4-Hydroxy-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyfuro[3,2-g]chromen-7-one

Details

• Internal ID: 318ea5eb-1b97-4d2d-bbf6-2ed01ae097e3
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 4-hydroxy-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyfuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C17H16O10/c18-5-8-11(21)12(22)13(23)17(25-8)27-16-14-7(3-4-24-14)10(20)6-1-2-9(19)26-15(6)16/h1-4,8,11-13,17-18,20-23H,5H2
• InChI Key: BJMLYEOKHCSNDB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₁₀
• Molecular Weight: 380.30 g/mol
• Exact Mass: 380.07434670 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.58
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4818	48.18%
Caco-2	-	0.9143	91.43%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6587	65.87%
OATP2B1 inhibitior	-	0.5615	56.15%
OATP1B1 inhibitior	+	0.8689	86.89%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8739	87.39%
P-glycoprotein inhibitior	-	0.7737	77.37%
P-glycoprotein substrate	-	0.8873	88.73%
CYP3A4 substrate	+	0.5281	52.81%
CYP2C9 substrate	-	0.8141	81.41%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.9218	92.18%
CYP2C19 inhibition	-	0.8576	85.76%
CYP2D6 inhibition	-	0.8778	87.78%
CYP1A2 inhibition	-	0.8781	87.81%
CYP2C8 inhibition	-	0.5645	56.45%
CYP inhibitory promiscuity	-	0.7078	70.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5792	57.92%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8358	83.58%
Skin irritation	-	0.8014	80.14%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6768	67.68%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	-	0.5643	56.43%
skin sensitisation	-	0.8787	87.87%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8936	89.36%
Acute Oral Toxicity (c)	III	0.5546	55.46%
Estrogen receptor binding	+	0.7955	79.55%
Androgen receptor binding	+	0.6780	67.80%
Thyroid receptor binding	+	0.5457	54.57%
Glucocorticoid receptor binding	+	0.7569	75.69%
Aromatase binding	+	0.6990	69.90%
PPAR gamma	+	0.7187	71.87%
Honey bee toxicity	-	0.8225	82.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6421	64.21%
Fish aquatic toxicity	+	0.7886	78.86%

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	99.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.55%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.61%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.37%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.92%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.89%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.20%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.55%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.32%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.62%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.02%	86.92%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.54%	94.03%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.42%	89.34%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.06%	95.83%

Plants that contains it

• Ficus ruficaulis

Cross-Links

• PubChem: 73797069
• LOTUS: LTS0013802
• wikiData: Q104937173