2-[[(2S,3S)-3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]-5-pentylbenzene-1,3-diol

Details

• Internal ID: cda334fb-6cc8-43bc-9703-2e8207d2820e
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: 2-[[(2S,3S)-3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]-5-pentylbenzene-1,3-diol
• InChI: InChI=1S/C21H32O3/c1-5-6-7-10-16-12-18(22)17(19(23)13-16)14-20-21(4,24-20)11-8-9-15(2)3/h9,12-13,20,22-23H,5-8,10-11,14H2,1-4H3/t20-,21-/m0/s1
• InChI Key: QODRCBVKQAQONM-SFTDATJTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.28
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.8693	86.93%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7099	70.99%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8038	80.38%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8374	83.74%
P-glycoprotein inhibitior	-	0.5163	51.63%
P-glycoprotein substrate	-	0.5849	58.49%
CYP3A4 substrate	+	0.6041	60.41%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.6788	67.88%
CYP3A4 inhibition	+	0.8059	80.59%
CYP2C9 inhibition	+	0.5540	55.40%
CYP2C19 inhibition	+	0.6469	64.69%
CYP2D6 inhibition	-	0.8576	85.76%
CYP1A2 inhibition	+	0.5334	53.34%
CYP2C8 inhibition	+	0.5531	55.31%
CYP inhibitory promiscuity	+	0.7639	76.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9011	90.11%
Carcinogenicity (trinary)	Non-required	0.6451	64.51%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.7427	74.27%
Skin irritation	-	0.7030	70.30%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7825	78.25%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.5630	56.30%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5510	55.10%
Acute Oral Toxicity (c)	III	0.5876	58.76%
Estrogen receptor binding	+	0.7880	78.80%
Androgen receptor binding	+	0.6745	67.45%
Thyroid receptor binding	+	0.7559	75.59%
Glucocorticoid receptor binding	+	0.6502	65.02%
Aromatase binding	+	0.6148	61.48%
PPAR gamma	+	0.8399	83.99%
Honey bee toxicity	-	0.9087	90.87%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6010	60.10%
Fish aquatic toxicity	+	0.9942	99.42%

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	99.24%	91.11%
CHEMBL240	Q12809	HERG	98.76%	89.76%
CHEMBL1951	P21397	Monoamine oxidase A	97.44%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.27%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.12%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.21%	94.73%
CHEMBL230	P35354	Cyclooxygenase-2	92.33%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.79%	86.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.20%	92.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.69%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.17%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.19%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.15%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.87%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.79%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	85.77%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.41%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.94%	97.25%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.24%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.31%	100.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.87%	92.68%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.62%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.38%	95.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.27%	80.33%

Plants that contains it

• Cannabis sativa

Cross-Links

• PubChem: 163048719
• LOTUS: LTS0057527
• wikiData: Q105224826