7-Hydroxy-2-phenyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: d0305bc8-8f01-43ff-884c-b2d196562ec8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 7-hydroxy-2-phenyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• InChI: InChI=1S/C21H20O9/c22-9-16-18(25)19(26)20(27)21(30-16)29-15-7-11(23)6-14-17(15)12(24)8-13(28-14)10-4-2-1-3-5-10/h1-8,16,18-23,25-27H,9H2
• InChI Key: IRHAYEHCEVRWSB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₉
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.11073221 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5548	55.48%
Caco-2	-	0.9119	91.19%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6433	64.33%
OATP2B1 inhibitior	-	0.5343	53.43%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6649	66.49%
P-glycoprotein inhibitior	-	0.8118	81.18%
P-glycoprotein substrate	-	0.8809	88.09%
CYP3A4 substrate	+	0.5481	54.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8415	84.15%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.9435	94.35%
CYP2C19 inhibition	-	0.9426	94.26%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.9203	92.03%
CYP2C8 inhibition	+	0.6665	66.65%
CYP inhibitory promiscuity	-	0.7833	78.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6688	66.88%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8576	85.76%
Skin irritation	-	0.8111	81.11%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5569	55.69%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9256	92.56%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6292	62.92%
Acute Oral Toxicity (c)	III	0.4522	45.22%
Estrogen receptor binding	+	0.7964	79.64%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	+	0.5596	55.96%
Glucocorticoid receptor binding	+	0.6479	64.79%
Aromatase binding	+	0.7372	73.72%
PPAR gamma	+	0.7797	77.97%
Honey bee toxicity	-	0.7110	71.10%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.7773	77.73%

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	99.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.26%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.19%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.48%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.02%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.94%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	84.36%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.49%	95.50%
CHEMBL3194	P02766	Transthyretin	83.44%	90.71%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.43%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	83.37%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.54%	94.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.31%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.30%	99.23%

Plants that contains it

• Malus doumeri
• Pyracantha coccinea

Cross-Links

• PubChem: 74977424
• LOTUS: LTS0152258
• wikiData: Q105118837