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

Details

• Internal ID: 0a6e4e75-cd09-4293-a747-081fb6bea50c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-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(C4=C(C=C3O)OC(=CC4=O)C5=CC(=C(C=C5)O)O)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(C4=C(C=C3O)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)CO)O)O)O
• InChI: InChI=1S/C30H26O14/c31-12-22-25(38)27(40)29(43-23(37)8-3-13-1-5-15(32)6-2-13)30(42-22)44-28-19(36)11-21-24(26(28)39)18(35)10-20(41-21)14-4-7-16(33)17(34)9-14/h1-11,22,25,27,29-34,36,38-40H,12H2/b8-3+/t22-,25-,27+,29-,30+/m1/s1
• InChI Key: GDUKDXCFCUGUSD-MCXDURLZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₄
• Molecular Weight: 610.50 g/mol
• Exact Mass: 610.13225550 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4924	49.24%
Caco-2	-	0.9191	91.91%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5182	51.82%
OATP2B1 inhibitior	-	0.5510	55.10%
OATP1B1 inhibitior	+	0.8517	85.17%
OATP1B3 inhibitior	+	0.9769	97.69%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6331	63.31%
P-glycoprotein inhibitior	+	0.6464	64.64%
P-glycoprotein substrate	-	0.5922	59.22%
CYP3A4 substrate	+	0.6655	66.55%
CYP2C9 substrate	-	0.8109	81.09%
CYP2D6 substrate	-	0.8693	86.93%
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	+	0.8522	85.22%
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	-	0.8840	88.40%
Skin irritation	-	0.8151	81.51%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4221	42.21%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6446	64.46%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9760	97.60%
Acute Oral Toxicity (c)	III	0.3778	37.78%
Estrogen receptor binding	+	0.8215	82.15%
Androgen receptor binding	+	0.8096	80.96%
Thyroid receptor binding	+	0.5510	55.10%
Glucocorticoid receptor binding	+	0.6238	62.38%
Aromatase binding	-	0.4919	49.19%
PPAR gamma	+	0.7415	74.15%
Honey bee toxicity	-	0.6342	63.42%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9421	94.21%

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	99.89%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.39%	89.00%
CHEMBL3194	P02766	Transthyretin	97.68%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	94.96%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.03%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.00%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.31%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.49%	95.64%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.94%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.08%	91.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.98%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.78%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.13%	80.78%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.15%	83.57%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.86%	85.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.81%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.53%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.26%	95.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.25%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.25%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	82.93%	98.35%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.25%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.89%	94.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.83%	97.53%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.51%	96.21%

Plants that contains it

• Tinospora crispa

Cross-Links

• PubChem: 122183632
• LOTUS: LTS0260532
• wikiData: Q105006965