[2-[2-[2-(3,4-Dihydroxyphenyl)-5-hydroxy-4-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: de564a59-5ed1-40a6-a2fa-db37ccac12e5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [2-[2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OC2C(C(C(OC2OC3C(C(C(OC3OC4=C(OC5=CC(=CC(=C5C4=O)O)OC6C(C(C(C(O6)CO)O)O)O)C7=CC(=C(C=C7)O)O)CO)O)O)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)OC2C(C(C(OC2OC3C(C(C(OC3OC4=C(OC5=CC(=CC(=C5C4=O)O)OC6C(C(C(C(O6)CO)O)O)O)C7=CC(=C(C=C7)O)O)CO)O)O)CO)O)O)O
• InChI: InChI=1S/C42H46O24/c43-12-23-28(51)32(55)35(58)40(61-23)59-18-10-21(49)27-22(11-18)60-36(16-4-7-19(47)20(48)9-16)37(31(27)54)65-42-39(34(57)30(53)25(14-45)63-42)66-41-38(33(56)29(52)24(13-44)62-41)64-26(50)8-3-15-1-5-17(46)6-2-15/h1-11,23-25,28-30,32-35,38-49,51-53,55-58H,12-14H2
• InChI Key: DBYRCYCHEZRNKW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₆O₂₄
• Molecular Weight: 934.80 g/mol
• Exact Mass: 934.23790233 g/mol
• Topological Polar Surface Area (TPSA): 391.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -3.27
• H-Bond Acceptor: 24
• H-Bond Donor: 14
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5570	55.70%
Caco-2	-	0.8822	88.22%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5040	50.40%
OATP2B1 inhibitior	-	0.7120	71.20%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7816	78.16%
P-glycoprotein inhibitior	+	0.7066	70.66%
P-glycoprotein substrate	-	0.5129	51.29%
CYP3A4 substrate	+	0.6935	69.35%
CYP2C9 substrate	-	0.8109	81.09%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.9209	92.09%
CYP2C9 inhibition	-	0.8990	89.90%
CYP2C19 inhibition	-	0.8708	87.08%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.9325	93.25%
CYP2C8 inhibition	+	0.8825	88.25%
CYP inhibitory promiscuity	-	0.7843	78.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.8335	83.35%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7129	71.29%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7321	73.21%
skin sensitisation	-	0.8754	87.54%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9428	94.28%
Acute Oral Toxicity (c)	IV	0.4410	44.10%
Estrogen receptor binding	+	0.7650	76.50%
Androgen receptor binding	+	0.6945	69.45%
Thyroid receptor binding	+	0.5401	54.01%
Glucocorticoid receptor binding	-	0.4763	47.63%
Aromatase binding	+	0.5379	53.79%
PPAR gamma	+	0.7274	72.74%
Honey bee toxicity	-	0.6365	63.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9324	93.24%

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	99.77%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.55%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.36%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.60%	86.33%
CHEMBL3194	P02766	Transthyretin	94.74%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.74%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.46%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.29%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.28%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.13%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.82%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.87%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.55%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	89.46%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.85%	80.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.93%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	86.07%	98.35%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.06%	95.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.19%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.30%	97.28%
CHEMBL4208	P20618	Proteasome component C5	82.58%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.31%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.71%	94.00%

Plants that contains it

• Ranunculus lanuginosus

Cross-Links

• PubChem: 74978185
• LOTUS: LTS0237423
• wikiData: Q104975034