[(1S,2S,3aR,5S,5aR,6S,9R,9aS,10R,10aR)-1,5,9-triacetyloxy-10-butoxy-3a-hydroxy-2,5-dimethyl-4-oxo-6-prop-1-en-2-yl-1,2,3,5a,6,9,10,10a-octahydrobenzo[f]azulen-9a-yl]methyl pyridine-3-carboxylate

Details

• Internal ID: 72dbc458-f7ff-4d1f-a475-e726f0e04242
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,3aR,5S,5aR,6S,9R,9aS,10R,10aR)-1,5,9-triacetyloxy-10-butoxy-3a-hydroxy-2,5-dimethyl-4-oxo-6-prop-1-en-2-yl-1,2,3,5a,6,9,10,10a-octahydrobenzo[f]azulen-9a-yl]methyl pyridine-3-carboxylate
• SMILES (Canonical): CCCCOC1C2C(C(CC2(C(=O)C(C3C1(C(C=CC3C(=C)C)OC(=O)C)COC(=O)C4=CN=CC=C4)(C)OC(=O)C)O)C)OC(=O)C
• SMILES (Isomeric): CCCCO[C@@H]1[C@H]2[C@H]([C@H](C[C@@]2(C(=O)[C@@]([C@H]3[C@]1([C@@H](C=C[C@@H]3C(=C)C)OC(=O)C)COC(=O)C4=CN=CC=C4)(C)OC(=O)C)O)C)OC(=O)C
• InChI: InChI=1S/C36H47NO11/c1-9-10-16-44-31-28-29(47-23(6)39)21(4)17-36(28,43)33(42)34(8,48-24(7)40)30-26(20(2)3)13-14-27(46-22(5)38)35(30,31)19-45-32(41)25-12-11-15-37-18-25/h11-15,18,21,26-31,43H,2,9-10,16-17,19H2,1,3-8H3/t21-,26+,27+,28+,29-,30-,31+,34-,35+,36+/m0/s1
• InChI Key: CYIQLJIACNNRGJ-YMKYPKGJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₇NO₁₁
• Molecular Weight: 669.80 g/mol
• Exact Mass: 669.31491132 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	-	0.8230	82.30%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6036	60.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8539	85.39%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9907	99.07%
P-glycoprotein inhibitior	+	0.8386	83.86%
P-glycoprotein substrate	+	0.6886	68.86%
CYP3A4 substrate	+	0.7054	70.54%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	+	0.5485	54.85%
CYP2C9 inhibition	-	0.7277	72.77%
CYP2C19 inhibition	-	0.7052	70.52%
CYP2D6 inhibition	-	0.9071	90.71%
CYP1A2 inhibition	-	0.6382	63.82%
CYP2C8 inhibition	+	0.7909	79.09%
CYP inhibitory promiscuity	-	0.6733	67.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6247	62.47%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.6490	64.90%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6457	64.57%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5752	57.52%
skin sensitisation	-	0.8257	82.57%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8853	88.53%
Acute Oral Toxicity (c)	III	0.5451	54.51%
Estrogen receptor binding	+	0.7682	76.82%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	+	0.5955	59.55%
Glucocorticoid receptor binding	+	0.7643	76.43%
Aromatase binding	+	0.6314	63.14%
PPAR gamma	+	0.7238	72.38%
Honey bee toxicity	-	0.7556	75.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9568	95.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.79%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.93%	86.33%
CHEMBL2581	P07339	Cathepsin D	98.64%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.38%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	97.79%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.77%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	97.70%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.87%	91.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.45%	91.11%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.90%	97.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.07%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.36%	91.07%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.16%	89.34%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.52%	94.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.40%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.02%	82.69%
CHEMBL3891	P07384	Calpain 1	84.36%	93.04%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.78%	92.88%
CHEMBL4208	P20618	Proteasome component C5	82.02%	90.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.19%	100.00%
CHEMBL5028	O14672	ADAM10	80.90%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.24%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.20%	94.33%

Plants that contains it

• Euphorbia polycaulis

Cross-Links

• PubChem: 100931027
• LOTUS: LTS0201899
• wikiData: Q104972344