5-(6-Hydroxy-4-prop-1-en-2-ylcyclohexen-1-yl)-2-methylpent-2-enoic acid

Details

• Internal ID: 19daa1c4-4cc8-46ad-8177-3d44ba70474c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 5-(6-hydroxy-4-prop-1-en-2-ylcyclohexen-1-yl)-2-methylpent-2-enoic acid
• SMILES (Canonical): CC(=C)C1CC=C(C(C1)O)CCC=C(C)C(=O)O
• SMILES (Isomeric): CC(=C)C1CC=C(C(C1)O)CCC=C(C)C(=O)O
• InChI: InChI=1S/C15H22O3/c1-10(2)13-8-7-12(14(16)9-13)6-4-5-11(3)15(17)18/h5,7,13-14,16H,1,4,6,8-9H2,2-3H3,(H,17,18)
• InChI Key: NPVKVOUUKIDUTL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.07
• 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	+	0.9881	98.81%
Caco-2	-	0.7420	74.20%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8997	89.97%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7151	71.51%
P-glycoprotein inhibitior	-	0.9487	94.87%
P-glycoprotein substrate	-	0.8135	81.35%
CYP3A4 substrate	-	0.5126	51.26%
CYP2C9 substrate	+	0.6243	62.43%
CYP2D6 substrate	-	0.9052	90.52%
CYP3A4 inhibition	-	0.7578	75.78%
CYP2C9 inhibition	-	0.9240	92.40%
CYP2C19 inhibition	-	0.8686	86.86%
CYP2D6 inhibition	-	0.8670	86.70%
CYP1A2 inhibition	-	0.9385	93.85%
CYP2C8 inhibition	-	0.8090	80.90%
CYP inhibitory promiscuity	-	0.9088	90.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.7203	72.03%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.5551	55.51%
Skin irritation	-	0.6192	61.92%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6386	63.86%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6323	63.23%
skin sensitisation	+	0.6085	60.85%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7257	72.57%
Acute Oral Toxicity (c)	III	0.7591	75.91%
Estrogen receptor binding	-	0.7300	73.00%
Androgen receptor binding	-	0.6545	65.45%
Thyroid receptor binding	-	0.7573	75.73%
Glucocorticoid receptor binding	-	0.4887	48.87%
Aromatase binding	-	0.6484	64.84%
PPAR gamma	-	0.5538	55.38%
Honey bee toxicity	-	0.9037	90.37%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9868	98.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.85%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.87%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.15%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.08%	97.21%
CHEMBL2581	P07339	Cathepsin D	84.48%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.09%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.99%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.90%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.83%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.35%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.30%	89.00%

Plants that contains it

• Nidorella hottentotica

Cross-Links

• PubChem: 162924922
• LOTUS: LTS0112601
• wikiData: Q105183485