[6-[2-[5,7-Dihydroxy-4-oxo-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: b16a275b-1f55-4481-b6af-169cce3546a7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [6-[2-[5,7-dihydroxy-4-oxo-2-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3C4=C(C5=C(C=C4O)OC(=CC5=O)C6=CC=C(C=C6)OC7C(C(C(C(O7)CO)O)O)O)O)CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3C4=C(C5=C(C=C4O)OC(=CC5=O)C6=CC=C(C=C6)OC7C(C(C(C(O7)CO)O)O)O)O)CO)O)O)O)O)O)O
• InChI: InChI=1S/C43H48O23/c1-59-23-10-16(2-8-19(23)46)3-9-28(49)60-15-27-33(52)36(55)39(58)43(65-27)66-41-37(56)32(51)25(13-44)63-40(41)30-21(48)12-24-29(34(30)53)20(47)11-22(62-24)17-4-6-18(7-5-17)61-42-38(57)35(54)31(50)26(14-45)64-42/h2-12,25-27,31-33,35-46,48,50-58H,13-15H2,1H3
• InChI Key: NKQNBGQKLCZRCJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₈O₂₃
• Molecular Weight: 932.80 g/mol
• Exact Mass: 932.25863777 g/mol
• Topological Polar Surface Area (TPSA): 371.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.63
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5206	52.06%
Caco-2	-	0.8738	87.38%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5187	51.87%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.8422	84.22%
OATP1B3 inhibitior	+	0.9869	98.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5664	56.64%
P-glycoprotein inhibitior	+	0.7116	71.16%
P-glycoprotein substrate	+	0.5537	55.37%
CYP3A4 substrate	+	0.7043	70.43%
CYP2C9 substrate	-	0.8152	81.52%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.9297	92.97%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8635	86.35%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.8378	83.78%
CYP inhibitory promiscuity	-	0.7541	75.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6400	64.00%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.8356	83.56%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.6029	60.29%
Human Ether-a-go-go-Related Gene inhibition	+	0.7832	78.32%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8591	85.91%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9730	97.30%
Acute Oral Toxicity (c)	III	0.5949	59.49%
Estrogen receptor binding	+	0.8011	80.11%
Androgen receptor binding	+	0.7279	72.79%
Thyroid receptor binding	+	0.5433	54.33%
Glucocorticoid receptor binding	+	0.6481	64.81%
Aromatase binding	+	0.6001	60.01%
PPAR gamma	+	0.7550	75.50%
Honey bee toxicity	-	0.6616	66.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8772	87.72%

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	99.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.39%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.37%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.46%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.79%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.58%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.37%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.90%	98.95%
CHEMBL3194	P02766	Transthyretin	92.53%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.58%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.53%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.64%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.48%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.77%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.77%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.42%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.42%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	84.24%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.38%	92.62%
CHEMBL220	P22303	Acetylcholinesterase	82.08%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	82.03%	93.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.92%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.39%	94.45%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.35%	80.78%
CHEMBL4208	P20618	Proteasome component C5	80.66%	90.00%

Plants that contains it

• Cucumis sativus

Cross-Links

• PubChem: 74977507
• LOTUS: LTS0101869
• wikiData: Q105180824