3-[[6-(5,6-Dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: 139242e6-9c7d-4c8c-b732-f9eab03599a5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[[6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
• InChI: InChI=1S/C24H22O13/c25-11-6-12(10-4-2-1-3-5-10)35-13-7-14(19(29)21(31)18(11)13)36-24-23(33)22(32)20(30)15(37-24)9-34-17(28)8-16(26)27/h1-7,15,20,22-24,29-33H,8-9H2,(H,26,27)
• InChI Key: NLRUTPIOMCJQKC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂O₁₃
• Molecular Weight: 518.40 g/mol
• Exact Mass: 518.10604075 g/mol
• Topological Polar Surface Area (TPSA): 210.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.08
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• 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	-	0.9287	92.87%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5919	59.19%
OATP2B1 inhibitior	-	0.5383	53.83%
OATP1B1 inhibitior	+	0.8360	83.60%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6389	63.89%
P-glycoprotein inhibitior	-	0.4854	48.54%
P-glycoprotein substrate	-	0.7175	71.75%
CYP3A4 substrate	+	0.6064	60.64%
CYP2C9 substrate	+	0.5635	56.35%
CYP2D6 substrate	-	0.8684	86.84%
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	+	0.7431	74.31%
CYP inhibitory promiscuity	-	0.9340	93.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6855	68.55%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8846	88.46%
Skin irritation	-	0.8213	82.13%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4874	48.74%
Micronuclear	+	0.7118	71.18%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9103	91.03%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9388	93.88%
Acute Oral Toxicity (c)	III	0.4846	48.46%
Estrogen receptor binding	+	0.8222	82.22%
Androgen receptor binding	+	0.6999	69.99%
Thyroid receptor binding	-	0.5167	51.67%
Glucocorticoid receptor binding	+	0.6281	62.81%
Aromatase binding	+	0.6164	61.64%
PPAR gamma	+	0.7441	74.41%
Honey bee toxicity	-	0.7639	76.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6549	65.49%
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%
CHEMBL2581	P07339	Cathepsin D	97.56%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.21%	85.14%
CHEMBL220	P22303	Acetylcholinesterase	95.63%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.57%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.37%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.34%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.95%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.81%	95.64%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.73%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.01%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.52%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	82.01%	94.73%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.83%	89.23%

Plants that contains it

• Cephalocereus senilis

Cross-Links

• PubChem: 74977827
• LOTUS: LTS0204413
• wikiData: Q105181532