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

Details

• Internal ID: 342c6972-41a2-4fef-af02-b0bedb7b4910
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2S,5S,6S,7S,9R,12R)-12-benzoyloxy-2-hydroxy-2,6,10,10-tetramethyl-7-(pyridine-3-carbonyloxy)-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC1(C2CC(C3(C(CCC(C3(C2OC(=O)C4=CC=CC=C4)O1)(C)O)OC(=O)C5=CN=CC=C5)C)OC(=O)C6=CN=CC=C6)C
• SMILES (Isomeric): C[C@@]1(CC[C@@H]([C@@]2([C@]13[C@@H]([C@@H](C[C@@H]2OC(=O)C4=CN=CC=C4)C(O3)(C)C)OC(=O)C5=CC=CC=C5)C)OC(=O)C6=CN=CC=C6)O
• InChI: InChI=1S/C34H36N2O8/c1-31(2)24-18-26(42-30(39)23-13-9-17-36-20-23)33(4)25(41-29(38)22-12-8-16-35-19-22)14-15-32(3,40)34(33,44-31)27(24)43-28(37)21-10-6-5-7-11-21/h5-13,16-17,19-20,24-27,40H,14-15,18H2,1-4H3/t24-,25+,26+,27-,32+,33+,34+/m1/s1
• InChI Key: HQQYEJRHKSTVGF-HOAUSIGRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₆N₂O₈
• Molecular Weight: 600.70 g/mol
• Exact Mass: 600.24716611 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.57
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9603	96.03%
Caco-2	-	0.7695	76.95%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7208	72.08%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.8264	82.64%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9538	95.38%
P-glycoprotein inhibitior	+	0.8664	86.64%
P-glycoprotein substrate	-	0.6912	69.12%
CYP3A4 substrate	+	0.6461	64.61%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	+	0.5133	51.33%
CYP2C9 inhibition	-	0.8727	87.27%
CYP2C19 inhibition	-	0.8175	81.75%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.7213	72.13%
CYP2C8 inhibition	+	0.8973	89.73%
CYP inhibitory promiscuity	-	0.9388	93.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5586	55.86%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.7465	74.65%
Skin corrosion	-	0.9020	90.20%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8535	85.35%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.8532	85.32%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6395	63.95%
Acute Oral Toxicity (c)	III	0.5112	51.12%
Estrogen receptor binding	+	0.7250	72.50%
Androgen receptor binding	+	0.6842	68.42%
Thyroid receptor binding	+	0.6674	66.74%
Glucocorticoid receptor binding	+	0.7254	72.54%
Aromatase binding	+	0.6050	60.50%
PPAR gamma	+	0.6335	63.35%
Honey bee toxicity	-	0.8604	86.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9135	91.35%

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	96.53%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.97%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.28%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	93.17%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.89%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	88.63%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.76%	91.11%
CHEMBL2535	P11166	Glucose transporter	86.95%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.66%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.20%	94.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.84%	91.07%
CHEMBL2581	P07339	Cathepsin D	84.50%	98.95%
CHEMBL5028	O14672	ADAM10	84.48%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.61%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.38%	83.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.21%	81.11%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	81.73%	95.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.32%	97.33%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.94%	89.44%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.16%	97.09%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 163013717
• LOTUS: LTS0232946
• wikiData: Q105032392