[2-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 0818453c-09d2-41a1-95a7-97d5a9bacdc7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O
• InChI: InChI=1S/C28H24O16/c29-8-18-21(37)25(43-27(40)10-4-15(34)20(36)16(35)5-10)23(39)28(42-18)44-26-22(38)19-14(33)6-11(30)7-17(19)41-24(26)9-1-2-12(31)13(32)3-9/h1-7,18,21,23,25,28-37,39H,8H2
• InChI Key: VWQYDWPYNAPREU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₆
• Molecular Weight: 616.50 g/mol
• Exact Mass: 616.10643467 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5951	59.51%
Caco-2	-	0.9115	91.15%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5792	57.92%
OATP2B1 inhibitior	-	0.5481	54.81%
OATP1B1 inhibitior	+	0.7761	77.61%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.4685	46.85%
P-glycoprotein inhibitior	+	0.6480	64.80%
P-glycoprotein substrate	-	0.5874	58.74%
CYP3A4 substrate	+	0.6775	67.75%
CYP2C9 substrate	-	0.6294	62.94%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	-	0.9166	91.66%
CYP2C9 inhibition	-	0.9226	92.26%
CYP2C19 inhibition	-	0.9176	91.76%
CYP2D6 inhibition	-	0.9737	97.37%
CYP1A2 inhibition	-	0.9294	92.94%
CYP2C8 inhibition	+	0.9178	91.78%
CYP inhibitory promiscuity	-	0.8847	88.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7434	74.34%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8699	86.99%
Skin irritation	-	0.8189	81.89%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6987	69.87%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	+	0.5554	55.54%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9188	91.88%
Acute Oral Toxicity (c)	III	0.3814	38.14%
Estrogen receptor binding	+	0.7555	75.55%
Androgen receptor binding	+	0.7801	78.01%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6084	60.84%
Aromatase binding	-	0.5341	53.41%
PPAR gamma	+	0.6983	69.83%
Honey bee toxicity	-	0.7538	75.38%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.8628	86.28%

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	98.75%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.85%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.53%	89.00%
CHEMBL3194	P02766	Transthyretin	96.31%	90.71%
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.46%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.12%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.46%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.00%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.94%	99.15%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.79%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	87.25%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.67%	94.42%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.94%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.44%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.15%	96.09%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	84.02%	97.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.07%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.96%	96.21%
CHEMBL4208	P20618	Proteasome component C5	80.53%	90.00%
CHEMBL4530	P00488	Coagulation factor XIII	80.37%	96.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.36%	80.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.30%	95.56%

Plants that contains it

• Geranium tuberosum

Cross-Links

• PubChem: 163018681
• LOTUS: LTS0005899
• wikiData: Q105298229