3'',4''-Di-O-acetyl-2'',6''-di-O-p-coumaroylastragalin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	5c93f17f-f764-44b7-9ec3-088278f7d584
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
IUPAC Name	[(2R,3R,4S,5R,6S)-3,4-diacetyloxy-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)	CC(=O)OC1C(OC(C(C1OC(=O)C)OC(=O)C=CC2=CC=C(C=C2)O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)COC(=O)C=CC6=CC=C(C=C6)O
SMILES (Isomeric)	CC(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)/C=C/C2=CC=C(C=C2)O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)COC(=O)/C=C/C6=CC=C(C=C6)O
InChI	InChI=1S/C43H36O17/c1-22(44)55-39-33(21-54-34(51)17-7-24-3-11-27(46)12-4-24)58-43(42(41(39)56-23(2)45)59-35(52)18-8-25-5-13-28(47)14-6-25)60-40-37(53)36-31(50)19-30(49)20-32(36)57-38(40)26-9-15-29(48)16-10-26/h3-20,33,39,41-43,46-50H,21H2,1-2H3/b17-7+,18-8+/t33-,39-,41+,42-,43+/m1/s1
InChI Key	IFLHDGGEJKVLAF-FEMPFSAESA-N
Popularity	2 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₄₃H₃₆O₁₇
Molecular Weight	824.70 g/mol
Exact Mass	824.19524968 g/mol
Topological Polar Surface Area (TPSA)	251.00 Å²
XlogP	5.90
Atomic LogP (AlogP)	4.84
H-Bond Acceptor	17
H-Bond Donor	5
Rotatable Bonds	12

Synonyms

Top

3'',4''-Di-O-acetyl-2'',6''-di-O-p-coumaroylastragalin

CHEMBL3628130

[(2R,3R,4S,5R,6S)-3,4-Diacetyloxy-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

3',4'-Di-O-acetyl-2',6'-di-O-p-coumaroylastragalin

IFLHDGGEJKVLAF-FEMPFSAESA-N

HY-N9238

BDBM50129414

AKOS040761058

CS-0159035

3-O-Kaempferol 2,3-di-O-acetyl-2,6-di-O-(trans-coumaroyl)-beta-D-glucopyranoside

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8485	84.85%
Caco-2	-	0.8718	87.18%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7223	72.23%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8326	83.26%
OATP1B3 inhibitior	-	0.3029	30.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9591	95.91%
P-glycoprotein inhibitior	+	0.8163	81.63%
P-glycoprotein substrate	-	0.5407	54.07%
CYP3A4 substrate	+	0.6953	69.53%
CYP2C9 substrate	-	0.6051	60.51%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.7175	71.75%
CYP2C9 inhibition	+	0.5170	51.70%
CYP2C19 inhibition	-	0.7954	79.54%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.9390	93.90%
CYP2C8 inhibition	+	0.8899	88.99%
CYP inhibitory promiscuity	+	0.6264	62.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6631	66.31%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.8324	83.24%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3996	39.96%
Micronuclear	+	0.7592	75.92%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8930	89.30%
Acute Oral Toxicity (c)	III	0.6389	63.89%
Estrogen receptor binding	+	0.8325	83.25%
Androgen receptor binding	+	0.8513	85.13%
Thyroid receptor binding	+	0.5796	57.96%
Glucocorticoid receptor binding	+	0.7592	75.92%
Aromatase binding	-	0.5158	51.58%
PPAR gamma	+	0.7150	71.50%
Honey bee toxicity	-	0.7476	74.76%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9671	96.71%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL205	P00918	Carbonic anhydrase II	6863.3 nM	Ki	PMID: 26498393
CHEMBL3729	P22748	Carbonic anhydrase IV	62.2 nM 62.2 nM	Ki Ki	PMID: 26498393 via Super-PRED
CHEMBL2326	P43166	Carbonic anhydrase VII	26.6 nM 26.6 nM	Ki Ki	PMID: 26498393 via Super-PRED
CHEMBL3242	O43570	Carbonic anhydrase XII	399.7 nM 399.7 nM	Ki Ki	PMID: 26498393 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.13%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.42%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.26%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.66%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	95.91%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.69%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	93.27%	94.73%
CHEMBL3194	P02766	Transthyretin	92.79%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.45%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.13%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.99%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.51%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.33%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.10%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	85.17%	98.35%
CHEMBL4208	P20618	Proteasome component C5	84.66%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.44%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.36%	96.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.56%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.82%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.75%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.66%	92.50%

Plants that contains it

Top

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.