[2-[2,3-Dihydroxy-5-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: b5d9f65a-8f15-41d3-8cc1-dbb6da04c6cc
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [2-[2,3-dihydroxy-5-(3,5,7-trihydroxy-4-oxochromen-2-yl)phenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)OC2C(C(C(C(O2)CO)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)OC2C(C(C(C(O2)CO)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O
• InChI: InChI=1S/C28H24O17/c29-7-17-21(37)23(39)26(45-27(41)9-2-12(32)19(35)13(33)3-9)28(44-17)43-16-4-8(1-14(34)20(16)36)25-24(40)22(38)18-11(31)5-10(30)6-15(18)42-25/h1-6,17,21,23,26,28-37,39-40H,7H2
• InChI Key: KRAAAGFTDBNUGE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₇
• Molecular Weight: 632.50 g/mol
• Exact Mass: 632.10134929 g/mol
• Topological Polar Surface Area (TPSA): 294.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6249	62.49%
Caco-2	-	0.9148	91.48%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5589	55.89%
OATP2B1 inhibitior	-	0.5561	55.61%
OATP1B1 inhibitior	-	0.3444	34.44%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5601	56.01%
P-glycoprotein inhibitior	+	0.6447	64.47%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6599	65.99%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.9184	91.84%
CYP2C9 inhibition	-	0.9174	91.74%
CYP2C19 inhibition	-	0.9299	92.99%
CYP2D6 inhibition	-	0.9641	96.41%
CYP1A2 inhibition	-	0.9320	93.20%
CYP2C8 inhibition	+	0.8811	88.11%
CYP inhibitory promiscuity	-	0.8782	87.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7263	72.63%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8817	88.17%
Skin irritation	-	0.8274	82.74%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6651	66.51%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9201	92.01%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9195	91.95%
Acute Oral Toxicity (c)	IV	0.4205	42.05%
Estrogen receptor binding	+	0.7970	79.70%
Androgen receptor binding	+	0.6795	67.95%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6116	61.16%
Aromatase binding	-	0.4848	48.48%
PPAR gamma	+	0.6778	67.78%
Honey bee toxicity	-	0.7549	75.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5799	57.99%
Fish aquatic toxicity	+	0.8695	86.95%

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	99.21%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	98.45%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.51%	89.00%
CHEMBL3194	P02766	Transthyretin	97.24%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	96.78%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.47%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.29%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.98%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.47%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.47%	95.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.35%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.33%	86.92%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.91%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	87.22%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.30%	96.09%
CHEMBL2424	Q04760	Glyoxalase I	86.07%	91.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.04%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.86%	97.09%
CHEMBL4208	P20618	Proteasome component C5	82.67%	90.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.03%	89.34%
CHEMBL5255	O00206	Toll-like receptor 4	81.79%	92.50%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.67%	97.53%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.50%	94.42%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.64%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.57%	92.94%

Plants that contains it

• Geranium pratense

Cross-Links

• PubChem: 162845264
• LOTUS: LTS0035362
• wikiData: Q105144895