5,7-Dihydroxycoumarin 7-O-beta-D-glucopyranoside

Details

• Internal ID: 66e6ccfa-9745-429a-ad2a-05d83e3df012
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
• InChI: InChI=1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)22-6-3-8(17)7-1-2-11(18)23-9(7)4-6/h1-4,10,12-17,19-21H,5H2/t10-,12-,13+,14-,15-/m1/s1
• InChI Key: PMKPSPVMSCXFLK-TVKJYDDYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₉
• Molecular Weight: 340.28 g/mol
• Exact Mass: 340.07943208 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• 944726-22-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6367	63.67%
Caco-2	-	0.8671	86.71%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5792	57.92%
OATP2B1 inhibitior	-	0.5586	55.86%
OATP1B1 inhibitior	+	0.9251	92.51%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9312	93.12%
P-glycoprotein inhibitior	-	0.9513	95.13%
P-glycoprotein substrate	-	0.9221	92.21%
CYP3A4 substrate	+	0.5127	51.27%
CYP2C9 substrate	-	0.8141	81.41%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.9271	92.71%
CYP2C9 inhibition	-	0.9542	95.42%
CYP2C19 inhibition	-	0.9292	92.92%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.9202	92.02%
CYP2C8 inhibition	-	0.6635	66.35%
CYP inhibitory promiscuity	-	0.8566	85.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6617	66.17%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.7110	71.10%
Skin irritation	-	0.8079	80.79%
Skin corrosion	-	0.9743	97.43%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6917	69.17%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7545	75.45%
Acute Oral Toxicity (c)	III	0.4845	48.45%
Estrogen receptor binding	+	0.5285	52.85%
Androgen receptor binding	+	0.5931	59.31%
Thyroid receptor binding	+	0.5242	52.42%
Glucocorticoid receptor binding	+	0.7069	70.69%
Aromatase binding	+	0.6580	65.80%
PPAR gamma	+	0.6877	68.77%
Honey bee toxicity	-	0.7628	76.28%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.7264	72.64%

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	99.59%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.09%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.48%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.40%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.24%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	90.64%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.90%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.12%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.63%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.08%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	85.59%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.38%	99.17%
CHEMBL3194	P02766	Transthyretin	82.85%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.44%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.09%	96.21%

Plants that contains it

• Morus alba
• Morus nigra

Cross-Links

• PubChem: 102601185
• LOTUS: LTS0011119
• wikiData: Q105211544