Isopropyl 2-methylisocrotonate

Details

• Internal ID: 4597aab3-7383-4662-bec9-7f7b62d1eafd
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: propan-2-yl (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC(C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)OC(C)C
• InChI: InChI=1S/C8H14O2/c1-5-7(4)8(9)10-6(2)3/h5-6H,1-4H3/b7-5-
• InChI Key: VUPBIVVRPJDWNW-ALCCZGGFSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.20 g/mol
• Exact Mass: 142.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 61692-76-0
• propan-2-yl (Z)-2-methylbut-2-enoate
• EINECS 262-899-8
• 2-Butenoic acid, 2-methyl-, 1-methylethyl ester, (Z)-
• propan-2-yl (2Z)-2-methylbut-2-enoate
• Isopropyl 2-methylcrotonate
• Isopropyl alpha-methylcrotonate
• Isopropyl 2-methyl-2-butenoate
• Isopropyl alpha-methyl crotonate
• Isopropyl angelate
• (E)-1-Methylethyl 2-methyl-2-butenoate
• SCHEMBL13613127
• FEMA 3229
• Isopropyl alpha -methyl crotonate
• DTXSID401017420
• LMFA07010924
• Isopropyl (2E)-2-methyl-2-butenoate
• 2-Methyl-propyl ester(E)-2-Butenoicacid
• 3-Methyl-2-butenoic acid, isopropyl ester
• 2-Methylisocrotonic acid 1-methylethyl ester
• 2-Methyl-1-isopropyl ester(E)-2-Butenoic acid
• 2-Methyl1-isopropyl ester (E)-2-Butenoic acid
• 2-Methyl-1-methylethyl ester(E)-2-Butenoic acid
• 2-Methyl-1-methylethyl ester(2E)-2-Butenoic acid
• 2-Butenoic acid, 2-methyl-, 1-methylethyl ester, (E)- (9CI)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6207	62.07%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7338	73.38%
OATP2B1 inhibitior	-	0.8687	86.87%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9120	91.20%
P-glycoprotein inhibitior	-	0.9715	97.15%
P-glycoprotein substrate	-	0.9753	97.53%
CYP3A4 substrate	-	0.6809	68.09%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8967	89.67%
CYP3A4 inhibition	-	0.9546	95.46%
CYP2C9 inhibition	-	0.8871	88.71%
CYP2C19 inhibition	-	0.8623	86.23%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.9158	91.58%
CYP2C8 inhibition	-	0.9827	98.27%
CYP inhibitory promiscuity	-	0.6489	64.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6557	65.57%
Carcinogenicity (trinary)	Non-required	0.5631	56.31%
Eye corrosion	+	0.9361	93.61%
Eye irritation	+	0.9680	96.80%
Skin irritation	+	0.6358	63.58%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6997	69.97%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7282	72.82%
skin sensitisation	+	0.8498	84.98%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.9778	97.78%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	+	0.7366	73.66%
Acute Oral Toxicity (c)	III	0.8728	87.28%
Estrogen receptor binding	-	0.9661	96.61%
Androgen receptor binding	-	0.8888	88.88%
Thyroid receptor binding	-	0.7845	78.45%
Glucocorticoid receptor binding	-	0.9353	93.53%
Aromatase binding	-	0.8524	85.24%
PPAR gamma	-	0.9320	93.20%
Honey bee toxicity	-	0.6549	65.49%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.8014	80.14%

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	89.49%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.10%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.28%	97.21%

Plants that contains it

• Artemisia capillaris

Cross-Links

• PubChem: 6432902
• NPASS: NPC51672