(20,22,23,25-Tetraacetyloxy-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-21-yl)methyl acetate

Details

• Internal ID: 5d64e061-b5b3-46ed-a47d-5ac00da75693
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (20,22,23,25-tetraacetyloxy-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-21-yl)methyl acetate
• 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)C)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)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C36H45NO17/c1-16-11-12-23-22(10-9-13-37-23)32(45)48-14-33(7)24-26(49-18(3)39)30(52-21(6)42)35(15-47-17(2)38)29(51-20(5)41)25(43)28(53-31(16)44)34(8,46)36(35,54-33)27(24)50-19(4)40/h9-10,13,16,24-30,43,46H,11-12,14-15H2,1-8H3
• InChI Key: XQFNOBWSYMSZPY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₅NO₁₇
• Molecular Weight: 763.70 g/mol
• Exact Mass: 763.26874897 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.29
• H-Bond Acceptor: 18
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7197	71.97%
Caco-2	-	0.8402	84.02%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5117	51.17%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9754	97.54%
P-glycoprotein inhibitior	+	0.8169	81.69%
P-glycoprotein substrate	+	0.6955	69.55%
CYP3A4 substrate	+	0.7167	71.67%
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	+	0.7091	70.91%
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	-	0.9893	98.93%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.7903	79.03%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4009	40.09%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8745	87.45%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7782	77.82%
Acute Oral Toxicity (c)	III	0.5555	55.55%
Estrogen receptor binding	+	0.8037	80.37%
Androgen receptor binding	+	0.7266	72.66%
Thyroid receptor binding	+	0.5987	59.87%
Glucocorticoid receptor binding	+	0.6978	69.78%
Aromatase binding	+	0.6661	66.61%
PPAR gamma	+	0.7693	76.93%
Honey bee toxicity	-	0.7661	76.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.6524	65.24%

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	98.73%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.11%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.84%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.32%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.24%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.12%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.98%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.44%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.27%	91.49%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	90.32%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.07%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.41%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.86%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.53%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.51%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.36%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.75%	95.89%
CHEMBL2535	P11166	Glucose transporter	83.24%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.84%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.50%	92.62%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.30%	96.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.05%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.69%	97.09%
CHEMBL5028	O14672	ADAM10	81.62%	97.50%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.31%	93.10%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.04%	98.75%

Plants that contains it

• Peritassa campestris
• Plenckia populnea
• Tripterygium wilfordii

Cross-Links

• PubChem: 13918146
• LOTUS: LTS0040676
• wikiData: Q104201242