[(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (Z)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 7f49d013-ad36-44ed-8881-b49e05edcdc7
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (Z)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=COC(C2C1C(C3C2(O3)CO)OC(=O)C=CC4=CC(=C(C=C4)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C1=CO[C@H]([C@H]2[C@H]1[C@@H]([C@H]3[C@@]2(O3)CO)OC(=O)/C=C\C4=CC(=C(C=C4)O)O)O[C@H]5[C@H]([C@@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C24H28O13/c25-8-14-17(30)18(31)19(32)23(34-14)36-22-16-11(5-6-33-22)20(21-24(16,9-26)37-21)35-15(29)4-2-10-1-3-12(27)13(28)7-10/h1-7,11,14,16-23,25-28,30-32H,8-9H2/b4-2-/t11-,14+,16+,17+,18+,19-,20-,21-,22-,23-,24+/m0/s1
• InChI Key: MZQXNUBTVLKMLP-GNDPHAPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₁₃
• Molecular Weight: 524.50 g/mol
• Exact Mass: 524.15299094 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -1.30

Synonyms

There are no found synonyms.

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
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	348 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.87%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.77%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.45%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.33%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.93%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.36%	96.00%
CHEMBL3194	P02766	Transthyretin	91.22%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.22%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.36%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.88%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.08%	80.78%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.98%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.57%	94.62%
CHEMBL4208	P20618	Proteasome component C5	85.44%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.11%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.33%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.31%	86.92%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.36%	94.08%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.45%	99.15%

Plants that contains it

• Kigelia africana
• Kigelia africana subsp. africana
• Stereospermum cylindricum
• Veronica anagallis-aquatica
• Veronica bellidioides
• Veronica cymbalaria
• Veronica officinalis

Cross-Links

• PubChem: 163029523
• LOTUS: LTS0036102
• wikiData: Q105175975