[2-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: ee796599-4c16-4a6a-8acd-c075b7089250
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
• IUPAC Name: [2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2C3=C(C=C(C4=C3OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2C3=C(C=C(C4=C3OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)CO)O)O)O
• InChI: InChI=1S/C31H28O14/c1-42-22-8-13(2-5-16(22)34)3-7-24(39)45-31-28(41)27(40)23(12-32)44-30(31)26-19(37)10-18(36)25-20(38)11-21(43-29(25)26)14-4-6-15(33)17(35)9-14/h2-11,23,27-28,30-37,40-41H,12H2,1H3
• InChI Key: DLYIGTJKJDNXEZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₈O₁₄
• Molecular Weight: 624.50 g/mol
• Exact Mass: 624.14790556 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.78
• 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	+	0.5425	54.25%
Caco-2	-	0.9154	91.54%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5338	53.38%
OATP2B1 inhibitior	-	0.7027	70.27%
OATP1B1 inhibitior	+	0.8356	83.56%
OATP1B3 inhibitior	+	0.9862	98.62%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8529	85.29%
P-glycoprotein inhibitior	+	0.7202	72.02%
P-glycoprotein substrate	-	0.5339	53.39%
CYP3A4 substrate	+	0.6637	66.37%
CYP2C9 substrate	-	0.7995	79.95%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.8860	88.60%
CYP2C9 inhibition	-	0.8507	85.07%
CYP2C19 inhibition	-	0.8914	89.14%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.9210	92.10%
CYP2C8 inhibition	+	0.8141	81.41%
CYP inhibitory promiscuity	-	0.7641	76.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6567	65.67%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9097	90.97%
Skin irritation	-	0.8218	82.18%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.6492	64.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.8206	82.06%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9483	94.83%
Acute Oral Toxicity (c)	III	0.5720	57.20%
Estrogen receptor binding	+	0.7885	78.85%
Androgen receptor binding	+	0.7906	79.06%
Thyroid receptor binding	+	0.5232	52.32%
Glucocorticoid receptor binding	+	0.6858	68.58%
Aromatase binding	-	0.5315	53.15%
PPAR gamma	+	0.6850	68.50%
Honey bee toxicity	-	0.6945	69.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8948	89.48%

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%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.40%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.30%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.35%	96.00%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.36%	95.56%
CHEMBL3194	P02766	Transthyretin	92.64%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	92.29%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.68%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.21%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.50%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.07%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.37%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.30%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.14%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.03%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.71%	97.28%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.75%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.35%	94.45%
CHEMBL308	P06493	Cyclin-dependent kinase 1	82.25%	91.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.56%	91.71%

Plants that contains it

• Trollius ledebourii

Cross-Links

• PubChem: 74977577
• LOTUS: LTS0011482
• wikiData: Q104984854