[(1R,2R,4R,5S,6R,7R,8S,9S,12S)-4,5,8,12-tetraacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate

Details

• Internal ID: c77d2534-bf9b-4c60-97f2-19618875b64b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1R,2R,4R,5S,6R,7R,8S,9S,12S)-4,5,8,12-tetraacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-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)C
• SMILES (Isomeric): CC(=O)OC[C@]12[C@@H]([C@@H](C[C@@]([C@]13[C@H]([C@H]([C@@H]([C@@H]2OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C32H40O14/c1-16(33)40-15-31-25(43-19(4)36)22(41-17(2)34)14-30(8,39)32(31)26(44-20(5)37)23(29(6,7)46-32)24(42-18(3)35)27(31)45-28(38)21-12-10-9-11-13-21/h9-13,22-27,39H,14-15H2,1-8H3/t22-,23+,24+,25-,26+,27+,30-,31-,32-/m1/s1
• InChI Key: SIEZSHWOPJNWFA-NLBGHUQRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₁₄
• Molecular Weight: 648.60 g/mol
• Exact Mass: 648.24180595 g/mol
• Topological Polar Surface Area (TPSA): 187.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 14
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	-	0.7704	77.04%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6645	66.45%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.8267	82.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8456	84.56%
P-glycoprotein inhibitior	+	0.8800	88.00%
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	-	0.9917	99.17%
Eye irritation	-	0.8763	87.63%
Skin irritation	-	0.7065	70.65%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7179	71.79%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8278	82.78%
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	+	0.8127	81.27%
Androgen receptor binding	+	0.6999	69.99%
Thyroid receptor binding	+	0.6359	63.59%
Glucocorticoid receptor binding	+	0.6635	66.35%
Aromatase binding	+	0.5916	59.16%
PPAR gamma	+	0.7223	72.23%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9860	98.60%

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

• Celastrus angulata

Cross-Links

• PubChem: 102113224
• LOTUS: LTS0246373
• wikiData: Q105253707