2-[4-(3-Hydroxybutyl)-5-methylcyclohept-3-en-1-yl]prop-2-enoic acid

Details

• Internal ID: 517246a5-f79b-4b81-8c38-5c85ac99f2cf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[4-(3-hydroxybutyl)-5-methylcyclohept-3-en-1-yl]prop-2-enoic acid
• InChI: InChI=1S/C15H24O3/c1-10-4-6-14(12(3)15(17)18)9-8-13(10)7-5-11(2)16/h8,10-11,14,16H,3-7,9H2,1-2H3,(H,17,18)
• InChI Key: PKSSMNVWVGPHNJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	+	0.6714	67.14%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7679	76.79%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8144	81.44%
P-glycoprotein inhibitior	-	0.9229	92.29%
P-glycoprotein substrate	-	0.6990	69.90%
CYP3A4 substrate	-	0.5175	51.75%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.8089	80.89%
CYP2C9 inhibition	-	0.8781	87.81%
CYP2C19 inhibition	-	0.8845	88.45%
CYP2D6 inhibition	-	0.9156	91.56%
CYP1A2 inhibition	-	0.7724	77.24%
CYP2C8 inhibition	-	0.9197	91.97%
CYP inhibitory promiscuity	-	0.9110	91.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8043	80.43%
Carcinogenicity (trinary)	Non-required	0.7033	70.33%
Eye corrosion	-	0.9383	93.83%
Eye irritation	-	0.5932	59.32%
Skin irritation	-	0.6532	65.32%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6433	64.33%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5772	57.72%
skin sensitisation	+	0.5997	59.97%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5576	55.76%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7247	72.47%
Acute Oral Toxicity (c)	III	0.6480	64.80%
Estrogen receptor binding	-	0.7471	74.71%
Androgen receptor binding	-	0.6789	67.89%
Thyroid receptor binding	+	0.5382	53.82%
Glucocorticoid receptor binding	+	0.6091	60.91%
Aromatase binding	-	0.7004	70.04%
PPAR gamma	+	0.5397	53.97%
Honey bee toxicity	-	0.9531	95.31%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9926	99.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.52%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.90%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.88%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.83%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.16%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.25%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.94%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.34%	90.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.12%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.06%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.58%	96.47%

Plants that contains it

• Bedfordia salicina

Cross-Links

• PubChem: 74202894
• LOTUS: LTS0006357
• wikiData: Q105210616