2)18,13(21)12(8)20)15(3)5-10(19)14(24-11)17(15)7-23-17/h4,10-11,13-14,19,21H,5-7H2,1-3H3/t10-,11-,13-,14-,15-,16-,17+/m1/s1
• InChI Key: IDGRYIRJIFKTAN-HTJQZXIKSA-N
• Popularity: 265 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₇
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.13655304 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 88337-96-6
• 15-Acetylvomitoxin
• Deoxynivalenol 15-Acetate
• 15-monoacetyldeoxynivalenol
• DTXSID20891851
• CHEBI:146194
• 0430X4R3Z1
• 15-ADON
• [(1R,2R,3S,7R,9R,10R,12S)-3,10-dihydroxy-1,5-dimethyl-4-oxospiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
• 15ADON
• ((1R,2R,3S,7R,9R,10R,12S)-3,10-dihydroxy-1,5-dimethyl-4-oxospiro(8-oxatricyclo(7.2.1.02,7)dodec-5-ene-12,2'-oxirane)-2-yl)methyl acetate
• RefChem:908168
• DTXCID901765553
• Trichothec-9-en-8-one, 15-(acetyloxy)-12,13-epoxy-3,7-dihydroxy-, (3alpha,7alpha)-
• 15-Acetyl Deoxynivalenol
• 15-Acetyl-deoxynivalenol
• 15-Acetoxy-3alpha,7alpha-dihydroxy-12,13-epoxytrichothec-9-en-8-one
• 15-Acetyl Deoxynivalenol (~90%)
• 15-O-Acetyl-4-deoxynivalenol from Fusarium graminearum
• MFCD00083218
• 15-acetyl-DON
• 15-AcDON
• 15-Acetyl-deoxynivalenol 100 microg/mL in Acetonitrile
• 15-O-Acetyl-4-deoxynivalenol
• UNII-0430X4R3Z1
• Epitope ID:985696
• VOMITOXIN 15-ACETATE
• 15-Acetyl-deoxynivalenol 99%
• CHEMBL468823
• SCHEMBL29367437
• MSK7214
• HY-N6683
• MSK7214-100A
• AKOS015913371
• 15-Acetyldeoxynivalenol, reference material
• CS-0099690
• G91266
• Q26840875
• 15-O-Acetyl-4-deoxynivalenol solution in Acetonitrile, 100ug/mL
• 15-(acetyloxy)-12,13-epoxy-3alpha,7alpha-dihydroxytrichothec-9-en-8-one
• 3alpha,7alpha-dihydroxy-8-oxo-12,13-epoxytrichothec-9-en-15-yl acetate
• 3beta,7alpha-Dihydroxy-8-oxo-12,13-epoxytrichothec-9-en-15-yl acetate
• (3alpha,7alpha)-15-(acetyloxy)-12,13-epoxy-3,7-dihydroxytrichothec-9-en-8-one
• 3.ALPHA.,7.ALPHA.)-15-(ACETYLOXY)-12,13-EPOXY-3,7-DIHYDROXYTRICHOTHEC-9-EN-8-ONE
• Trichothec-9-en-8-one, 15-(acetyloxy)-12,13-epoxy-3,7-dihydroxy-, (3-alpha,7-alpha)-
• [(1R,2R,3S,7R,9R,10R,12S)-3,10-dihydroxy-1,5-dimethyl-4-oxo-spiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9401	94.01%
Caco-2	-	0.8029	80.29%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7281	72.81%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5740	57.40%
P-glycoprotein inhibitior	-	0.8147	81.47%
P-glycoprotein substrate	-	0.6568	65.68%
CYP3A4 substrate	+	0.6335	63.35%
CYP2C9 substrate	-	0.8153	81.53%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.8515	85.15%
CYP2C9 inhibition	-	0.8599	85.99%
CYP2C19 inhibition	-	0.8724	87.24%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.8904	89.04%
CYP2C8 inhibition	-	0.8442	84.42%
CYP inhibitory promiscuity	-	0.9319	93.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6539	65.39%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8922	89.22%
Skin irritation	-	0.6190	61.90%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6962	69.62%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6374	63.74%
skin sensitisation	-	0.8519	85.19%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7001	70.01%
Acute Oral Toxicity (c)	I	0.8258	82.58%
Estrogen receptor binding	+	0.8340	83.40%
Androgen receptor binding	+	0.7085	70.85%
Thyroid receptor binding	+	0.5178	51.78%
Glucocorticoid receptor binding	+	0.5910	59.10%
Aromatase binding	-	0.5914	59.14%
PPAR gamma	+	0.6305	63.05%
Honey bee toxicity	-	0.8574	85.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9807	98.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.67%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.94%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.54%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.44%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.11%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.74%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.46%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.01%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.35%	97.21%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.12%	97.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10382483
• LOTUS: LTS0159873
• wikiData: Q26840875