[22,23,25-Triacetyloxy-21-(acetyloxymethyl)-19,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-20-yl] benzoate

Details

• Internal ID: 8a7b6f8c-ee2e-4acd-acfb-34a17bad2e4a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [22,23,25-triacetyloxy-21-(acetyloxymethyl)-19,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-20-yl] benzoate
• SMILES (Canonical): CC1CCC2=C(C=CC=N2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)(C)O)OC1=O)O)OC(=O)C6=CC=CC=C6)COC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): CC1CCC2=C(C=CC=N2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)(C)O)OC1=O)O)OC(=O)C6=CC=CC=C6)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C41H47NO17/c1-20-15-16-27-26(14-11-17-42-27)37(50)53-18-38(6)28-30(54-22(3)44)34(56-24(5)46)40(19-52-21(2)43)33(58-36(49)25-12-9-8-10-13-25)29(47)32(57-35(20)48)39(7,51)41(40,59-38)31(28)55-23(4)45/h8-14,17,20,28-34,47,51H,15-16,18-19H2,1-7H3
• InChI Key: GCLBRPOIEMGSTI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₇NO₁₇
• Molecular Weight: 825.80 g/mol
• Exact Mass: 825.28439903 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 18
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• NSC638946
• 22,23,25-Tris(acetyloxy)-21-[(acetyloxy)methyl]-19,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0~1,21~.0~3,24~.0~7,12~]hexacosa-7,9,11-trien-20-yl benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6913	69.13%
Caco-2	-	0.8457	84.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5117	51.17%
OATP2B1 inhibitior	-	0.7201	72.01%
OATP1B1 inhibitior	+	0.8439	84.39%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9813	98.13%
P-glycoprotein inhibitior	+	0.8316	83.16%
P-glycoprotein substrate	+	0.7151	71.51%
CYP3A4 substrate	+	0.7185	71.85%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.9018	90.18%
CYP2C9 inhibition	-	0.8012	80.12%
CYP2C19 inhibition	-	0.7928	79.28%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.7435	74.35%
CYP2C8 inhibition	+	0.7982	79.82%
CYP inhibitory promiscuity	-	0.6452	64.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5477	54.77%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.8038	80.38%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7198	71.98%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8818	88.18%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7356	73.56%
Acute Oral Toxicity (c)	III	0.5555	55.55%
Estrogen receptor binding	+	0.8120	81.20%
Androgen receptor binding	+	0.7489	74.89%
Thyroid receptor binding	+	0.6218	62.18%
Glucocorticoid receptor binding	+	0.7228	72.28%
Aromatase binding	+	0.6256	62.56%
PPAR gamma	+	0.7735	77.35%
Honey bee toxicity	-	0.7585	75.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7879	78.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.76%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.69%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.21%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	96.71%	91.49%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.47%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.40%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.62%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	92.54%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.79%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.09%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.54%	89.00%
CHEMBL2535	P11166	Glucose transporter	88.43%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.28%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.50%	83.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.69%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.06%	93.00%
CHEMBL5028	O14672	ADAM10	85.66%	97.50%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.59%	87.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.06%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.02%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.29%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.29%	94.62%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.59%	96.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.25%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.45%	92.62%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.25%	91.43%

Plants that contains it

• Euonymus japonicus

Cross-Links

• PubChem: 494954
• LOTUS: LTS0140681
• wikiData: Q105006334