[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	04dab67e-d85b-449c-b330-369856fabf03
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name	[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)	C1=CC(=CC=C1C=CC(=O)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O)O
InChI	InChI=1S/C30H26O13/c31-13-21-24(37)26(39)29(42-22(36)10-3-14-1-6-16(32)7-2-14)30(41-21)43-28-25(38)23-19(35)11-18(34)12-20(23)40-27(28)15-4-8-17(33)9-5-15/h1-12,21,24,26,29-35,37,39H,13H2/b10-3+/t21-,24-,26+,29-,30+/m1/s1
InChI Key	IKONEAPXVKTZFF-NLGJGAJZSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₂₆O₁₃
Molecular Weight	594.50 g/mol
Exact Mass	594.13734088 g/mol
Topological Polar Surface Area (TPSA)	213.00 Å²
XlogP	3.00
Atomic LogP (AlogP)	1.73
H-Bond Acceptor	13
H-Bond Donor	7
Rotatable Bonds	7

Synonyms

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2''-p-Coumarylastragalin

Kaempferol-3-Glucoside-2''-p-coumaroyl

[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

MEGxp0_000397

CHEBI:192429

DTXSID301101965

2''-O-(E-4-Hydroxycinnamoyl)astragalin

Q63408870

(2S,3R,4S,5S,6R)-2-{[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

(E)-(2S,3R,4S,5S,6R)-2-((5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl 3-(4-hydroxyphenyl)acrylate

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4924	49.24%
Caco-2	-	0.9188	91.88%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5182	51.82%
OATP2B1 inhibitior	-	0.5496	54.96%
OATP1B1 inhibitior	+	0.8463	84.63%
OATP1B3 inhibitior	+	0.9769	97.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8275	82.75%
P-glycoprotein inhibitior	+	0.6880	68.80%
P-glycoprotein substrate	-	0.5895	58.95%
CYP3A4 substrate	+	0.6575	65.75%
CYP2C9 substrate	-	0.8095	80.95%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.8929	89.29%
CYP2C9 inhibition	-	0.8940	89.40%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.9305	93.05%
CYP2C8 inhibition	+	0.8836	88.36%
CYP inhibitory promiscuity	-	0.7995	79.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7092	70.92%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8852	88.52%
Skin irritation	-	0.8151	81.51%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	+	0.5563	55.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7823	78.23%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6696	66.96%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9380	93.80%
Acute Oral Toxicity (c)	III	0.3778	37.78%
Estrogen receptor binding	+	0.8007	80.07%
Androgen receptor binding	+	0.8103	81.03%
Thyroid receptor binding	+	0.5577	55.77%
Glucocorticoid receptor binding	+	0.6448	64.48%
Aromatase binding	-	0.5529	55.29%
PPAR gamma	+	0.7409	74.09%
Honey bee toxicity	-	0.7267	72.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9421	94.21%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.55%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.40%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.17%	95.64%
CHEMBL3194	P02766	Transthyretin	96.73%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.73%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.70%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.04%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.25%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	91.21%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.84%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.66%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.52%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.39%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	87.44%	98.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.21%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.97%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.61%	95.78%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	84.68%	88.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.56%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.10%	95.50%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.44%	97.53%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.98%	91.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Mammillaria magnimamma

Munronia pinnata

Plectocephalus chilensis

Quercus suber