Schidigerasaponin F1

Details

• Internal ID: 0ebfa5c1-47a2-43dd-95d3-735e3a6fd284
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,15S,16R,18R)-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CC(C(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC[C@H]5[C@@]4(C[C@@H]([C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)O[C@]19CCC(CO9)C
• InChI: InChI=1S/C44H72O18/c1-18-7-10-44(56-16-18)19(2)30-27(62-44)12-23-21-6-5-20-11-26(24(47)13-43(20,4)22(21)8-9-42(23,30)3)57-41-38(61-40-36(54)34(52)32(50)28(14-45)58-40)37(33(51)29(15-46)59-41)60-39-35(53)31(49)25(48)17-55-39/h18-41,45-54H,5-17H2,1-4H3/t18?,19-,20+,21+,22-,23-,24-,25+,26+,27-,28+,29+,30-,31-,32+,33-,34-,35+,36+,37-,38+,39-,40-,41+,42-,43-,44+/m0/s1
• InChI Key: CZBXLGUXHJJJMB-TWHNOHTISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₂O₁₈
• Molecular Weight: 889.00 g/mol
• Exact Mass: 888.47186544 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -1.12
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

• 266998-42-9
• beta-D-Galactopyranoside, (2beta,3beta,5beta)-2-hydroxyspirostan-3-yl O-beta-D-glucopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-
• CHEMBL446926
• (25RS)-Schidigera saponin F1
• CHEBI:172848
• DTXSID401308481
• 25(R and S) schidigera-saponins F1
• (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-6-(hydroxymethyl)-2-[(1R,2S,4S,6R,7S,8R,9S,12S,13S,15S,16R,18R)-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-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	-	0.8844	88.44%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.6226	62.26%
P-glycoprotein inhibitior	+	0.7165	71.65%
P-glycoprotein substrate	-	0.7103	71.03%
CYP3A4 substrate	+	0.7521	75.21%
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	+	0.6863	68.63%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7081	70.81%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8435	84.35%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8000	80.00%
Androgen receptor binding	+	0.7044	70.44%
Thyroid receptor binding	-	0.6172	61.72%
Glucocorticoid receptor binding	-	0.5538	55.38%
Aromatase binding	+	0.6609	66.09%
PPAR gamma	+	0.7007	70.07%
Honey bee toxicity	-	0.5374	53.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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	98.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.91%	96.61%
CHEMBL204	P00734	Thrombin	95.26%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.15%	97.09%
CHEMBL233	P35372	Mu opioid receptor	93.87%	97.93%
CHEMBL237	P41145	Kappa opioid receptor	93.13%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	92.94%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.10%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.05%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.96%	95.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	90.78%	97.86%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.98%	96.77%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.16%	95.58%
CHEMBL5255	O00206	Toll-like receptor 4	89.05%	92.50%
CHEMBL259	P32245	Melanocortin receptor 4	88.27%	95.38%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.68%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.85%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.77%	97.28%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.66%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.68%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.50%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.41%	89.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.94%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.83%	95.89%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	82.68%	96.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.12%	92.94%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.93%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.66%	95.83%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.91%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.55%	99.17%
CHEMBL4302	P08183	P-glycoprotein 1	80.49%	92.98%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.02%	93.04%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.02%	91.24%

Plants that contains it

• Yucca schidigera

Cross-Links

• PubChem: 10819502
• LOTUS: LTS0018761
• wikiData: Q104972638