Fistulosaponin B

Details

• Internal ID: 2c1e64ce-7fea-4998-a468-2676d526a42d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1S,2S,4S,6R,7S,8R,9S,12S,13R,16R)-6-hydroxy-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]icos-18-en-15-one
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CC(=O)C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC(=O)[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)O[C@@]1(CC[C@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O
• InChI: InChI=1S/C51H82O23/c1-19(18-66-45-39(61)38(60)35(57)30(16-52)70-45)9-12-51(65)20(2)32-29(74-51)14-26-24-8-7-23-13-28(27(54)15-50(23,6)25(24)10-11-49(26,32)5)69-48-44(73-47-41(63)37(59)34(56)22(4)68-47)42(64)43(31(17-53)71-48)72-46-40(62)36(58)33(55)21(3)67-46/h7,19-22,24-26,28-48,52-53,55-65H,8-18H2,1-6H3/t19-,20-,21-,22-,24+,25-,26-,28+,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: WHGHRHMITMISMP-YNDRNILPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₃
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.52468886 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.80
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

• CHEMBL1163906

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8294	82.94%
Caco-2	-	0.8851	88.51%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8621	86.21%
OATP1B3 inhibitior	+	0.8670	86.70%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9302	93.02%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6840	68.40%
CYP3A4 substrate	+	0.7563	75.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9196	91.96%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.9343	93.43%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.9172	91.72%
CYP2C8 inhibition	+	0.7151	71.51%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5179	51.79%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9035	90.35%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.8648	86.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.8034	80.34%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7448	74.48%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7620	76.20%
Acute Oral Toxicity (c)	I	0.4770	47.70%
Estrogen receptor binding	+	0.8620	86.20%
Androgen receptor binding	+	0.7249	72.49%
Thyroid receptor binding	+	0.5893	58.93%
Glucocorticoid receptor binding	+	0.7741	77.41%
Aromatase binding	+	0.7050	70.50%
PPAR gamma	+	0.8195	81.95%
Honey bee toxicity	-	0.5691	56.91%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9416	94.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.77%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.87%	95.93%
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.09%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.44%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.19%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.70%	96.61%
CHEMBL220	P22303	Acetylcholinesterase	91.42%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.42%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	90.35%	94.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.96%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.81%	97.25%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.74%	97.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.82%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.79%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.66%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.32%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.29%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	87.09%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.71%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.44%	93.04%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.82%	96.21%
CHEMBL1871	P10275	Androgen Receptor	83.25%	96.43%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.88%	92.78%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.06%	92.86%
CHEMBL221	P23219	Cyclooxygenase-1	81.82%	90.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.79%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.67%	96.77%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.22%	98.05%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.01%	97.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.85%	89.05%
CHEMBL1914	P06276	Butyrylcholinesterase	80.35%	95.00%
CHEMBL4581	P52732	Kinesin-like protein 1	80.26%	93.18%

Plants that contains it

• Allium fistulosum

Cross-Links

• PubChem: 46849495
• LOTUS: LTS0047504
• wikiData: Q105305292