Echinacin

Details

• Internal ID: d9d9a4f9-95d1-4c87-b200-82b3c8e27965
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O
• InChI: InChI=1S/C30H26O12/c31-17-6-1-15(2-7-17)3-10-25(35)39-14-24-27(36)28(37)29(38)30(42-24)40-19-11-20(33)26-21(34)13-22(41-23(26)12-19)16-4-8-18(32)9-5-16/h1-13,24,27-33,36-38H,14H2/b10-3+/t24-,27-,28+,29-,30-/m1/s1
• InChI Key: WPQRDUGBKUNFJW-ZZSHFKPLSA-N
• Popularity: 33 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₂
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.14242626 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 2.60

Synonyms

• Acbglu
• 105815-90-5
• UNII-J64J7O64HY
• J64J7O64HY
• Apigenin-7-O-(6''-O-4-coumaroyl)-beta-glucopyranoside
• Terniflorin
• ECHINACIN [INCI]
• ECHINACIN (GLYCOSIDE)
• [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• CHEMBL3597472
• DTXSID001021352
• APIGENIN 7-O-(6''-O-P-COUMAROYLGLUCOSIDE)
• Q27281248
• 2-PROPENOIC ACID, 3-(4-HYDROXYPHENYL)-, 6'-ESTER WITH 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-5-HYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE, (E)-
• 4H-1-BENZOPYRAN-4-ONE, 5-HYDROXY-2-(4-HYDROXYPHENYL)-7-((6-O-((2E)-3-(4-HYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-
• 4H-1-BENZOPYRAN-4-ONE, 5-HYDROXY-2-(4-HYDROXYPHENYL)-7-((6-O-((2E)-3-(4-HYDROXYPHENYL)-1-OXO-2-PROPENYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-
• 4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-((6-O-(3-(4-hydroxyphenyl)-1-oxo-2-propenyl)-beta-D-glucopyranosyl)oxy)-, (E)-

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	99.42%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.94%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.72%	89.00%
CHEMBL3194	P02766	Transthyretin	97.24%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.92%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.05%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.12%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.69%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.00%	91.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.46%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	88.11%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.81%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.11%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.74%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.67%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.47%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.22%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.98%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	85.70%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.39%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.78%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.57%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.54%	83.57%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.79%	95.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.59%	85.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.43%	95.89%

Plants that contains it

• Abies veitchii
• Afrocarpus gracilior
• Agave xylonacantha
• Ainsliaea macrocephala
• Anthemis cretica
• Antiphiona pinnatisecta
• Boronia ternata
• Buxus microphylla
• Buxus sempervirens
• Calophyllum inophyllum
• Casearia membranacea
• Cephalaria ambrosioides
• Chamaecytisus ratisbonensis
• Cinnamomum kotoense
• Clutia lanceolata
• Colchicum robustum
• Conospermum teretifolium
• Dasiphora fruticosa
• Dicoma anomala
• Dipodium squamatum
• Echinops echinatus
• Epidendrum rigidum
• Galeopsis tetrahit
• Galium atherodes
• Leucas aspera
• Leucas cephalotes
• Leucas neufliseana
• Luculia pinceana
• Lycopodium japonicum
• Maackia tashiroi
• Marrubium vulgare
• Monoon cupulare
• Nepeta cataria
• Phlomis floccosa
• Pinus mugo
• Pityrogramma ebenea
• Pogostemon cablin
• Populus tomentosa
• Populus tremuloides
• Psittacanthus cucullaris
• Scolopia chinensis
• Sideritis syriaca
• Stachys aegyptiaca
• Stachys bombycina
• Stachys byzantina
• Stachys ocymastrum
• Strychnos camptoneura
• Thelypteris esquirolii
• Tinospora crispa
• Turnera diffusa
• Vellozia nivea
• Zanthoxylum ailanthoides

Cross-Links

• PubChem: 6439941
• NPASS: NPC270675
• ChEMBL: CHEMBL3597472
• LOTUS: LTS0276335
• wikiData: Q27281248