4-Methyl-3-pentenoic acid

Details

• Internal ID: 7ec8a422-ab86-4764-a425-d410d9f79194
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Branched fatty acids > Methyl-branched fatty acids
• IUPAC Name: 4-methylpent-3-enoic acid
• SMILES (Canonical): CC(=CCC(=O)O)C
• SMILES (Isomeric): CC(=CCC(=O)O)C
• InChI: InChI=1S/C6H10O2/c1-5(2)3-4-6(7)8/h3H,4H2,1-2H3,(H,7,8)
• InChI Key: CQJHAULYLJXJNL-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14 g/mol
• Exact Mass: 114.068079557 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 4-Methyl-3-pentenoic acid
• 504-85-8
• Pyroterebic acid
• 3-Pentenoic acid, 4-methyl-
• 3C9RW4Q8R4
• CHEBI:143856
• DTXSID40198450
• 4,4-DIMETHYL-3-BUTENOIC ACID
• 4-METHYL-3-PENTEN-1-OIC ACID
• Pyroterebate
• 4-methyl-3-pentenoate
• 4-methylpent-3-enoate
• RefChem:99782
• DTXCID70120941
• 610-536-2
• CQJHAULYLJXJNL-UHFFFAOYSA-N
• MFCD01846267
• Brenzterebinsaure
• 4-methylpent-3-enoicacid
• UNII-3C9RW4Q8R4
• SCHEMBL822374
• SCHEMBL3619114
• SCHEMBL6050281
• SCHEMBL6050284
• SCHEMBL9360547
• LMFA01020031
• AKOS000191167
• AS-30640
• DB-003968
• CS-0453086
• NS00022249
• EN300-40931
• 1866-96-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.7758	77.58%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6168	61.68%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9452	94.52%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9382	93.82%
P-glycoprotein inhibitior	-	0.9788	97.88%
P-glycoprotein substrate	-	0.9925	99.25%
CYP3A4 substrate	-	0.7565	75.65%
CYP2C9 substrate	+	0.6464	64.64%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.9692	96.92%
CYP2C9 inhibition	-	0.9406	94.06%
CYP2C19 inhibition	-	0.9521	95.21%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.9446	94.46%
CYP2C8 inhibition	-	0.9953	99.53%
CYP inhibitory promiscuity	-	0.9504	95.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5868	58.68%
Carcinogenicity (trinary)	Non-required	0.7751	77.51%
Eye corrosion	+	0.9480	94.80%
Eye irritation	+	0.9943	99.43%
Skin irritation	+	0.8784	87.84%
Skin corrosion	+	0.9441	94.41%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8499	84.99%
Micronuclear	-	0.9526	95.26%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.7893	78.93%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.8537	85.37%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.5799	57.99%
Acute Oral Toxicity (c)	III	0.8601	86.01%
Estrogen receptor binding	-	0.9583	95.83%
Androgen receptor binding	-	0.9058	90.58%
Thyroid receptor binding	-	0.9431	94.31%
Glucocorticoid receptor binding	-	0.9495	94.95%
Aromatase binding	-	0.9150	91.50%
PPAR gamma	-	0.7482	74.82%
Honey bee toxicity	-	0.9648	96.48%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.9600	96.00%
Fish aquatic toxicity	+	0.7234	72.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	87.40%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.06%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.61%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.29%	99.17%

Plants that contains it

• Calotropis procera

Cross-Links

• PubChem: 68158
• LOTUS: LTS0225703
• wikiData: Q72469584