2-Butenoic acid, 2-methyl-

Details

• Internal ID: a06c1023-ef91-482d-8d91-040b9d618e99
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Branched fatty acids > Methyl-branched fatty acids
• IUPAC Name: 2-methylbut-2-enoic acid
• SMILES (Canonical): CC=C(C)C(=O)O
• SMILES (Isomeric): CC=C(C)C(=O)O
• InChI: InChI=1S/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)
• InChI Key: UIERETOOQGIECD-UHFFFAOYSA-N
• Popularity: 2,249 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.12 g/mol
• Exact Mass: 100.052429494 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 13201-46-2
• Crotonic acid, 2-methyl-
• 2-Butenoic acid, methyl-
• MFCD00002654
• CH3CH=C(CH3)COOH
• .alpha.-Methylcrotonic acid
• 2-methyl-but-2-enoic acid
• DTXSID50861643
• AKOS025243576
• SY053021
• FT-0605364
• FT-0675231
• FT-0675232

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.7540	75.40%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6102	61.02%
OATP2B1 inhibitior	-	0.8716	87.16%
OATP1B1 inhibitior	+	0.9313	93.13%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9191	91.91%
P-glycoprotein inhibitior	-	0.9872	98.72%
P-glycoprotein substrate	-	0.9939	99.39%
CYP3A4 substrate	-	0.7711	77.11%
CYP2C9 substrate	-	0.5764	57.64%
CYP2D6 substrate	-	0.9256	92.56%
CYP3A4 inhibition	-	0.9435	94.35%
CYP2C9 inhibition	-	0.9202	92.02%
CYP2C19 inhibition	-	0.9594	95.94%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.9618	96.18%
CYP2C8 inhibition	-	0.9947	99.47%
CYP inhibitory promiscuity	-	0.9477	94.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.7042	70.42%
Carcinogenicity (trinary)	Non-required	0.7204	72.04%
Eye corrosion	+	0.9828	98.28%
Eye irritation	+	0.9764	97.64%
Skin irritation	+	0.8951	89.51%
Skin corrosion	+	0.9541	95.41%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8503	85.03%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.8073	80.73%
skin sensitisation	+	0.7139	71.39%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	-	0.8692	86.92%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.6466	64.66%
Acute Oral Toxicity (c)	III	0.9035	90.35%
Estrogen receptor binding	-	0.9560	95.60%
Androgen receptor binding	-	0.8597	85.97%
Thyroid receptor binding	-	0.8903	89.03%
Glucocorticoid receptor binding	-	0.9214	92.14%
Aromatase binding	-	0.8968	89.68%
PPAR gamma	-	0.9230	92.30%
Honey bee toxicity	-	0.9678	96.78%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.7357	73.57%

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	82.08%	96.09%

Plants that contains it

• Angelica archangelica
• Azadirachta indica
• Lithospermum erythrorhizon
• Lomatium nuttallii
• Senecio mitophyllus
• Vitis vinifera

Cross-Links

• PubChem: 6656
• LOTUS: LTS0155598
• wikiData: Q27116830