7-[(4,8-Dihydroxy-7-oxo-2,6-dioxabicyclo[3.2.1]octan-3-yl)oxy]-5,6-dihydroxy-2-phenylchromen-4-one

Details

• Internal ID: 86aa6289-a76f-4387-a5a2-b6317b22aa31
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(4,8-dihydroxy-7-oxo-2,6-dioxabicyclo[3.2.1]octan-3-yl)oxy]-5,6-dihydroxy-2-phenylchromen-4-one
• InChI: InChI=1S/C21H16O10/c22-9-6-10(8-4-2-1-3-5-8)28-11-7-12(14(23)15(24)13(9)11)29-21-17(26)18-16(25)19(31-21)20(27)30-18/h1-7,16-19,21,23-26H
• InChI Key: KZMNJHYDTYSPTO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₆O₁₀
• Molecular Weight: 428.30 g/mol
• Exact Mass: 428.07434670 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8146	81.46%
Caco-2	-	0.9294	92.94%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6745	67.45%
OATP2B1 inhibitior	+	0.5247	52.47%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5312	53.12%
P-glycoprotein inhibitior	-	0.6676	66.76%
P-glycoprotein substrate	-	0.7616	76.16%
CYP3A4 substrate	+	0.5870	58.70%
CYP2C9 substrate	+	0.5636	56.36%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	+	0.6189	61.89%
CYP2C9 inhibition	-	0.6774	67.74%
CYP2C19 inhibition	-	0.5127	51.27%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	-	0.7447	74.47%
CYP2C8 inhibition	+	0.5902	59.02%
CYP inhibitory promiscuity	-	0.6694	66.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5648	56.48%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7940	79.40%
Skin irritation	-	0.6558	65.58%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.8011	80.11%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8524	85.24%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8196	81.96%
Acute Oral Toxicity (c)	II	0.4913	49.13%
Estrogen receptor binding	+	0.8220	82.20%
Androgen receptor binding	+	0.7806	78.06%
Thyroid receptor binding	+	0.5531	55.31%
Glucocorticoid receptor binding	+	0.6726	67.26%
Aromatase binding	+	0.5623	56.23%
PPAR gamma	+	0.7525	75.25%
Honey bee toxicity	-	0.6376	63.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.9737	97.37%

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	99.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.16%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.03%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.74%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.93%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.73%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.24%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.50%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.23%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.12%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.78%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	81.44%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	81.28%	94.73%
CHEMBL3194	P02766	Transthyretin	81.11%	90.71%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.92%	89.23%

Plants that contains it

• Scutellaria baicalensis

Cross-Links

• PubChem: 69755698
• LOTUS: LTS0111934
• wikiData: Q105148334