[22,23,25-Triacetyloxy-21-(acetyloxymethyl)-20-benzoyloxy-26-hydroxy-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-19-yl] benzoate

Details

• Internal ID: 2bc86b8f-9bc2-4459-a1e2-19785dbe8462
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [22,23,25-triacetyloxy-21-(acetyloxymethyl)-20-benzoyloxy-26-hydroxy-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-19-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)OC(=O)C6=CC=CC=C6)OC(=O)C7=CC=CC=C7)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)OC(=O)C6=CC=CC=C6)OC(=O)C7=CC=CC=C7)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C48H51NO18/c1-25-20-21-33-32(19-14-22-49-33)44(57)60-23-45(6)34-35(61-27(3)51)39(63-29(5)53)47(24-59-26(2)50)40(66-43(56)31-17-12-9-13-18-31)36(64-42(55)30-15-10-8-11-16-30)38(65-41(25)54)46(7,58)48(47,67-45)37(34)62-28(4)52/h8-19,22,25,34-40,58H,20-21,23-24H2,1-7H3
• InChI Key: MKTAQIVEKGVUGX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₁NO₁₈
• Molecular Weight: 929.90 g/mol
• Exact Mass: 929.31061378 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 19
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8766	87.66%
Caco-2	-	0.8443	84.43%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	0.5820	58.20%
OATP1B1 inhibitior	+	0.8368	83.68%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9875	98.75%
P-glycoprotein inhibitior	+	0.8473	84.73%
P-glycoprotein substrate	+	0.7063	70.63%
CYP3A4 substrate	+	0.7166	71.66%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	-	0.8451	84.51%
CYP2C9 inhibition	-	0.7636	76.36%
CYP2C19 inhibition	-	0.7663	76.63%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.6664	66.64%
CYP2C8 inhibition	+	0.8001	80.01%
CYP inhibitory promiscuity	-	0.7114	71.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5304	53.04%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.8061	80.61%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7516	75.16%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7214	72.14%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.8121	81.21%
Androgen receptor binding	+	0.7623	76.23%
Thyroid receptor binding	+	0.6402	64.02%
Glucocorticoid receptor binding	+	0.7472	74.72%
Aromatase binding	+	0.6108	61.08%
PPAR gamma	+	0.7763	77.63%
Honey bee toxicity	-	0.7526	75.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8119	81.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.87%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	97.86%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.73%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.36%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.42%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.18%	81.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.64%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.47%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.46%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.10%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.47%	93.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.34%	95.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.26%	83.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.22%	96.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.98%	87.67%
CHEMBL5028	O14672	ADAM10	85.54%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.30%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.92%	94.00%
CHEMBL2535	P11166	Glucose transporter	82.86%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.67%	94.62%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.98%	96.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.55%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.64%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.36%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163032206
• LOTUS: LTS0010172
• wikiData: Q105166198