3-[[(2R,3S,4R,5S,6S)-6-[3-[(2S,3S,4R,5S,6R)-4,5-dihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-3-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: 14d5925d-f824-4bcb-8e7c-3964c13f62ff
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
• IUPAC Name: 3-[[(2R,3S,4R,5S,6S)-6-[3-[(2S,3S,4R,5S,6R)-4,5-dihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-3-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
• InChI: InChI=1S/C44H46O25/c45-19-5-1-17(2-6-19)3-8-31(52)61-15-29-35(56)37(58)41(69-42-38(59)33(54)24(49)14-63-42)44(68-29)66-27-12-21-25(64-40(27)18-4-7-22(47)23(48)9-18)10-20(46)11-26(21)65-43-39(60)36(57)34(55)28(67-43)16-62-32(53)13-30(50)51/h1-12,24,28-29,33-39,41-44,49,54-60H,13-16H2,(H4-,45,46,47,48,50,51,52)/p+1/t24-,28-,29-,33-,34-,35-,36-,37-,38-,39+,41+,42+,43-,44-/m1/s1
• InChI Key: JKGXHHXZZLNEGD-XUYFGVRGSA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₄₇O₂₅+
• Molecular Weight: 975.80 g/mol
• Exact Mass: 975.24064198 g/mol
• Topological Polar Surface Area (TPSA): 389.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.69
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6906	69.06%
Caco-2	-	0.8737	87.37%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Nucleus	0.4731	47.31%
OATP2B1 inhibitior	-	0.7161	71.61%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8668	86.68%
P-glycoprotein inhibitior	+	0.7272	72.72%
P-glycoprotein substrate	+	0.6298	62.98%
CYP3A4 substrate	+	0.7097	70.97%
CYP2C9 substrate	-	0.7946	79.46%
CYP2D6 substrate	-	0.8616	86.16%
CYP3A4 inhibition	-	0.9074	90.74%
CYP2C9 inhibition	-	0.9133	91.33%
CYP2C19 inhibition	-	0.8472	84.72%
CYP2D6 inhibition	-	0.9014	90.14%
CYP1A2 inhibition	-	0.9017	90.17%
CYP2C8 inhibition	+	0.8639	86.39%
CYP inhibitory promiscuity	-	0.9071	90.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.8197	81.97%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7798	77.98%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	-	0.7716	77.16%
skin sensitisation	-	0.8681	86.81%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9578	95.78%
Acute Oral Toxicity (c)	III	0.4917	49.17%
Estrogen receptor binding	+	0.7407	74.07%
Androgen receptor binding	+	0.6637	66.37%
Thyroid receptor binding	+	0.5431	54.31%
Glucocorticoid receptor binding	+	0.5555	55.55%
Aromatase binding	+	0.5273	52.73%
PPAR gamma	+	0.7337	73.37%
Honey bee toxicity	-	0.6816	68.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9744	97.44%

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	99.80%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.98%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.10%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.06%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.38%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.74%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.39%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.25%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	90.81%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.77%	95.83%
CHEMBL3194	P02766	Transthyretin	89.77%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.37%	83.00%
CHEMBL2581	P07339	Cathepsin D	89.22%	98.95%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.90%	97.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.03%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.07%	89.62%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.20%	85.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.18%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.13%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	83.99%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.15%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.43%	94.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.16%	91.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.31%	86.92%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 163190798
• LOTUS: LTS0057173
• wikiData: Q23464928