Yayoisaponin A

Details

• Internal ID: 31d8517b-8341-4e94-8e56-75526902babe
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 2-[2-[2-[6-(15,19-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl)oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C56H92O29/c1-19-5-8-56(75-17-19)20(2)34-29(85-56)10-23-21-9-25(61)24-11-28(26(62)12-55(24,4)22(21)6-7-54(23,34)3)76-50-43(72)40(69)45(33(16-60)80-50)81-53-48(47(38(67)32(15-59)79-53)83-49-41(70)35(64)27(63)18-74-49)84-52-44(73)46(37(66)31(14-58)78-52)82-51-42(71)39(68)36(65)30(13-57)77-51/h19-53,57-73H,5-18H2,1-4H3
• InChI Key: QBIKOFFLVHAXAD-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₂O₂₉
• Molecular Weight: 1229.30 g/mol
• Exact Mass: 1228.57242689 g/mol
• Topological Polar Surface Area (TPSA): 455.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -6.50
• H-Bond Acceptor: 29
• H-Bond Donor: 17
• Rotatable Bonds: 14

Synonyms

• 2-[2-[2-[6-(15,19-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl)oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8738	87.38%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8886	88.86%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.8517	85.17%
P-glycoprotein inhibitior	+	0.7387	73.87%
P-glycoprotein substrate	-	0.5968	59.68%
CYP3A4 substrate	+	0.7519	75.19%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.7246	72.46%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8350	83.50%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8859	88.59%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8854	88.54%
Androgen receptor binding	+	0.7268	72.68%
Thyroid receptor binding	+	0.5141	51.41%
Glucocorticoid receptor binding	+	0.6021	60.21%
Aromatase binding	+	0.6372	63.72%
PPAR gamma	+	0.7796	77.96%
Honey bee toxicity	-	0.5395	53.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	98.10%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	98.06%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.46%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.22%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	93.35%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.64%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.51%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.89%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	90.42%	98.10%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	90.29%	97.86%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.99%	96.77%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.50%	92.86%
CHEMBL5255	O00206	Toll-like receptor 4	88.23%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.13%	94.45%
CHEMBL233	P35372	Mu opioid receptor	87.58%	97.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.56%	95.58%
CHEMBL259	P32245	Melanocortin receptor 4	85.55%	95.38%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.48%	97.28%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.14%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.02%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.14%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.89%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.13%	86.33%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.71%	99.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.54%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.44%	95.89%
CHEMBL204	P00734	Thrombin	82.43%	96.01%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.13%	92.78%
CHEMBL206	P03372	Estrogen receptor alpha	81.74%	97.64%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.56%	97.29%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	81.53%	96.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.98%	95.83%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.91%	92.94%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.40%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.06%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.01%	90.17%

Plants that contains it

• Allium ampeloprasum

Cross-Links

• PubChem: 5101819
• LOTUS: LTS0178944
• wikiData: Q105217810