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

Details

• Internal ID: 280c6367-cb13-42d1-aeec-28879df02a46
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OC2C(C(OC(C2O)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)CO)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)OC2C(C(OC(C2O)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)CO)O)O
• InChI: InChI=1S/C30H26O13/c31-13-24-27(38)29(43-25(37)8-3-14-1-5-16(32)6-2-14)28(39)30(42-24)40-17-10-20(35)26-21(36)12-22(41-23(26)11-17)15-4-7-18(33)19(34)9-15/h1-12,24,27-35,38-39H,13H2
• InChI Key: DYNVRVBFXQNVFF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₃
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.13734088 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7128	71.28%
Caco-2	-	0.9140	91.40%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5301	53.01%
OATP2B1 inhibitior	-	0.5517	55.17%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6860	68.60%
P-glycoprotein inhibitior	+	0.6017	60.17%
P-glycoprotein substrate	-	0.6020	60.20%
CYP3A4 substrate	+	0.6527	65.27%
CYP2C9 substrate	-	0.8077	80.77%
CYP2D6 substrate	-	0.8707	87.07%
CYP3A4 inhibition	-	0.8754	87.54%
CYP2C9 inhibition	-	0.8960	89.60%
CYP2C19 inhibition	-	0.8795	87.95%
CYP2D6 inhibition	-	0.9571	95.71%
CYP1A2 inhibition	-	0.9299	92.99%
CYP2C8 inhibition	+	0.8426	84.26%
CYP inhibitory promiscuity	-	0.8008	80.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7262	72.62%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8936	89.36%
Skin irritation	-	0.8070	80.70%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4058	40.58%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.8071	80.71%
skin sensitisation	-	0.8485	84.85%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9062	90.62%
Acute Oral Toxicity (c)	III	0.3823	38.23%
Estrogen receptor binding	+	0.8251	82.51%
Androgen receptor binding	+	0.8089	80.89%
Thyroid receptor binding	+	0.5616	56.16%
Glucocorticoid receptor binding	+	0.6564	65.64%
Aromatase binding	+	0.5447	54.47%
PPAR gamma	+	0.7509	75.09%
Honey bee toxicity	-	0.6260	62.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9393	93.93%

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	99.84%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.38%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.86%	89.00%
CHEMBL3194	P02766	Transthyretin	97.30%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.32%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.24%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.57%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.84%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.80%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.97%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.84%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.72%	91.71%
CHEMBL242	Q92731	Estrogen receptor beta	89.52%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	87.46%	94.73%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.22%	97.28%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.63%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.00%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.73%	96.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.56%	88.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.28%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.09%	85.14%

Plants that contains it

• Phlomis crinita

Cross-Links

• PubChem: 162967731
• LOTUS: LTS0198730
• wikiData: Q104991466