Acetic Anhydride

Details

• Internal ID: c1d75218-5ba1-4511-8750-868b99510c8e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: acetyl acetate
• SMILES (Canonical): CC(=O)OC(=O)C
• SMILES (Isomeric): CC(=O)OC(=O)C
• InChI: InChI=1S/C4H6O3/c1-3(5)7-4(2)6/h1-2H3
• InChI Key: WFDIJRYMOXRFFG-UHFFFAOYSA-N
• Popularity: 22,256 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₆O₃
• Molecular Weight: 102.09 g/mol
• Exact Mass: 102.031694049 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.10
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Acetyl acetate
• 108-24-7
• Acetanhydride
• Ethanoic anhydride
• Acetyl anhydride
• Acetic acid, anhydride
• Acetyl oxide
• acetic acid anhydride
• Acetic oxide
• Acetyl ether
• Anhydride acetique
• Anidride acetica
• Octowy bezwodnik
• Azijnzuuranhydride
• Essigsaeureanhydrid
• Ethanoic anhydrate
• Anhydrid kyseliny octove
• Ac2O
• (CH3CO)2O
• Caswell No. 003A
• ethanoyl ethanoate
• HSDB 233
• CCRIS 688
• Acetic acid, 1,1'-anhydride
• Octowy bezwodnik [Polish]
• Azijnzuuranhydride [Dutch]
• Anidride acetica [Italian]
• Anhydride acetique [French]
• EINECS 203-564-8
• Essigsaeureanhydrid [German]
• UNII-2E48G1QI9Q
• EPA Pesticide Chemical Code 044007
• BRN 0385737
• 2E48G1QI9Q
• DTXSID0024395
• CHEBI:36610
• Anhydrid kyseliny octove [Czech]
• (MeCO)2O
• UN1715
• DTXCID704395
• EC 203-564-8
• 4-02-00-00386 (Beilstein Handbook Reference)
• Acetic anhydride-1,1'-13C2,d6
• ACETIC ANHYDRIDE-13C4, D6
• Acetic anhydride [UN1715] [Corrosive]
• ACETIC ANHYDRIDE (1,1'-13C2)
• ACETIC ANHYDRIDE (II)
• ACETIC ANHYDRIDE [II]
• MFCD00008705
• 285977-77-7
• 285977-78-8
• acetanhydrid
• acetic anhydrid
• actic anhydride
• diacetyl oxide
• acetic-anhydride
• Eddiksyreanhydrid
• Anhydride actique
• acetic, anhydride
• AcOAc
• Acetyltrimethyl-Silane
• acetic acetic anhydride
• ACA (CHRIS Code)
• acetic acid acetyl ester
• CAPPING REAGENT A
• Acetyl ether Acetyl oxide
• SCHEMBL523
• Acetic anhydride ACS grade
• acetic acid-acetic anhydride
• (Ac)2O
• Acetic anhydride, >=99%
• Acetic anhydride, 99.5%
• Pesticide Code: 044007
• Acetic Anhydride Reagent ACS
• MLS002454384
• ACETIC ANHYDRIDE [MI]
• ACETIC ANHYDRIDE [HSDB]
• CHEMBL1305819
• HMS3039J03
• BCP20665
• Acetic anhydride, JIS special grade
• Tox21_200278
• LS-456
• NA1715
• STL264203
• AKOS015915487
• UN 1715
• NCGC00091802-01
• NCGC00091802-02
• NCGC00257832-01
• Acetic anhydride, reagent grade, >=98%
• BP-24367
• BP-31054
• CAS-108-24-7
• SMR001372001
• Acetic anhydride [UN1715] [Corrosive]
• Acetic anhydride, ACS reagent, >=98.0%
• Acetic anhydride, ReagentPlus(R), >=99%
• Acetic anhydride, p.a., ACS reagent, 97.0%
• Acetic anhydride, SAJ first grade, >=93.0%
• A801828
• Acetic anhydride, Lonza quality, >=99.5% (GC)
• Q407775
• Acetic anhydride, for GC derivatization, >=99.0%
• InChI=1/C4H6O3/c1-3(5)7-4(2)6/h1-2H
• Acetic anhydride, p.a., ACS reagent, reag. ISO, reag. Ph. Eur., 99.0%
• Acetic anhydride, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., >=99% (GC)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	-	0.7249	72.49%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8148	81.48%
OATP2B1 inhibitior	-	0.8654	86.54%
OATP1B1 inhibitior	+	0.9804	98.04%
OATP1B3 inhibitior	+	0.9719	97.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9386	93.86%
P-glycoprotein inhibitior	-	0.9831	98.31%
P-glycoprotein substrate	-	0.9936	99.36%
CYP3A4 substrate	-	0.7389	73.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.9715	97.15%
CYP2C9 inhibition	-	0.9543	95.43%
CYP2C19 inhibition	-	0.9651	96.51%
CYP2D6 inhibition	-	0.9631	96.31%
CYP1A2 inhibition	-	0.9291	92.91%
CYP2C8 inhibition	-	0.9920	99.20%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6908	69.08%
Carcinogenicity (trinary)	Non-required	0.6903	69.03%
Eye corrosion	+	1.0000	100.00%
Eye irritation	+	0.9922	99.22%
Skin irritation	+	0.8298	82.98%
Skin corrosion	+	0.9894	98.94%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8556	85.56%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.5814	58.14%
Respiratory toxicity	-	0.9667	96.67%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	+	0.7393	73.93%
Acute Oral Toxicity (c)	III	0.8336	83.36%
Estrogen receptor binding	-	0.9405	94.05%
Androgen receptor binding	-	0.9184	91.84%
Thyroid receptor binding	-	0.8883	88.83%
Glucocorticoid receptor binding	-	0.9190	91.90%
Aromatase binding	-	0.8681	86.81%
PPAR gamma	-	0.9287	92.87%
Honey bee toxicity	-	0.9045	90.45%
Biodegradation	+	0.9500	95.00%
Crustacea aquatic toxicity	-	0.8555	85.55%
Fish aquatic toxicity	+	0.7397	73.97%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	28183.8 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	39810.7 nM; 39810.7 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.18%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.61%	96.95%

Plants that contains it

• Vitis vinifera

Cross-Links

• PubChem: 7918
• NPASS: NPC37493
• ChEMBL: CHEMBL1305819
• LOTUS: LTS0216280
• wikiData: Q407775