Tenuifoliside C

Details

• Internal ID: 3d3b9581-6952-418f-af8b-7d4148ff9929
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)OC(=O)C=CC4=CC(=C(C(=C4)OC)OC)OC)CO)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)CO)O)OC(=O)/C=C/C4=CC(=C(C(=C4)OC)OC)OC)CO)O)O)O
• InChI: InChI=1S/C35H44O19/c1-45-19-10-17(11-20(46-2)27(19)40)6-8-25(38)50-15-24-28(41)30(43)31(44)34(51-24)54-35(16-37)33(29(42)23(14-36)53-35)52-26(39)9-7-18-12-21(47-3)32(49-5)22(13-18)48-4/h6-13,23-24,28-31,33-34,36-37,40-44H,14-16H2,1-5H3/b8-6+,9-7+/t23-,24-,28-,29-,30+,31-,33+,34-,35+/m1/s1
• InChI Key: PMGMZCFZCYRJAG-KQTMLTHJSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₁₉
• Molecular Weight: 768.70 g/mol
• Exact Mass: 768.24767917 g/mol
• Topological Polar Surface Area (TPSA): 268.00 Ų
• XlogP: -0.20

Synonyms

• (-)-Tenuifoliside C
• UNII-LVZ4W45F47
• LVZ4W45F47
• [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• alpha-D-Glucopyranoside, 3-O-[(2E)-1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propen-1-yl]-beta-D-fructofuranosyl, 6-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenoate]
• alpha-D-Glucopyranoside, 3-O-((2E)-1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propen-1-yl)-beta-D-fructofuranosyl, 6-((2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenoate)
• alpha-D-Glucopyranoside, 3-O-((2E)-1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propenyl)-beta-D-fructofuranosyl, 6-((2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenoate)
• alpha-D-Glucopyranoside, 3-O-(1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propenyl)-beta-D-fructofuranosyl, 6-(3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenoate), (1(E),6(E))-
• .ALPHA.-D-GLUCOPYRANOSIDE, 3-O-((2E)-1-OXO-3-(3,4,5-TRIMETHOXYPHENYL)-2-PROPEN-1-YL)-.BETA.-D-FRUCTOFURANOSYL, 6-((2E)-3-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-2-PROPENOATE)
• .ALPHA.-D-GLUCOPYRANOSIDE, 3-O-((2E)-1-OXO-3-(3,4,5-TRIMETHOXYPHENYL)-2-PROPENYL)-.BETA.-D-FRUCTOFURANOSYL, 6-((2E)-3-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-2-PROPENOATE)
• .ALPHA.-D-GLUCOPYRANOSIDE, 3-O-(1-OXO-3-(3,4,5-TRIMETHOXYPHENYL)-2-PROPENYL)-.BETA.-D-FRUCTOFURANOSYL, 6-(3-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-2-PROPENOATE), (1(E),6(E))-
• ((2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-((2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-((E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl)oxyoxolan-2-yl)oxyoxan-2-yl)methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• RefChem:187888
• 139726-37-7
• Tenuifoliside-C
• orb1304642
• CHEMBL3581234
• SCHEMBL29453020
• DTXSID701099966
• [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}oxolan-2-yl]oxy}oxan-2-yl]methyl (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• HY-N2586
• EX-A11231
• AKOS032946070
• DA-78320
• MS-31390
• CS-0022930
• D84996
• Q27283212
• I+/--D-Glucopyranoside, 3-O-[(2E)-1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propen-1-yl]-I(2)-D-fructofuranosyl, 6-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenoate]

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	99.19%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.81%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.70%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.30%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.71%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.54%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.24%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.04%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.43%	99.17%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.38%	92.68%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.20%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.83%	96.61%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.79%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.45%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	83.23%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.18%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.96%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.88%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.49%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.99%	92.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.68%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.35%	94.00%
CHEMBL3194	P02766	Transthyretin	80.21%	90.71%

Plants that contains it

• Polygala japonica
• Polygala karensium
• Polygala reinii
• Polygala sibirica
• Polygala tenuifolia
• Raphanus raphanistrum subsp. sativus

Cross-Links

• PubChem: 11968391
• NPASS: NPC283839
• ChEMBL: CHEMBL3581234
• LOTUS: LTS0060686
• wikiData: Q27283212