Chikusetsusaponin-IVa methyl ester

Details

• Internal ID: 517fd64f-f955-4db8-9450-1943e3289c63
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)OC)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)OC)O)O)O
• InChI: InChI=1S/C43H68O14/c1-38(2)15-17-43(37(52)57-35-31(49)28(46)27(45)23(20-44)54-35)18-16-41(6)21(22(43)19-38)9-10-25-40(5)13-12-26(39(3,4)24(40)11-14-42(25,41)7)55-36-32(50)29(47)30(48)33(56-36)34(51)53-8/h9,22-33,35-36,44-50H,10-20H2,1-8H3/t22-,23+,24-,25+,26-,27+,28-,29-,30-,31+,32+,33-,35-,36+,40-,41+,42+,43-/m0/s1
• InChI Key: XPORLJWHBRUXGD-HWIUFREPSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₈O₁₄
• Molecular Weight: 809.00 g/mol
• Exact Mass: 808.46090684 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 4.70

Synonyms

• 58546-61-5
• CHEBI:67978
• methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate
• Silphioside A
• CHEMBL1773984
• DTXSID50348500
• Q27136463

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.77%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.82%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.01%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.74%	95.17%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.92%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.55%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.86%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.84%	94.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.85%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	83.73%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.24%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.15%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.82%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.16%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	80.03%	90.17%

Plants that contains it

• Achyranthes bidentata
• Aralia armata
• Aralia chinensis
• Bassia muricata
• Gonzalezia decurrens
• Ilex pernyi
• Panax bipinnatifidus
• Panax japonicus
• Silphium perfoliatum

Cross-Links

• PubChem: 637855
• NPASS: NPC214484
• ChEMBL: CHEMBL1773984
• LOTUS: LTS0057672
• wikiData: Q27136463