beta-Chaconine

Details

• Internal ID: d0d15308-d909-4f2d-afa9-af623453087c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2C(C3C(N2C1)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)C
• SMILES (Isomeric): C[C@H]1CC[C@@H]2[C@H]([C@H]3[C@@H](N2C1)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)C
• InChI: InChI=1S/C39H63NO10/c1-18-6-9-26-19(2)29-27(40(26)16-18)15-25-23-8-7-21-14-22(10-12-38(21,4)24(23)11-13-39(25,29)5)48-37-35(33(45)31(43)28(17-41)49-37)50-36-34(46)32(44)30(42)20(3)47-36/h7,18-20,22-37,41-46H,6,8-17H2,1-5H3/t18-,19+,20-,22-,23+,24-,25-,26+,27-,28+,29-,30-,31+,32+,33-,34+,35+,36-,37+,38-,39-/m0/s1
• InChI Key: ZLSYCIYRYZUJCZ-MTXMLOAPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₃NO₁₀
• Molecular Weight: 705.90 g/mol
• Exact Mass: 705.44519721 g/mol
• Topological Polar Surface Area (TPSA): 162.00 Ų
• XlogP: 3.40

Synonyms

• 472-51-5
• KC739QQ6OP
• beta(1)-Chaconine
• (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(1S,2S,7S,10R,11S,14S,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• UNII-KC739QQ6OP
• .BETA.-CHACONINE
• .BETA.1-CHACONINE
• SCHEMBL4822457
• CHEMBL4865285
• DTXSID40963766
• Q27282174
• Solanid-5-en-3-yl 2-O-(6-deoxyhexopyranosyl)hexopyranoside
• beta-D-Glucopyranoside, (3beta)-solanid-5-en-3-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)-
• SOLANIDINE 3-O-.ALPHA.-L-RHAMNOPYRANOSYL-(1->2)-.BETA.-D-GLUCOPYRANOSIDE
• .BETA.-D-GLUCOPYRANOSIDE, (3.BETA.)-SOLANID-5-EN-3-YL 2-O-(6-DEOXY-.BETA.-L-MANNOPYRANOSYL)-

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	99.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.52%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.22%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.94%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	95.29%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.54%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.15%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.01%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.43%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.07%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.38%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.04%	97.36%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	88.00%	98.46%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.07%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.96%	86.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.15%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	83.07%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.45%	96.90%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.10%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.04%	92.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.78%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.53%	95.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.47%	92.86%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.28%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.05%	95.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.04%	98.05%

Plants that contains it

• Fritillaria stenanthera
• Fritillaria thunbergii
• Solanum chacoense
• Solanum tuberosum

Cross-Links

• PubChem: 119393
• LOTUS: LTS0083061
• wikiData: Q27282174