Crotonate

Details

• Internal ID: 1a2d8369-5b8b-4a54-9e32-2284b91f6d42
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Straight chain fatty acids
• IUPAC Name: (E)-but-2-enoate
• SMILES (Canonical): CC=CC(=O)[O-]
• SMILES (Isomeric): C/C=C/C(=O)[O-]
• InChI: InChI=1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/p-1/b3-2+
• InChI Key: LDHQCZJRKDOVOX-NSCUHMNNSA-M
• Popularity: 74 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₅O₂-
• Molecular Weight: 85.08 g/mol
• Exact Mass: 85.028954398 g/mol
• Topological Polar Surface Area (TPSA): 40.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -0.69
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• (E)-2-butenoate
• 2-Butenoate
• (E)-but-2-enoate
• alpha-butenoate
• 2-Butenoic acid
• trans-2-butenoate
• b-methylacrylic acid
• (2E)-2-butenoate
• (2E)-but-2-enoate
• but-2-enoate
• alpha-crotonate
• trans-crotonate
• beta-methacrylate
• (E)-crotonate
• beta-methylacrylate
• trans-but-2-enoate
• CHEBI:35899
• CHEBI:36258
• LDHQCZJRKDOVOX-NSCUHMNNSA-M
• A801782
• A823581
• Q27116612

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.8433	84.33%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5085	50.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9445	94.45%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9438	94.38%
P-glycoprotein inhibitior	-	0.9888	98.88%
P-glycoprotein substrate	-	0.9895	98.95%
CYP3A4 substrate	-	0.7194	71.94%
CYP2C9 substrate	-	0.5891	58.91%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.9779	97.79%
CYP2C9 inhibition	-	0.9270	92.70%
CYP2C19 inhibition	-	0.9620	96.20%
CYP2D6 inhibition	-	0.9648	96.48%
CYP1A2 inhibition	-	0.8503	85.03%
CYP2C8 inhibition	-	0.9936	99.36%
CYP inhibitory promiscuity	-	0.9596	95.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.7337	73.37%
Carcinogenicity (trinary)	Non-required	0.6397	63.97%
Eye corrosion	+	0.9971	99.71%
Eye irritation	+	0.9895	98.95%
Skin irritation	+	0.9421	94.21%
Skin corrosion	+	0.9803	98.03%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8634	86.34%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7284	72.84%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.7789	77.89%
Acute Oral Toxicity (c)	III	0.8575	85.75%
Estrogen receptor binding	-	0.9492	94.92%
Androgen receptor binding	-	0.8936	89.36%
Thyroid receptor binding	-	0.9115	91.15%
Glucocorticoid receptor binding	-	0.8820	88.20%
Aromatase binding	-	0.9345	93.45%
PPAR gamma	-	0.9096	90.96%
Honey bee toxicity	-	0.9359	93.59%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.6982	69.82%

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	84.08%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.83%	95.56%

Plants that contains it

• Crotalaria laburnifolia
• Crotalaria micans

Cross-Links

• PubChem: 6971246
• NPASS: NPC219467