[(1S,3R,15S,18S,19R,20R,21R,22S,23R,24R,25R,26S)-20,22,23-triacetyloxy-21-(acetyloxymethyl)-19-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-25-yl] pyridine-3-carboxylate

Details

• Internal ID: fd239c7c-1652-4d09-8a96-1132d2feafdb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3R,15S,18S,19R,20R,21R,22S,23R,24R,25R,26S)-20,22,23-triacetyloxy-21-(acetyloxymethyl)-19-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-25-yl] pyridine-3-carboxylate
• InChI: InChI=1S/C47H50N2O18/c1-24-17-18-32-31(16-12-20-49-32)43(57)60-22-44(6)33-34(61-26(3)51)38(62-27(4)52)46(23-59-25(2)50)39(63-28(5)53)35(64-41(55)29-13-9-8-10-14-29)37(66-40(24)54)45(7,58)47(46,67-44)36(33)65-42(56)30-15-11-19-48-21-30/h8-16,19-21,24,33-39,58H,17-18,22-23H2,1-7H3/t24-,33+,34+,35-,36+,37-,38+,39-,44-,45-,46+,47-/m0/s1
• InChI Key: YRVWWVNUBBKXKO-FUCRSOKISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₅₀N₂O₁₈
• Molecular Weight: 930.90 g/mol
• Exact Mass: 930.30586275 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 20
• 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	+	0.8549	85.49%
Caco-2	-	0.8445	84.45%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6709	67.09%
OATP2B1 inhibitior	-	0.5844	58.44%
OATP1B1 inhibitior	+	0.8352	83.52%
OATP1B3 inhibitior	+	0.9124	91.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9898	98.98%
P-glycoprotein inhibitior	+	0.8330	83.30%
P-glycoprotein substrate	+	0.7057	70.57%
CYP3A4 substrate	+	0.7114	71.14%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	-	0.8569	85.69%
CYP2C9 inhibition	-	0.7415	74.15%
CYP2C19 inhibition	-	0.7554	75.54%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.6663	66.63%
CYP2C8 inhibition	+	0.8452	84.52%
CYP inhibitory promiscuity	-	0.6957	69.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5448	54.48%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.8051	80.51%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7386	73.86%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8823	88.23%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6460	64.60%
Acute Oral Toxicity (c)	III	0.5555	55.55%
Estrogen receptor binding	+	0.7834	78.34%
Androgen receptor binding	+	0.7496	74.96%
Thyroid receptor binding	+	0.6370	63.70%
Glucocorticoid receptor binding	+	0.7203	72.03%
Aromatase binding	+	0.6084	60.84%
PPAR gamma	+	0.7626	76.26%
Honey bee toxicity	-	0.7195	71.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8171	81.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.25%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.10%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	97.46%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.81%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.13%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.43%	81.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.38%	90.17%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	91.33%	96.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.33%	95.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.96%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.59%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.69%	91.11%
CHEMBL5028	O14672	ADAM10	86.92%	97.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.26%	83.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.21%	91.07%
CHEMBL2535	P11166	Glucose transporter	86.00%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.67%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.21%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.15%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.95%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.76%	98.75%
CHEMBL2996	Q05655	Protein kinase C delta	83.97%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.56%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.98%	96.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.76%	94.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.42%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.89%	96.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.54%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.45%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.04%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163039556
• LOTUS: LTS0193187
• wikiData: Q105353159