3-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: 5770da15-c227-4d8e-acc1-dee375ce54ad
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 3-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
• InChI: InChI=1S/C24H22O14/c25-10-4-15-20(13(28)6-14(36-15)9-1-2-11(26)12(27)3-9)16(5-10)37-24-23(34)22(33)21(32)17(38-24)8-35-19(31)7-18(29)30/h1-6,17,21-27,32-34H,7-8H2,(H,29,30)/t17-,21-,22+,23-,24-/m1/s1
• InChI Key: VEYQDRBZUNKCAF-ASDZUOGYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂O₁₄
• Molecular Weight: 534.40 g/mol
• Exact Mass: 534.10095537 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.22
• 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	-	0.5156	51.56%
Caco-2	-	0.9154	91.54%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5919	59.19%
OATP2B1 inhibitior	-	0.5510	55.10%
OATP1B1 inhibitior	+	0.9140	91.40%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5698	56.98%
P-glycoprotein inhibitior	+	0.5874	58.74%
P-glycoprotein substrate	-	0.6611	66.11%
CYP3A4 substrate	+	0.6133	61.33%
CYP2C9 substrate	+	0.5713	57.13%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	-	0.8731	87.31%
CYP2C9 inhibition	-	0.9393	93.93%
CYP2C19 inhibition	-	0.9222	92.22%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.9262	92.62%
CYP2C8 inhibition	+	0.7934	79.34%
CYP inhibitory promiscuity	-	0.9340	93.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6855	68.55%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8768	87.68%
Skin irritation	-	0.8213	82.13%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5182	51.82%
Micronuclear	+	0.7118	71.18%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9103	91.03%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8578	85.78%
Acute Oral Toxicity (c)	III	0.4846	48.46%
Estrogen receptor binding	+	0.8141	81.41%
Androgen receptor binding	+	0.6736	67.36%
Thyroid receptor binding	+	0.5186	51.86%
Glucocorticoid receptor binding	+	0.6294	62.94%
Aromatase binding	+	0.5655	56.55%
PPAR gamma	+	0.7012	70.12%
Honey bee toxicity	-	0.7579	75.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7199	71.99%
Fish aquatic toxicity	+	0.9497	94.97%

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	99.53%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	97.82%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.75%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.68%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.05%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.22%	85.14%
CHEMBL3194	P02766	Transthyretin	92.19%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.15%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.65%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.48%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.26%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.80%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.39%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	85.38%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.21%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.25%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.10%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.75%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	82.57%	91.19%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.37%	95.78%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.17%	82.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.52%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.45%	99.23%

Plants that contains it

• Equisetum arvense

Cross-Links

• PubChem: 14730808
• LOTUS: LTS0153718
• wikiData: Q105284919