[(1R,2R,3R,4S,5S,7R,8S,9R,10R,11S,14R,15R)-2,4,7,14,15-pentaacetyloxy-5,9-dimethyl-11-prop-1-en-2-yl-16-oxatetracyclo[7.5.2.01,10.03,7]hexadec-12-en-8-yl] pyridine-3-carboxylate

Details

• Internal ID: fe5d5a1e-2acb-44b6-ba5c-43ec6223d345
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1R,2R,3R,4S,5S,7R,8S,9R,10R,11S,14R,15R)-2,4,7,14,15-pentaacetyloxy-5,9-dimethyl-11-prop-1-en-2-yl-16-oxatetracyclo[7.5.2.01,10.03,7]hexadec-12-en-8-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC1CC2(C(C1OC(=O)C)C(C34C(C=CC(C3C(C2OC(=O)C5=CN=CC=C5)(OC4OC(=O)C)C)C(=C)C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1C[C@]2([C@H]([C@H]1OC(=O)C)[C@H]([C@]34[C@@H](C=C[C@@H]([C@H]3[C@]([C@@H]2OC(=O)C5=CN=CC=C5)(O[C@@H]4OC(=O)C)C)C(=C)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C36H43NO13/c1-17(2)25-12-13-26(44-19(4)38)36-29(25)34(9,50-33(36)47-22(7)41)32(48-31(43)24-11-10-14-37-16-24)35(49-23(8)42)15-18(3)28(45-20(5)39)27(35)30(36)46-21(6)40/h10-14,16,18,25-30,32-33H,1,15H2,2-9H3/t18-,25+,26+,27+,28-,29-,30+,32-,33-,34+,35+,36-/m0/s1
• InChI Key: HMLAXYUEYCSDRE-PJGWDLTOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₃NO₁₃
• Molecular Weight: 697.70 g/mol
• Exact Mass: 697.27344043 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 14
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	-	0.7958	79.58%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5556	55.56%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.8299	82.99%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9659	96.59%
P-glycoprotein inhibitior	+	0.8687	86.87%
P-glycoprotein substrate	+	0.6133	61.33%
CYP3A4 substrate	+	0.6876	68.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	+	0.7849	78.49%
CYP2C9 inhibition	-	0.8237	82.37%
CYP2C19 inhibition	-	0.6401	64.01%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.6169	61.69%
CYP2C8 inhibition	+	0.8035	80.35%
CYP inhibitory promiscuity	+	0.5763	57.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.3844	38.44%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.8820	88.20%
Skin irritation	-	0.7442	74.42%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6684	66.84%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7315	73.15%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7138	71.38%
Acute Oral Toxicity (c)	III	0.4782	47.82%
Estrogen receptor binding	+	0.7812	78.12%
Androgen receptor binding	+	0.6890	68.90%
Thyroid receptor binding	+	0.6584	65.84%
Glucocorticoid receptor binding	+	0.7172	71.72%
Aromatase binding	+	0.6205	62.05%
PPAR gamma	+	0.7456	74.56%
Honey bee toxicity	-	0.6946	69.46%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5733	57.33%
Fish aquatic toxicity	+	0.9526	95.26%

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	97.79%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.63%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.39%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.33%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	92.20%	97.79%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.18%	93.10%
CHEMBL221	P23219	Cyclooxygenase-1	91.09%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.85%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.77%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.48%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.01%	89.34%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.99%	97.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.01%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.92%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.75%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.86%	94.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.38%	83.00%
CHEMBL5028	O14672	ADAM10	83.26%	97.50%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.25%	96.00%
CHEMBL4208	P20618	Proteasome component C5	83.04%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.48%	91.07%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	82.45%	92.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.54%	91.24%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.28%	94.08%
CHEMBL3401	O75469	Pregnane X receptor	81.09%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.32%	85.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.05%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.04%	100.00%

Plants that contains it

• Euphorbia teheranica

Cross-Links

• PubChem: 163185189
• LOTUS: LTS0023461
• wikiData: Q105030555