F-Gitonin

Details

• Internal ID: 55c98c61-0ed5-4cc1-bf22-ced93c70d0ac
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-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)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(C[C@H]([C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C50H82O23/c1-19-7-10-50(65-17-19)20(2)32-28(73-50)12-24-22-6-5-21-11-27(25(54)13-49(21,4)23(22)8-9-48(24,32)3)66-45-40(63)37(60)41(31(16-53)69-45)70-47-43(72-46-39(62)36(59)34(57)29(14-51)67-46)42(35(58)30(15-52)68-47)71-44-38(61)33(56)26(55)18-64-44/h19-47,51-63H,5-18H2,1-4H3/t19-,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+,45-,46+,47+,48+,49+,50-/m1/s1
• InChI Key: AULWDENWMBJIIQ-KHXIKGBRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₂O₂₃
• Molecular Weight: 1051.20 g/mol
• Exact Mass: 1050.52468886 g/mol
• Topological Polar Surface Area (TPSA): 355.00 Ų
• XlogP: -1.30

Synonyms

• Gitonin
• UNII-97MUO7997G
• 28591-01-7
• 97MUO7997G
• EINECS 249-096-8
• C50-H82-O23
• F-GITONIN [MI]
• gitogenin beta-lycotetraoside
• F-GITONIN, (-)-
• CHEMBL510031
• DTXSID601043415
• C50H82O23
• GITOGENIN .BETA.-LYCOTETRAOSIDE
• GITOGENIN 3-O-.BETA.-LYCOTETRAOSIDE
• Q27272028
• .BETA.-D-GALACTOPYRANOSIDE, (2.ALPHA.,3.BETA.,5.ALPHA.,25R)-2-HYDROXYSPIROSTAN-3-YL O-.BETA.-D-GLUCOPYRANOSYL-(1->2)-O-(.BETA.-D-XYLOPYRANOSYL-(1->3))-O-.BETA.-D-GLUCOPYRANOSYL-(1->4)-
• .beta.-D-Galactopyranoside, (2.alpha.,3.beta.,5.alpha.,25R)-2-hydroxyspirostan-3-yl O-.beta.-D-glucopyranosyl-(1.fwdarw.2)-O-[.beta.-D-xylopyranosyl-(1.fwdarw.3)]-O-.beta.-D-glucopyranosyl-(1.fwdarw.4)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

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	98.45%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.23%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.15%	97.09%
CHEMBL204	P00734	Thrombin	94.14%	96.01%
CHEMBL233	P35372	Mu opioid receptor	94.02%	97.93%
CHEMBL226	P30542	Adenosine A1 receptor	93.16%	95.93%
CHEMBL237	P41145	Kappa opioid receptor	93.06%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.92%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.05%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	90.78%	97.86%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.92%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.80%	96.77%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.54%	92.86%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.15%	95.58%
CHEMBL5255	O00206	Toll-like receptor 4	88.97%	92.50%
CHEMBL259	P32245	Melanocortin receptor 4	87.85%	95.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.55%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.20%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.77%	97.28%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.20%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.11%	97.29%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.68%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.57%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.41%	89.05%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	82.68%	96.67%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.28%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.79%	95.83%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.46%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.41%	92.94%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.04%	100.00%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.91%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.81%	99.17%
CHEMBL4302	P08183	P-glycoprotein 1	80.49%	92.98%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.09%	93.04%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.02%	91.24%

Plants that contains it

• Allium aflatunense
• Allium obliquum
• Allium oreophilum
• Allium sativum
• Anemarrhena asphodeloides
• Chlorophytum comosum
• Crotalaria pallida
• Dahlia pinnata
• Gentiana manshurica
• Hosta longipes
• Hosta plantaginea
• Hosta sieboldiana
• Hosta sieboldii
• Solanum lycopersicum
• Tribulus terrestris

Cross-Links

• PubChem: 44559009
• NPASS: NPC115165
• ChEMBL: CHEMBL510031
• LOTUS: LTS0178831
• wikiData: Q27272028