methyl (1R,2R,3S,6S,7R)-3-(1-acetyloxy-5,6-dihydroxy-6-methylhept-2-en-2-yl)-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate

Details

• Internal ID: 2e0860fa-5c3a-47f1-b7cb-38b661515bdf
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: methyl (1R,2R,3S,6S,7R)-3-(1-acetyloxy-5,6-dihydroxy-6-methylhept-2-en-2-yl)-1,7-dihydroxy-6-methylbicyclo[4.3.1]decane-2-carboxylate
• SMILES (Canonical): CC(=O)OCC(=CCC(C(C)(C)O)O)C1CCC2(CC(C1C(=O)OC)(CCC2O)O)C
• SMILES (Isomeric): CC(=O)OCC(=CCC(C(C)(C)O)O)[C@H]1CC[C@]2(C[C@@]([C@@H]1C(=O)OC)(CC[C@H]2O)O)C
• InChI: InChI=1S/C23H38O8/c1-14(24)31-12-15(6-7-17(25)21(2,3)28)16-8-10-22(4)13-23(29,11-9-18(22)26)19(16)20(27)30-5/h6,16-19,25-26,28-29H,7-13H2,1-5H3/t16-,17?,18-,19+,22+,23-/m1/s1
• InChI Key: YFLWESDPLOQEEL-WXAVQUCNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₈O₈
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.25666817 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9686	96.86%
Caco-2	-	0.6351	63.51%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8730	87.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9007	90.07%
OATP1B3 inhibitior	+	0.8757	87.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	+	0.8067	80.67%
P-glycoprotein inhibitior	-	0.6592	65.92%
P-glycoprotein substrate	-	0.5267	52.67%
CYP3A4 substrate	+	0.6791	67.91%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.7305	73.05%
CYP2C9 inhibition	+	0.5174	51.74%
CYP2C19 inhibition	-	0.7659	76.59%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.7023	70.23%
CYP2C8 inhibition	+	0.4541	45.41%
CYP inhibitory promiscuity	-	0.9731	97.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6884	68.84%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9193	91.93%
Skin irritation	-	0.6277	62.77%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3752	37.52%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6549	65.49%
skin sensitisation	-	0.8189	81.89%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5402	54.02%
Acute Oral Toxicity (c)	III	0.4557	45.57%
Estrogen receptor binding	+	0.8151	81.51%
Androgen receptor binding	+	0.7258	72.58%
Thyroid receptor binding	+	0.5799	57.99%
Glucocorticoid receptor binding	+	0.8020	80.20%
Aromatase binding	+	0.7073	70.73%
PPAR gamma	+	0.5533	55.33%
Honey bee toxicity	-	0.6499	64.99%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.98%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.10%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.16%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.96%	96.38%
CHEMBL4040	P28482	MAP kinase ERK2	95.00%	83.82%
CHEMBL2581	P07339	Cathepsin D	93.15%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.74%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.17%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	89.47%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.03%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.25%	98.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.76%	92.88%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.28%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.98%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.46%	95.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.66%	85.31%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.12%	96.90%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.82%	91.03%
CHEMBL204	P00734	Thrombin	83.82%	96.01%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.81%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.69%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.63%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.00%	91.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.85%	91.07%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.44%	94.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.06%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.90%	95.89%
CHEMBL2664	P23526	Adenosylhomocysteinase	81.73%	86.67%
CHEMBL5028	O14672	ADAM10	81.60%	97.50%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.35%	95.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.03%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.75%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	80.51%	98.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.27%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162903765
• LOTUS: LTS0051593
• wikiData: Q105347665