Fistulosaponin A

Details

• Internal ID: 7f27078f-212d-426e-b259-9127843f9d9a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,4S,8S,9S,12S,13R,16R)-16-[(2S,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-15-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CC5=CCC6C(C5(CC4=O)C)CCC7(C6CC8C7C(=C(O8)CCC(C)COC9C(C(C(C(O9)CO)O)O)O)C)C)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@@H]4CC5=CC[C@@H]6[C@@H]([C@]5(CC4=O)C)CC[C@]7([C@H]6C[C@H]8[C@@H]7C(=C(O8)CC[C@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)CO)O)O)O
• InChI: InChI=1S/C51H80O22/c1-19(18-65-46-40(61)39(60)36(57)31(16-52)70-46)7-10-28-20(2)33-30(68-28)14-26-24-9-8-23-13-29(27(54)15-51(23,6)25(24)11-12-50(26,33)5)69-49-45(73-48-42(63)38(59)35(56)22(4)67-48)43(64)44(32(17-53)71-49)72-47-41(62)37(58)34(55)21(3)66-47/h8,19,21-22,24-26,29-49,52-53,55-64H,7,9-18H2,1-6H3/t19-,21-,22-,24+,25-,26-,29+,30-,31+,32+,33-,34-,35-,36+,37+,38+,39-,40+,41+,42+,43-,44+,45+,46+,47-,48-,49+,50-,51-/m0/s1
• InChI Key: MFYDEFVOMLKLGX-FPTSCALKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₂₂
• Molecular Weight: 1045.20 g/mol
• Exact Mass: 1044.51412418 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.85
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

• CHEMBL1163177

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7987	79.87%
Caco-2	-	0.8798	87.98%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8435	84.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8560	85.60%
OATP1B3 inhibitior	+	0.8241	82.41%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9355	93.55%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.7120	71.20%
CYP3A4 substrate	+	0.7547	75.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.9461	94.61%
CYP2C9 inhibition	-	0.9193	91.93%
CYP2C19 inhibition	-	0.9230	92.30%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.8912	89.12%
CYP2C8 inhibition	+	0.7425	74.25%
CYP inhibitory promiscuity	-	0.9029	90.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5372	53.72%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.5152	51.52%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.8207	82.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7848	78.48%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9246	92.46%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8944	89.44%
Acute Oral Toxicity (c)	III	0.5348	53.48%
Estrogen receptor binding	+	0.8517	85.17%
Androgen receptor binding	+	0.7516	75.16%
Thyroid receptor binding	+	0.5921	59.21%
Glucocorticoid receptor binding	+	0.7635	76.35%
Aromatase binding	+	0.7021	70.21%
PPAR gamma	+	0.8070	80.70%
Honey bee toxicity	-	0.5669	56.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9609	96.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.09%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.23%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	94.78%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.99%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.47%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.18%	95.93%
CHEMBL2581	P07339	Cathepsin D	92.37%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.76%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.76%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.70%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.52%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.26%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.99%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.34%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.57%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.35%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	86.75%	92.50%
CHEMBL220	P22303	Acetylcholinesterase	86.11%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.45%	97.36%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.33%	97.29%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.32%	91.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.81%	97.33%
CHEMBL325	Q13547	Histone deacetylase 1	84.53%	95.92%
CHEMBL3401	O75469	Pregnane X receptor	83.73%	94.73%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.27%	93.04%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.09%	96.37%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.57%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	81.36%	97.79%
CHEMBL1871	P10275	Androgen Receptor	81.06%	96.43%
CHEMBL4581	P52732	Kinesin-like protein 1	80.68%	93.18%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.07%	96.90%

Plants that contains it

• Allium fistulosum

Cross-Links

• PubChem: 46849333
• LOTUS: LTS0109673
• wikiData: Q105163100