Clematochinenoside A

Details

• Internal ID: aad07f50-d987-4822-8fe7-7f7a3dc106f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-3-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• InChI: InChI=1S/C104H162O57/c1-36-56(113)65(122)73(130)89(143-36)155-80-47(29-107)148-87(77(134)70(80)127)140-32-49-61(118)68(125)76(133)93(152-49)161-98(137)104-23-21-99(4,5)26-41(104)40-13-15-53-100(6)19-18-54(101(7,35-109)52(100)17-20-103(53,9)102(40,8)22-24-104)153-96-84(59(116)43(111)31-139-96)159-94-79(136)82(58(115)38(3)144-94)157-88-72(129)63(120)51(33-141-88)150-90-78(135)71(128)81(48(30-108)149-90)156-97-86(154-55(112)16-12-39-11-14-44(138-10)42(110)25-39)83(64(121)46(28-106)147-97)158-92-75(132)67(124)62(119)50(151-92)34-142-95-85(69(126)57(114)37(2)145-95)160-91-74(131)66(123)60(117)45(27-105)146-91/h11-14,16,25,36-38,41,43,45-54,56-97,105-111,113-136H,15,17-24,26-35H2,1-10H3/b16-12+/t36-,37-,38-,41-,43+,45+,46+,47+,48+,49+,50+,51+,52+,53+,54-,56-,57-,58-,59-,60+,61+,62+,63+,64+,65+,66-,67-,68-,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79+,80+,81+,82+,83-,84+,85+,86+,87+,88-,89-,90-,91-,92-,93-,94-,95+,96-,97-,100-,101-,102+,103+,104-/m0/s1
• InChI Key: FLILBXBCHAHNMP-PPJOBGPXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀₄H₁₆₂O₅₇
• Molecular Weight: 2324.40 g/mol
• Exact Mass: 2323.9811433 g/mol
• Topological Polar Surface Area (TPSA): 883.00 Ų
• XlogP: -9.80

Synonyms

• RefChem:126915
• ((2S,3R,4S,5S,6R)-6-(((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl)oxymethyl)-3,4,5-trihydroxyoxan-2-yl) (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-((2S,3R,4S,5R)-3-((2S,3R,4R,5S,6S)-4-((2S,3R,4S,5R)-5-((2R,3R,4R,5S,6R)-5-((2S,3R,4S,5R,6R)-4-((2S,3R,4S,5S,6R)-6-(((2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxan-2-yl)oxymethyl)-3,4,5-trihydroxyoxan-2-yl)oxy-5-hydroxy-3-((E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl)oxy-6-(hydroxymethyl)oxan-2-yl)oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-3,4-dihydroxyoxan-2-yl)oxy-3,5-dihydroxy-6-methyloxan-2-yl)oxy-4,5-dihydroxyoxan-2-yl)oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5R)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-3-[(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• CHEMBL1171251
• BDBM50322754
• 3-O-beta-Dglucopyranosyl-(1-2)-alpha-L-rhamnopyranosyl-(1-6)-beta-D-glucopyranosyl-(1-3)-[(2-O-isoferuloyl)-beta-D-glucopyranosyl]-(1-4)-beta-D-glucopyranosyl-(1-4)-beta-D-ribopyranosyl-(1-3)-alpha-Lrhamnopyranosyl-(1-2)-alpha-L-arabinopyranosyl hederagenin28-O-alpha-L-rhamnopyranosyl-(1-4)-beta-D-glucopyranosyl-(1-6)-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL221	P23219	Cyclooxygenase-1	7800 nM	IC50	PMID: 16989518
CHEMBL230	P35354	Cyclooxygenase-2	6700 nM	IC50	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.85%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.92%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.83%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.47%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.35%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	95.94%	92.98%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.40%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.83%	97.36%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.94%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.06%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.66%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.02%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.29%	95.89%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	87.08%	98.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.92%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.56%	97.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.18%	96.90%
CHEMBL2581	P07339	Cathepsin D	85.47%	98.95%
CHEMBL3194	P02766	Transthyretin	85.08%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	83.79%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.56%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.34%	86.92%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.53%	89.62%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.25%	85.30%
CHEMBL340	P08684	Cytochrome P450 3A4	81.70%	91.19%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.49%	91.03%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.10%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.95%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.01%	94.33%

Plants that contains it

• Clematis chinensis

Cross-Links

• PubChem: 49799224
• NPASS: NPC469772
• ChEMBL: CHEMBL1171251
• LOTUS: LTS0067121
• wikiData: Q104997150