[(1S,2R,4S,5R,6S,7S,8R,9R,12R)-5,8,12-triacetyloxy-2,6,10,10-tetramethyl-4-(2-methylbutanoyloxy)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate

Details

• Internal ID: 50916467-8a95-4021-a6b1-f5a12b7dbbac
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,2R,4S,5R,6S,7S,8R,9R,12R)-5,8,12-triacetyloxy-2,6,10,10-tetramethyl-4-(2-methylbutanoyloxy)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
• SMILES (Canonical): CCC(C)C(=O)OC1CC(C23C(C(C(C(C2(C1OC(=O)C)C)OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)C
• SMILES (Isomeric): CCC(C)C(=O)O[C@H]1C[C@H]([C@@]23[C@@H]([C@@H]([C@H]([C@H]([C@@]2([C@H]1OC(=O)C)C)OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)C
• InChI: InChI=1S/C33H44O11/c1-10-17(2)29(37)42-23-16-18(3)33-27(41-21(6)36)24(31(7,8)44-33)25(39-19(4)34)28(32(33,9)26(23)40-20(5)35)43-30(38)22-14-12-11-13-15-22/h11-15,17-18,23-28H,10,16H2,1-9H3/t17?,18-,23+,24-,25-,26+,27-,28-,32+,33-/m1/s1
• InChI Key: NMEXMNTYBITWEV-YNZGHAIZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄O₁₁
• Molecular Weight: 616.70 g/mol
• Exact Mass: 616.28836222 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	-	0.7652	76.52%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5334	53.34%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8389	83.89%
OATP1B3 inhibitior	+	0.9013	90.13%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9599	95.99%
P-glycoprotein inhibitior	+	0.9086	90.86%
P-glycoprotein substrate	-	0.5569	55.69%
CYP3A4 substrate	+	0.6515	65.15%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.5257	52.57%
CYP2C9 inhibition	-	0.5508	55.08%
CYP2C19 inhibition	-	0.5257	52.57%
CYP2D6 inhibition	-	0.9504	95.04%
CYP1A2 inhibition	-	0.7582	75.82%
CYP2C8 inhibition	+	0.6122	61.22%
CYP inhibitory promiscuity	-	0.5630	56.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.4662	46.62%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8911	89.11%
Skin irritation	-	0.8218	82.18%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6458	64.58%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6915	69.15%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6181	61.81%
Acute Oral Toxicity (c)	III	0.5659	56.59%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.6502	65.02%
Thyroid receptor binding	+	0.6459	64.59%
Glucocorticoid receptor binding	+	0.7123	71.23%
Aromatase binding	+	0.6462	64.62%
PPAR gamma	+	0.7213	72.13%
Honey bee toxicity	-	0.8042	80.42%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9848	98.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.75%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	96.93%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	95.96%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.87%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.82%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.21%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL5028	O14672	ADAM10	85.91%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.66%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.76%	82.69%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.67%	94.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.27%	97.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.04%	83.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.74%	94.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.93%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	81.78%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.78%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.60%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.08%	96.95%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 101602655
• LOTUS: LTS0177060
• wikiData: Q105181734