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

Details

• Internal ID: 6515345b-c89a-4451-85d2-8de6ee566c97
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,3S,4S,5R,6R,7S,9R,12R)-4,12-diacetyloxy-5,7-dibenzoyloxy-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-3-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC(=O)OC1C(C2(C(CC3C(C2(C(C1OC(=O)C4=CN=CC=C4)(C)O)OC3(C)C)OC(=O)C)OC(=O)C5=CC=CC=C5)C)OC(=O)C6=CC=CC=C6
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H]([C@]2([C@H](C[C@@H]3[C@H]([C@@]2([C@@]([C@H]1OC(=O)C4=CN=CC=C4)(C)O)OC3(C)C)OC(=O)C)OC(=O)C5=CC=CC=C5)C)OC(=O)C6=CC=CC=C6
• InChI: InChI=1S/C39H41NO12/c1-22(41)47-29-31(50-34(44)25-16-11-8-12-17-25)37(5)28(49-33(43)24-14-9-7-10-15-24)20-27-30(48-23(2)42)39(37,52-36(27,3)4)38(6,46)32(29)51-35(45)26-18-13-19-40-21-26/h7-19,21,27-32,46H,20H2,1-6H3/t27-,28+,29+,30-,31+,32+,37-,38+,39-/m1/s1
• InChI Key: BILLVHCBRMUWHZ-SAIWUOSISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₁NO₁₂
• Molecular Weight: 715.70 g/mol
• Exact Mass: 715.26287574 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 13
• 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	+	0.9582	95.82%
Caco-2	-	0.8061	80.61%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6618	66.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.8874	88.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9723	97.23%
P-glycoprotein inhibitior	+	0.9142	91.42%
P-glycoprotein substrate	-	0.6343	63.43%
CYP3A4 substrate	+	0.6325	63.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.6370	63.70%
CYP2C9 inhibition	-	0.9343	93.43%
CYP2C19 inhibition	-	0.8405	84.05%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.8013	80.13%
CYP2C8 inhibition	+	0.8306	83.06%
CYP inhibitory promiscuity	-	0.9023	90.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4397	43.97%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8881	88.81%
Skin irritation	-	0.8012	80.12%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7965	79.65%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8305	83.05%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6320	63.20%
Acute Oral Toxicity (c)	III	0.5449	54.49%
Estrogen receptor binding	+	0.7740	77.40%
Androgen receptor binding	+	0.6589	65.89%
Thyroid receptor binding	+	0.6849	68.49%
Glucocorticoid receptor binding	+	0.7482	74.82%
Aromatase binding	+	0.5940	59.40%
PPAR gamma	+	0.7141	71.41%
Honey bee toxicity	-	0.8222	82.22%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8369	83.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.09%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.95%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	95.78%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.61%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.56%	94.62%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.73%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.63%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.02%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.49%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	87.94%	90.17%
CHEMBL2581	P07339	Cathepsin D	87.13%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.88%	89.34%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.22%	95.50%
CHEMBL5028	O14672	ADAM10	84.48%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.76%	91.07%
CHEMBL4208	P20618	Proteasome component C5	82.33%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.27%	83.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.41%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.00%	97.14%

Plants that contains it

• Bupleurum falcatum
• Magnolia officinalis
• Stemona tuberosa

Cross-Links

• PubChem: 10919621
• NPASS: NPC127026
• LOTUS: LTS0085153
• wikiData: Q104936597