(20,21,23,24,26-Pentaacetyloxy-27-hydroxy-3,16,27-trimethyl-6,17-dioxo-2,5,18-trioxa-11-azapentacyclo[17.7.1.01,22.03,25.07,12]heptacosa-7(12),8,10-trien-22-yl)methyl acetate

Details

• Internal ID: bec9d20a-fd34-4771-90c3-3fe48a5e73aa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (20,21,23,24,26-pentaacetyloxy-27-hydroxy-3,16,27-trimethyl-6,17-dioxo-2,5,18-trioxa-11-azapentacyclo[17.7.1.01,22.03,25.07,12]heptacosa-7(12),8,10-trien-22-yl)methyl acetate
• SMILES (Canonical): CC1CCCC2=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)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): CC1CCCC2=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)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C39H49NO18/c1-18-12-10-14-26-25(13-11-15-40-26)35(48)51-16-36(8)27-28(52-20(3)42)32(55-23(6)45)38(17-50-19(2)41)33(56-24(7)46)29(53-21(4)43)31(57-34(18)47)37(9,49)39(38,58-36)30(27)54-22(5)44/h11,13,15,18,27-33,49H,10,12,14,16-17H2,1-9H3
• InChI Key: PXMGNBZJAJJMAE-UHFFFAOYSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₉NO₁₈
• Molecular Weight: 819.80 g/mol
• Exact Mass: 819.29496371 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 19
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8926	89.26%
Caco-2	-	0.8405	84.05%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8418	84.18%
OATP1B3 inhibitior	+	0.9110	91.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9817	98.17%
P-glycoprotein inhibitior	+	0.8253	82.53%
P-glycoprotein substrate	+	0.6834	68.34%
CYP3A4 substrate	+	0.7135	71.35%
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	+	0.7054	70.54%
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	-	0.9902	99.02%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.7921	79.21%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4367	43.67%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5931	59.31%
skin sensitisation	-	0.8729	87.29%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7637	76.37%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.7981	79.81%
Androgen receptor binding	+	0.7335	73.35%
Thyroid receptor binding	+	0.6267	62.67%
Glucocorticoid receptor binding	+	0.7293	72.93%
Aromatase binding	+	0.6787	67.87%
PPAR gamma	+	0.7665	76.65%
Honey bee toxicity	-	0.7693	76.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6835	68.35%

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	98.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.79%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.03%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.14%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.98%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.70%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.91%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.98%	91.49%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.51%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.09%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.82%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.54%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.87%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.76%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.41%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.50%	93.10%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.40%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.20%	95.89%
CHEMBL2039	P27338	Monoamine oxidase B	84.02%	92.51%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.29%	97.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.81%	96.67%
CHEMBL5028	O14672	ADAM10	81.02%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	80.94%	94.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.51%	93.00%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 5315312
• NPASS: NPC97323