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

Details

• Internal ID: c268a329-fce1-49c4-801e-71c7ac939eed
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [8,12-diacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-5-(3-phenylprop-2-enoyloxy)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
• SMILES (Canonical): CC(=O)OCC12C(CCC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C=CC5=CC=CC=C5
• SMILES (Isomeric): CC(=O)OCC12C(CCC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C=CC5=CC=CC=C5
• InChI: InChI=1S/C37H42O12/c1-22(38)44-21-36-27(47-28(41)18-17-25-13-9-7-10-14-25)19-20-35(6,43)37(36)31(46-24(3)40)29(34(4,5)49-37)30(45-23(2)39)32(36)48-33(42)26-15-11-8-12-16-26/h7-18,27,29-32,43H,19-21H2,1-6H3
• InChI Key: UDXYHPQSBQBTAQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₂O₁₂
• Molecular Weight: 678.70 g/mol
• Exact Mass: 678.26762677 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.97
• H-Bond Acceptor: 12
• 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	+	0.9853	98.53%
Caco-2	-	0.7954	79.54%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8020	80.20%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8350	83.50%
OATP1B3 inhibitior	+	0.8387	83.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6364	63.64%
BSEP inhibitior	+	0.9865	98.65%
P-glycoprotein inhibitior	+	0.9004	90.04%
P-glycoprotein substrate	-	0.5479	54.79%
CYP3A4 substrate	+	0.6971	69.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8813	88.13%
CYP3A4 inhibition	+	0.5499	54.99%
CYP2C9 inhibition	+	0.5233	52.33%
CYP2C19 inhibition	-	0.6247	62.47%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.7347	73.47%
CYP2C8 inhibition	+	0.8726	87.26%
CYP inhibitory promiscuity	-	0.8597	85.97%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.6294	62.94%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8517	85.17%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6910	69.10%
Acute Oral Toxicity (c)	I	0.3840	38.40%
Estrogen receptor binding	+	0.8026	80.26%
Androgen receptor binding	+	0.7427	74.27%
Thyroid receptor binding	+	0.6685	66.85%
Glucocorticoid receptor binding	+	0.7062	70.62%
Aromatase binding	+	0.5678	56.78%
PPAR gamma	+	0.7250	72.50%
Honey bee toxicity	-	0.8167	81.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5245	52.45%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.40%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	97.90%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.93%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.37%	96.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	90.83%	91.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL5028	O14672	ADAM10	90.06%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.42%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.22%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.48%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.60%	93.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.16%	89.44%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.73%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.29%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.96%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.67%	92.62%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.21%	83.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.98%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.81%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.43%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.39%	100.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.03%	81.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.26%	100.00%

Plants that contains it

• Gymnosporia cassinoides
• Tripterygium wilfordii

Cross-Links

• PubChem: 162999800
• LOTUS: LTS0116285
• wikiData: Q104250500