4-Hexenoic acid

Details

• Internal ID: ad1ea59c-1777-4591-b4d5-a366848430fe
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (E)-hex-4-enoic acid
• SMILES (Canonical): CC=CCCC(=O)O
• SMILES (Isomeric): C/C=C/CCC(=O)O
• InChI: InChI=1S/C6H10O2/c1-2-3-4-5-6(7)8/h2-3H,4-5H2,1H3,(H,7,8)/b3-2+
• InChI Key: NIDHFQDUBOVBKZ-NSCUHMNNSA-N
• Popularity: 27 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: 1.10
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• (E)-hex-4-enoic acid
• 1577-20-4
• 4-hexenoic acid, (4E)-
• (E)-4-Hexenoic acid
• gamma-hexenoic acid
• (4E)-4-Hexenoic acid
• (4E)-hex-4-enoic acid
• trans-4-hexenoic acid
• trans-hex-4-enoic acid
• 4-Hexenoic acid, trans
• TK2A7VWZ5R
• C6:1n-2
• (E)?-?4-?Hexenoic Acid
• NSC 409219
• NSC-409219
• EINECS 252-427-9
• NoName_56
• (E)-hex-4-enoicacid
• UNII-TK2A7VWZ5R
• (4E)-4-Hexenoic acid #
• 4-Hexenoic acid, AldrichCPR
• .GAMMA.-HEXENOIC ACID
• SCHEMBL666826
• SCHEMBL3104634
• SCHEMBL9113595
• CHEBI:38355
• CHEBI:38356
• DTXSID00901008
• LMFA01030010
• MFCD00041036
• AKOS006222121
• SY295250
• CS-0232064
• CS-0356614
• EN300-126208
• Q27117519
• InChI=1/C6H10O2/c1-2-3-4-5-6(7)8/h2-3H,4-5H2,1H3,(H,7,8)/b3-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.7549	75.49%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4834	48.34%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8248	82.48%
OATP1B3 inhibitior	+	0.8350	83.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8996	89.96%
P-glycoprotein inhibitior	-	0.9903	99.03%
P-glycoprotein substrate	-	0.9897	98.97%
CYP3A4 substrate	-	0.7574	75.74%
CYP2C9 substrate	+	0.6276	62.76%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9623	96.23%
CYP2C9 inhibition	-	0.9621	96.21%
CYP2C19 inhibition	-	0.9761	97.61%
CYP2D6 inhibition	-	0.9636	96.36%
CYP1A2 inhibition	-	0.5788	57.88%
CYP2C8 inhibition	-	0.9925	99.25%
CYP inhibitory promiscuity	-	0.9792	97.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6235	62.35%
Carcinogenicity (trinary)	Non-required	0.7292	72.92%
Eye corrosion	+	0.9839	98.39%
Eye irritation	+	0.9722	97.22%
Skin irritation	+	0.9345	93.45%
Skin corrosion	+	0.9789	97.89%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7820	78.20%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	+	0.6909	69.09%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.8730	87.30%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6606	66.06%
Acute Oral Toxicity (c)	III	0.7435	74.35%
Estrogen receptor binding	-	0.9618	96.18%
Androgen receptor binding	-	0.9345	93.45%
Thyroid receptor binding	-	0.9254	92.54%
Glucocorticoid receptor binding	-	0.8709	87.09%
Aromatase binding	-	0.9355	93.55%
PPAR gamma	-	0.8203	82.03%
Honey bee toxicity	-	0.9852	98.52%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.5404	54.04%

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	90.88%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.27%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.11%	98.95%

Plants that contains it

• Arctium lappa

Cross-Links

• PubChem: 638127
• NPASS: NPC164311