(Z)-4-acetyloxy-2-methylbut-2-enoic acid

Details

• Internal ID: b387d3ff-0ad7-46f7-bb23-82369bc71880
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Branched fatty acids > Methyl-branched fatty acids
• IUPAC Name: (Z)-4-acetyloxy-2-methylbut-2-enoic acid
• SMILES (Canonical): CC(=CCOC(=O)C)C(=O)O
• SMILES (Isomeric): C/C(=C/COC(=O)C)/C(=O)O
• InChI: InChI=1S/C7H10O4/c1-5(7(9)10)3-4-11-6(2)8/h3H,4H2,1-2H3,(H,9,10)/b5-3-
• InChI Key: TWNDIMMESLJLQY-HYXAFXHYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₀O₄
• Molecular Weight: 158.15 g/mol
• Exact Mass: 158.05790880 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9498	94.98%
Caco-2	+	0.5846	58.46%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8234	82.34%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9341	93.41%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9062	90.62%
P-glycoprotein inhibitior	-	0.9897	98.97%
P-glycoprotein substrate	-	0.9908	99.08%
CYP3A4 substrate	-	0.6715	67.15%
CYP2C9 substrate	-	0.5592	55.92%
CYP2D6 substrate	-	0.9214	92.14%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.8253	82.53%
CYP2C19 inhibition	-	0.8874	88.74%
CYP2D6 inhibition	-	0.8919	89.19%
CYP1A2 inhibition	-	0.9017	90.17%
CYP2C8 inhibition	-	0.9669	96.69%
CYP inhibitory promiscuity	-	0.8687	86.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5566	55.66%
Carcinogenicity (trinary)	Non-required	0.7701	77.01%
Eye corrosion	-	0.6411	64.11%
Eye irritation	+	0.9833	98.33%
Skin irritation	+	0.6997	69.97%
Skin corrosion	-	0.6489	64.89%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8253	82.53%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.6676	66.76%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.8026	80.26%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.6524	65.24%
Acute Oral Toxicity (c)	III	0.5485	54.85%
Estrogen receptor binding	-	0.9550	95.50%
Androgen receptor binding	-	0.7972	79.72%
Thyroid receptor binding	-	0.9336	93.36%
Glucocorticoid receptor binding	-	0.9381	93.81%
Aromatase binding	-	0.8817	88.17%
PPAR gamma	-	0.8784	87.84%
Honey bee toxicity	-	0.9495	94.95%
Biodegradation	+	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7855	78.55%
Fish aquatic toxicity	+	0.9561	95.61%

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	91.07%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.25%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	82.39%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.18%	96.95%

Plants that contains it

• Morithamnus crassus

Cross-Links

• PubChem: 19419923
• LOTUS: LTS0192845
• wikiData: Q105265916