[(1S,2R,4S,5R,6S,7S,8R,9R,12R)-12-acetyloxy-4,7-dibenzoyloxy-2,6,10,10-tetramethyl-8-(2-methylbutanoyloxy)-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] pyridine-3-carboxylate

Details

• Internal ID: 449bfbd2-3ac0-4c8a-8377-54196ea8ac2e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,2R,4S,5R,6S,7S,8R,9R,12R)-12-acetyloxy-4,7-dibenzoyloxy-2,6,10,10-tetramethyl-8-(2-methylbutanoyloxy)-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] pyridine-3-carboxylate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C(C3(C(CC(C(C3(C1OC(=O)C4=CC=CC=C4)C)OC(=O)C5=CN=CC=C5)OC(=O)C6=CC=CC=C6)C)OC2(C)C)OC(=O)C
• SMILES (Isomeric): CCC(C)C(=O)O[C@@H]1[C@@H]2[C@H]([C@@]3([C@@H](C[C@@H]([C@@H]([C@]3([C@@H]1OC(=O)C4=CC=CC=C4)C)OC(=O)C5=CN=CC=C5)OC(=O)C6=CC=CC=C6)C)OC2(C)C)OC(=O)C
• InChI: InChI=1S/C42H47NO11/c1-8-24(2)36(45)51-32-31-34(49-26(4)44)42(54-40(31,5)6)25(3)22-30(50-37(46)27-16-11-9-12-17-27)33(52-39(48)29-20-15-21-43-23-29)41(42,7)35(32)53-38(47)28-18-13-10-14-19-28/h9-21,23-25,30-35H,8,22H2,1-7H3/t24?,25-,30+,31-,32-,33+,34-,35-,41+,42-/m1/s1
• InChI Key: DZCMZVBXQQILBE-HROOGFMSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₇NO₁₁
• Molecular Weight: 741.80 g/mol
• Exact Mass: 741.31491132 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.17
• H-Bond Acceptor: 12
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	-	0.8087	80.87%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5727	57.27%
OATP2B1 inhibitior	-	0.7156	71.56%
OATP1B1 inhibitior	+	0.8437	84.37%
OATP1B3 inhibitior	+	0.9032	90.32%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9953	99.53%
P-glycoprotein inhibitior	+	0.9181	91.81%
P-glycoprotein substrate	+	0.5291	52.91%
CYP3A4 substrate	+	0.6513	65.13%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.5069	50.69%
CYP2C9 inhibition	-	0.7640	76.40%
CYP2C19 inhibition	-	0.5751	57.51%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	-	0.6385	63.85%
CYP2C8 inhibition	+	0.7864	78.64%
CYP inhibitory promiscuity	-	0.5238	52.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4539	45.39%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.8234	82.34%
Skin corrosion	-	0.9292	92.92%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7334	73.34%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8043	80.43%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7061	70.61%
Acute Oral Toxicity (c)	III	0.5922	59.22%
Estrogen receptor binding	+	0.7742	77.42%
Androgen receptor binding	+	0.6813	68.13%
Thyroid receptor binding	+	0.6823	68.23%
Glucocorticoid receptor binding	+	0.7621	76.21%
Aromatase binding	+	0.5963	59.63%
PPAR gamma	+	0.7234	72.34%
Honey bee toxicity	-	0.7787	77.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9189	91.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2996	Q05655	Protein kinase C delta	99.18%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.65%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.53%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.09%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.71%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.30%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.14%	91.11%
CHEMBL202	P00374	Dihydrofolate reductase	88.19%	89.92%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.55%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.12%	94.08%
CHEMBL5028	O14672	ADAM10	85.60%	97.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.96%	83.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.84%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.81%	97.25%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.59%	93.10%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.58%	95.17%
CHEMBL4208	P20618	Proteasome component C5	80.49%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.46%	95.50%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 101602650
• LOTUS: LTS0090304
• wikiData: Q104991730