Hippocrateine II

Details

• Internal ID: 4d65069f-e240-48ae-b5ba-af8255ee1365
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [21,22,24-triacetyloxy-19-benzoyloxy-25-hydroxy-3,13,14,25-tetramethyl-20-(2-methylbutanoyloxymethyl)-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-18-yl] 1-methyl-6-oxopyridine-3-carboxylate
• SMILES (Canonical): CCC(C)C(=O)OCC12C(C(C3C(C14C(C(C(C2OC(=O)C5=CC=CC=C5)OC(=O)C6=CN(C(=O)C=C6)C)OC(=O)C(C(C7=C(C=CC=N7)C(=O)OCC3(O4)C)C)C)(C)O)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CCC(C)C(=O)OCC12C(C(C3C(C14C(C(C(C2OC(=O)C5=CC=CC=C5)OC(=O)C6=CN(C(=O)C=C6)C)OC(=O)C(C(C7=C(C=CC=N7)C(=O)OCC3(O4)C)C)C)(C)O)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C51H58N2O19/c1-11-25(2)43(58)65-24-50-41(68-30(7)56)37(66-28(5)54)35-39(67-29(6)55)51(50)49(9,63)40(70-44(59)27(4)26(3)36-33(18-15-21-52-36)47(62)64-23-48(35,8)72-51)38(42(50)71-45(60)31-16-13-12-14-17-31)69-46(61)32-19-20-34(57)53(10)22-32/h12-22,25-27,35,37-42,63H,11,23-24H2,1-10H3
• InChI Key: RVRGKCMJIQOILH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₅₈N₂O₁₉
• Molecular Weight: 1003.00 g/mol
• Exact Mass: 1002.36337762 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 21
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

• 132209-62-2
• Evonine, 8-(acetyloxy)-O1-benzoyl-O1,O2,O15-trideacetyl-8-deoxo-O2-((1,6-dihydro-1-methyl-6-oxo-3-pyridinyl)carbonyl)-O15-(2-methyl-1-oxobutyl)-, (8alpha)-
• [21,22,24-triacetyloxy-19-benzoyloxy-25-hydroxy-3,13,14,25-tetramethyl-20-(2-methylbutanoyloxymethyl)-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-18-yl] 1-methyl-6-oxopyridine-3-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6330	63.30%
Caco-2	-	0.8543	85.43%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4249	42.49%
OATP2B1 inhibitior	-	0.5843	58.43%
OATP1B1 inhibitior	+	0.8192	81.92%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9927	99.27%
P-glycoprotein inhibitior	+	0.7985	79.85%
P-glycoprotein substrate	+	0.8059	80.59%
CYP3A4 substrate	+	0.7292	72.92%
CYP2C9 substrate	-	0.5834	58.34%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.6295	62.95%
CYP2C9 inhibition	-	0.5638	56.38%
CYP2C19 inhibition	-	0.5318	53.18%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.7029	70.29%
CYP2C8 inhibition	+	0.7787	77.87%
CYP inhibitory promiscuity	+	0.5232	52.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5000	50.00%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.8270	82.70%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7613	76.13%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6053	60.53%
skin sensitisation	-	0.8934	89.34%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5099	50.99%
Acute Oral Toxicity (c)	III	0.4986	49.86%
Estrogen receptor binding	+	0.8104	81.04%
Androgen receptor binding	+	0.7702	77.02%
Thyroid receptor binding	+	0.6868	68.68%
Glucocorticoid receptor binding	+	0.7939	79.39%
Aromatase binding	+	0.6505	65.05%
PPAR gamma	+	0.7852	78.52%
Honey bee toxicity	-	0.6860	68.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8993	89.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.41%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.06%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.94%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.23%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.49%	85.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.51%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.18%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.73%	82.69%
CHEMBL1951	P21397	Monoamine oxidase A	92.40%	91.49%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.90%	93.00%
CHEMBL202	P00374	Dihydrofolate reductase	90.66%	89.92%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.04%	96.77%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.72%	93.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.93%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.74%	96.47%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.36%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.30%	94.42%
CHEMBL4208	P20618	Proteasome component C5	86.31%	90.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.21%	81.11%
CHEMBL221	P23219	Cyclooxygenase-1	86.15%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.07%	95.56%
CHEMBL3891	P07384	Calpain 1	85.89%	93.04%
CHEMBL5028	O14672	ADAM10	84.88%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.70%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.03%	83.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.05%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.53%	97.79%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.35%	96.67%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.35%	89.34%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	80.61%	93.85%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.61%	96.90%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.37%	96.00%

Plants that contains it

• Semialarium mexicanum

Cross-Links

• PubChem: 164326
• LOTUS: LTS0258810
• wikiData: Q105246259