methyl (1R,5S,9S,10R,12S,14S,15R)-14-(2-hydroperoxypropan-2-yl)-5,9-dimethyl-13,16-dioxapentacyclo[8.6.0.01,15.04,9.012,14]hexadecane-5-carboxylate

Details

• Internal ID: f5da69cc-d2c7-49a0-a1bc-fed011e51762
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: methyl (1R,5S,9S,10R,12S,14S,15R)-14-(2-hydroperoxypropan-2-yl)-5,9-dimethyl-13,16-dioxapentacyclo[8.6.0.01,15.04,9.012,14]hexadecane-5-carboxylate
• SMILES (Canonical): CC12CCCC(C1CCC34C2CC5C(C3O4)(O5)C(C)(C)OO)(C)C(=O)OC
• SMILES (Isomeric): C[C@]12CCC[C@](C1CC[C@@]34[C@@H]2C[C@H]5[C@@]([C@@H]3O4)(O5)C(C)(C)OO)(C)C(=O)OC
• InChI: InChI=1S/C21H32O6/c1-17(2,27-23)21-14(25-21)11-13-18(3)8-6-9-19(4,16(22)24-5)12(18)7-10-20(13)15(21)26-20/h12-15,23H,6-11H2,1-5H3/t12?,13-,14+,15-,18+,19+,20-,21+/m1/s1
• InChI Key: AVZHENHAPQQKBK-OLLVGXTHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₆
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.21988874 g/mol
• Topological Polar Surface Area (TPSA): 80.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9337	93.37%
Caco-2	+	0.6318	63.18%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5205	52.05%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8668	86.68%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6090	60.90%
P-glycoprotein inhibitior	-	0.6721	67.21%
P-glycoprotein substrate	-	0.6034	60.34%
CYP3A4 substrate	+	0.7185	71.85%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8100	81.00%
CYP3A4 inhibition	-	0.8770	87.70%
CYP2C9 inhibition	-	0.7269	72.69%
CYP2C19 inhibition	-	0.7530	75.30%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.6173	61.73%
CYP2C8 inhibition	-	0.6315	63.15%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6696	66.96%
Eye corrosion	-	0.9697	96.97%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.6859	68.59%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	+	0.5194	51.94%
Human Ether-a-go-go-Related Gene inhibition	-	0.7267	72.67%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7390	73.90%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7533	75.33%
Acute Oral Toxicity (c)	III	0.5241	52.41%
Estrogen receptor binding	+	0.8538	85.38%
Androgen receptor binding	+	0.6447	64.47%
Thyroid receptor binding	+	0.7067	70.67%
Glucocorticoid receptor binding	+	0.8004	80.04%
Aromatase binding	+	0.7500	75.00%
PPAR gamma	+	0.5496	54.96%
Honey bee toxicity	-	0.7314	73.14%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9168	91.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.84%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.64%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.81%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.70%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.13%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.33%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	91.04%	91.19%
CHEMBL259	P32245	Melanocortin receptor 4	88.65%	95.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.44%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.28%	92.62%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.06%	95.58%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.49%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.47%	91.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.20%	96.38%
CHEMBL5255	O00206	Toll-like receptor 4	84.07%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.51%	93.04%
CHEMBL5028	O14672	ADAM10	83.20%	97.50%
CHEMBL240	Q12809	HERG	82.49%	89.76%
CHEMBL238	Q01959	Dopamine transporter	82.47%	95.88%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.36%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.85%	98.99%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.61%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.36%	100.00%

Plants that contains it

• Juniperus phoenicea

Cross-Links

• PubChem: 162834997
• LOTUS: LTS0050730
• wikiData: Q104919918