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

Details

• Internal ID: 613c60ef-331d-4673-9685-6e9088fe0092
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 8-methoxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
• InChI: InChI=1S/C16H18O9/c1-22-15-8(4-2-7-3-5-10(18)25-14(7)15)23-16-13(21)12(20)11(19)9(6-17)24-16/h2-5,9,11-13,16-17,19-21H,6H2,1H3
• InChI Key: DSJSXZXEYACBNV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₉
• Molecular Weight: 354.31 g/mol
• Exact Mass: 354.09508215 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.02
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5647	56.47%
Caco-2	-	0.8712	87.12%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5367	53.67%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9769	97.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6726	67.26%
P-glycoprotein inhibitior	-	0.8915	89.15%
P-glycoprotein substrate	-	0.9186	91.86%
CYP3A4 substrate	-	0.5257	52.57%
CYP2C9 substrate	-	0.8306	83.06%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	-	0.9107	91.07%
CYP2C9 inhibition	-	0.9346	93.46%
CYP2C19 inhibition	-	0.9158	91.58%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.8772	87.72%
CYP2C8 inhibition	-	0.7881	78.81%
CYP inhibitory promiscuity	-	0.8094	80.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6881	68.81%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9564	95.64%
Skin irritation	-	0.8111	81.11%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4527	45.27%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9164	91.64%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6402	64.02%
Acute Oral Toxicity (c)	III	0.7058	70.58%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5469	54.69%
Thyroid receptor binding	-	0.5890	58.90%
Glucocorticoid receptor binding	+	0.6917	69.17%
Aromatase binding	+	0.5382	53.82%
PPAR gamma	-	0.5084	50.84%
Honey bee toxicity	-	0.8878	88.78%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7849	78.49%
Fish aquatic toxicity	+	0.6492	64.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.87%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.72%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.99%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.82%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.76%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.72%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	82.52%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.42%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	82.13%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.37%	86.33%

Plants that contains it

• Rhododendron lepidotum

Cross-Links

• PubChem: 162875409
• LOTUS: LTS0230367
• wikiData: Q104987869