[4,8,12-Triacetyloxy-6-(acetyloxymethyl)-7-benzoyloxy-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate

Details

• Internal ID: 2238e15f-d455-4196-817d-bb8bd5551d23
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [4,8,12-triacetyloxy-6-(acetyloxymethyl)-7-benzoyloxy-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate
• SMILES (Canonical): CC(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C5=CC=CC=C5
• SMILES (Isomeric): CC(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C37H42O14/c1-20(38)45-19-36-29(49-32(42)24-14-10-8-11-15-24)26(46-21(2)39)18-35(7,44)37(36)30(48-23(4)41)27(34(5,6)51-37)28(47-22(3)40)31(36)50-33(43)25-16-12-9-13-17-25/h8-17,26-31,44H,18-19H2,1-7H3
• InChI Key: IGOVYDOKSXDRRG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₂O₁₄
• Molecular Weight: 710.70 g/mol
• Exact Mass: 710.25745601 g/mol
• Topological Polar Surface Area (TPSA): 187.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 14
• 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	+	0.9760	97.60%
Caco-2	-	0.7890	78.90%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6645	66.45%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.8366	83.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9419	94.19%
P-glycoprotein inhibitior	+	0.9182	91.82%
P-glycoprotein substrate	-	0.6425	64.25%
CYP3A4 substrate	+	0.6476	64.76%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.7593	75.93%
CYP2C9 inhibition	-	0.6188	61.88%
CYP2C19 inhibition	-	0.7282	72.82%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.7596	75.96%
CYP2C8 inhibition	+	0.6989	69.89%
CYP inhibitory promiscuity	-	0.8643	86.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5894	58.94%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8783	87.83%
Skin irritation	-	0.7372	73.72%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7695	76.95%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5477	54.77%
Acute Oral Toxicity (c)	I	0.4106	41.06%
Estrogen receptor binding	+	0.7960	79.60%
Androgen receptor binding	+	0.7141	71.41%
Thyroid receptor binding	+	0.6481	64.81%
Glucocorticoid receptor binding	+	0.6892	68.92%
Aromatase binding	+	0.5582	55.82%
PPAR gamma	+	0.7236	72.36%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4302	P08183	P-glycoprotein 1	780 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.50%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.51%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.59%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.04%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.37%	94.62%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	86.93%	91.65%
CHEMBL2996	Q05655	Protein kinase C delta	86.01%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.09%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.47%	90.00%
CHEMBL5028	O14672	ADAM10	84.45%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.22%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.97%	81.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.20%	83.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.61%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.49%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.34%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.00%	95.50%

Plants that contains it

• Gymnosporia cassinoides
• Tripterygium wilfordii

Cross-Links

• PubChem: 14193932
• LOTUS: LTS0093892
• wikiData: Q105112747