2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]-5-propylbenzene-1,3-diol

Details

• Internal ID: 49976e35-c489-4ecd-b417-4563c3844b95
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]-5-propylbenzene-1,3-diol
• InChI: InChI=1S/C19H26O2/c1-5-6-14-10-17(20)19(18(21)11-14)16-9-13(4)7-8-15(16)12(2)3/h7,10-11,15-16,20-21H,2,5-6,8-9H2,1,3-4H3/t15-,16+/m0/s1
• InChI Key: ORIYPICUSOGUOA-JKSUJKDBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₂
• Molecular Weight: 286.40 g/mol
• Exact Mass: 286.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.07
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.6396	63.96%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6845	68.45%
OATP2B1 inhibitior	-	0.7140	71.40%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5904	59.04%
P-glycoprotein inhibitior	-	0.7184	71.84%
P-glycoprotein substrate	-	0.5575	55.75%
CYP3A4 substrate	+	0.5081	50.81%
CYP2C9 substrate	+	0.5892	58.92%
CYP2D6 substrate	+	0.3780	37.80%
CYP3A4 inhibition	+	0.6562	65.62%
CYP2C9 inhibition	+	0.5679	56.79%
CYP2C19 inhibition	+	0.6990	69.90%
CYP2D6 inhibition	-	0.7333	73.33%
CYP1A2 inhibition	+	0.8010	80.10%
CYP2C8 inhibition	+	0.4868	48.68%
CYP inhibitory promiscuity	+	0.9613	96.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7411	74.11%
Carcinogenicity (trinary)	Non-required	0.5806	58.06%
Eye corrosion	-	0.9629	96.29%
Eye irritation	-	0.8341	83.41%
Skin irritation	-	0.6798	67.98%
Skin corrosion	-	0.7156	71.56%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7248	72.48%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	+	0.5383	53.83%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6724	67.24%
Acute Oral Toxicity (c)	III	0.5953	59.53%
Estrogen receptor binding	-	0.5124	51.24%
Androgen receptor binding	+	0.6604	66.04%
Thyroid receptor binding	+	0.5860	58.60%
Glucocorticoid receptor binding	+	0.6011	60.11%
Aromatase binding	+	0.5179	51.79%
PPAR gamma	+	0.8769	87.69%
Honey bee toxicity	-	0.8835	88.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.74%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.91%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.30%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.82%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.32%	97.21%
CHEMBL240	Q12809	HERG	92.48%	89.76%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.04%	96.61%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.45%	92.68%
CHEMBL3401	O75469	Pregnane X receptor	83.90%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.26%	90.71%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.66%	91.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.08%	86.33%
CHEMBL4208	P20618	Proteasome component C5	80.67%	90.00%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 139494850
• LOTUS: LTS0035998
• wikiData: Q105197586