[4,12-Diacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-8-oxo-5-(3-phenylprop-2-enoyloxy)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate

Details

• Internal ID: 2e9ed983-6e88-480e-92a0-b6373eef6398
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [4,12-diacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-8-oxo-5-(3-phenylprop-2-enoyloxy)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
• SMILES (Canonical): CC(=O)OCC12C(C(CC(C13C(C(C(=O)C2OC(=O)C4=CC=CC=C4)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C=CC5=CC=CC=C5
• SMILES (Isomeric): CC(=O)OCC12C(C(CC(C13C(C(C(=O)C2OC(=O)C4=CC=CC=C4)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C=CC5=CC=CC=C5
• InChI: InChI=1S/C37H40O13/c1-21(38)45-20-36-30(48-27(41)18-17-24-13-9-7-10-14-24)26(46-22(2)39)19-35(6,44)37(36)31(47-23(3)40)28(34(4,5)50-37)29(42)32(36)49-33(43)25-15-11-8-12-16-25/h7-18,26,28,30-32,44H,19-20H2,1-6H3
• InChI Key: YHGLHXPODFITQU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₀O₁₃
• Molecular Weight: 692.70 g/mol
• Exact Mass: 692.24689133 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 13
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9835	98.35%
Caco-2	-	0.7933	79.33%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6790	67.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8337	83.37%
OATP1B3 inhibitior	+	0.8220	82.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9823	98.23%
P-glycoprotein inhibitior	+	0.9173	91.73%
P-glycoprotein substrate	-	0.5083	50.83%
CYP3A4 substrate	+	0.6902	69.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.7182	71.82%
CYP2C9 inhibition	-	0.6475	64.75%
CYP2C19 inhibition	-	0.7371	73.71%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.7461	74.61%
CYP2C8 inhibition	+	0.8348	83.48%
CYP inhibitory promiscuity	-	0.8015	80.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5616	56.16%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8913	89.13%
Skin irritation	-	0.6909	69.09%
Skin corrosion	-	0.9436	94.36%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8276	82.76%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7932	79.32%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6579	65.79%
Acute Oral Toxicity (c)	I	0.5078	50.78%
Estrogen receptor binding	+	0.7951	79.51%
Androgen receptor binding	+	0.7503	75.03%
Thyroid receptor binding	+	0.6816	68.16%
Glucocorticoid receptor binding	+	0.7712	77.12%
Aromatase binding	+	0.5583	55.83%
PPAR gamma	+	0.7296	72.96%
Honey bee toxicity	-	0.7760	77.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.88%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.55%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.68%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.36%	91.49%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	87.96%	91.65%
CHEMBL2996	Q05655	Protein kinase C delta	87.89%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.87%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.86%	95.50%
CHEMBL4208	P20618	Proteasome component C5	86.98%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.50%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.04%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.92%	91.07%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.80%	94.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.42%	93.99%
CHEMBL5028	O14672	ADAM10	82.45%	97.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.14%	83.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.43%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.32%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.46%	93.00%

Plants that contains it

• Plenckia populnea
• Tripterygium wilfordii

Cross-Links

• PubChem: 435442
• LOTUS: LTS0248295
• wikiData: Q105348393