(1S)-5alpha-[[3-(4-Hydroxyphenyl)-1-oxo-2-propenyl]oxy]-1beta,3beta,4beta-trihydroxycyclohexane-1-acetic acid

Details

• Internal ID: 6ef75b93-228d-4f78-888a-3a752d68e361
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: 2-[(1S,3R,4R,5R)-1,3,4-trihydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxycyclohexyl]acetic acid
• SMILES (Canonical): C1C(C(C(CC1(CC(=O)O)O)OC(=O)C=CC2=CC=C(C=C2)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H]([C@@H](C[C@@]1(CC(=O)O)O)OC(=O)/C=C/C2=CC=C(C=C2)O)O)O
• InChI: InChI=1S/C17H20O8/c18-11-4-1-10(2-5-11)3-6-15(22)25-13-8-17(24,9-14(20)21)7-12(19)16(13)23/h1-6,12-13,16,18-19,23-24H,7-9H2,(H,20,21)/b6-3+/t12-,13-,16-,17+/m1/s1
• InChI Key: GJZFYEMLDRKGMP-WNWKMIQMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₈
• Molecular Weight: 352.30 g/mol
• Exact Mass: 352.11581759 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 0.40

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:

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	98.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.26%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.23%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.63%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.75%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.26%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.25%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.84%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.70%	91.71%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	87.31%	94.97%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.30%	94.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.10%	95.89%
CHEMBL3194	P02766	Transthyretin	84.37%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.99%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.65%	98.95%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	83.30%	97.53%
CHEMBL4208	P20618	Proteasome component C5	83.20%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.31%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.34%	95.89%

Plants that contains it

• Albizia altissima
• Artocarpus altilis
• Centaurea solstitialis
• Cosmos diversifolius
• Cryptocarya oblata
• Curcuma caesia
• Erythrina pallida
• Eucalyptus radiata subsp. radiata
• Inga velutina
• Lactuca serriola
• Lagochilus leiacanthus
• Ocimum africanum
• Onobrychis viciifolia
• Phelline lucida
• Piptostigma fugax
• Rhododendron mucronatum
• Strychnos tricalysioides
• Trichodesma incanum
• Urochloa eminii
• Xanthorrhoea resinosa

Cross-Links

• PubChem: 10569992
• NPASS: NPC13486
• LOTUS: LTS0172181
• wikiData: Q105009657