Clematochinenoside D

Details

• Internal ID: 71decbed-8415-4aa9-ac77-6075ff79785e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• 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)-3,5-dihydroxy-4-[(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/C86H132O43/c1-33-50(94)56(100)61(105)74(116-33)125-67-42(27-88)119-72(63(107)58(67)102)114-30-44-53(97)57(101)62(106)76(122-44)129-80(111)86-22-20-81(3,4)25-37(86)36-12-14-47-82(5)18-17-48(83(6,32-90)46(82)16-19-85(47,8)84(36,7)21-23-86)123-79-71(52(96)39(92)29-113-79)128-77-65(109)69(51(95)34(2)117-77)127-73-60(104)54(98)45(31-115-73)121-75-64(108)59(103)68(43(28-89)120-75)126-78-66(110)70(55(99)41(26-87)118-78)124-49(93)15-11-35-10-13-40(112-9)38(91)24-35/h10-13,15,24,33-34,37,39,41-48,50-79,87-92,94-110H,14,16-23,25-32H2,1-9H3/b15-11+/t33-,34-,37-,39+,41+,42+,43+,44+,45+,46+,47+,48-,50-,51-,52-,53+,54+,55+,56+,57-,58+,59+,60+,61+,62+,63+,64+,65+,66+,67+,68+,69+,70-,71+,72+,73-,74-,75-,76-,77-,78-,79-,82-,83-,84+,85+,86-/m0/s1
• InChI Key: GUKNLPLKUUCJEO-BGRFPKFFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₆H₁₃₂O₄₃
• Molecular Weight: 1853.90 g/mol
• Exact Mass: 1852.8142328 g/mol
• Topological Polar Surface Area (TPSA): 666.00 Ų
• XlogP: -4.90

Synonyms

• RefChem:126917
• ((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)-3,5-dihydroxy-4-((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)-3,5-dihydroxy-4-[(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
• CHEMBL1171253
• BDBM50322756
• 3-O-[(3-O-isoferuloyl)-beta-D-glucopyranosyl]-(1-4)-beta-D-glucopyranosyl-(1-4)-beta-D-ribopyranosyl-(1-3)-alpha-L-rhamnopyranosyl-(1-2)-alpha-L-arabinopyranosyl hederagenin 28-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	8800 nM	IC50	PMID: 10924160
CHEMBL230	P35354	Cyclooxygenase-2	7800 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	99.86%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.92%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.94%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.41%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.39%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	95.52%	92.98%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.26%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.24%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.84%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.94%	96.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	90.48%	97.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.82%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	89.70%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.48%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.29%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.12%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.12%	100.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	87.08%	98.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.33%	86.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.05%	96.90%
CHEMBL221	P23219	Cyclooxygenase-1	85.17%	90.17%
CHEMBL2581	P07339	Cathepsin D	84.94%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.73%	89.62%
CHEMBL3194	P02766	Transthyretin	84.65%	90.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.71%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	82.90%	90.20%
CHEMBL5028	O14672	ADAM10	82.22%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.59%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.45%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.03%	92.62%

Plants that contains it

• Clematis chinensis

Cross-Links

• PubChem: 49799226
• NPASS: NPC469774
• ChEMBL: CHEMBL1171253
• LOTUS: LTS0066653
• wikiData: Q105020241