[(2S,4S,5R,7S)-4,5-diacetyloxy-6-(acetyloxymethyl)-7-benzoyloxy-2,12-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] benzoate

Details

• Internal ID: 599fd4ee-45bb-47a0-95ab-b6f8089aea5b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(2S,4S,5R,7S)-4,5-diacetyloxy-6-(acetyloxymethyl)-7-benzoyloxy-2,12-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] benzoate
• SMILES (Canonical): CC(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C(O3)(C)C)O)(C)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC12[C@H]([C@H](C[C@](C13C(C(C([C@H]2OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C(O3)(C)C)O)(C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C35H40O13/c1-19(36)43-18-34-28(45-21(3)38)24(44-20(2)37)17-33(6,42)35(34)27(39)25(32(4,5)48-35)26(46-30(40)22-13-9-7-10-14-22)29(34)47-31(41)23-15-11-8-12-16-23/h7-16,24-29,39,42H,17-18H2,1-6H3/t24-,25?,26?,27?,28-,29+,33-,34?,35?/m0/s1
• InChI Key: ZIWDLLSIYLUZFI-MAGTXEEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₀O₁₃
• Molecular Weight: 668.70 g/mol
• Exact Mass: 668.24689133 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 13
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9310	93.10%
Caco-2	-	0.8020	80.20%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6299	62.99%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9407	94.07%
P-glycoprotein inhibitior	+	0.9003	90.03%
P-glycoprotein substrate	-	0.5705	57.05%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.7931	79.31%
CYP2C9 inhibition	-	0.7302	73.02%
CYP2C19 inhibition	-	0.8304	83.04%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.8134	81.34%
CYP2C8 inhibition	+	0.6801	68.01%
CYP inhibitory promiscuity	-	0.8153	81.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8853	88.53%
Skin irritation	-	0.7429	74.29%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8132	81.32%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8535	85.35%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5574	55.74%
Acute Oral Toxicity (c)	I	0.4355	43.55%
Estrogen receptor binding	+	0.7933	79.33%
Androgen receptor binding	+	0.7044	70.44%
Thyroid receptor binding	+	0.6438	64.38%
Glucocorticoid receptor binding	+	0.6719	67.19%
Aromatase binding	+	0.5451	54.51%
PPAR gamma	+	0.7145	71.45%
Honey bee toxicity	-	0.8087	80.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9918	99.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.88%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.54%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.74%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	96.43%	83.82%
CHEMBL2581	P07339	Cathepsin D	95.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.61%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	89.95%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.82%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.88%	95.56%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	85.40%	91.65%
CHEMBL5028	O14672	ADAM10	84.98%	97.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.12%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.65%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.62%	81.11%
CHEMBL2996	Q05655	Protein kinase C delta	83.53%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.85%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.72%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.36%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.91%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.71%	94.08%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 5322132
• NPASS: NPC213818