Coumarin + 1O + 1MeO, O-Hex-Hex

Details

• Internal ID: c162ec1b-6b77-45e7-a8eb-33d7da25a791
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 7-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methoxychromen-2-one
• InChI: InChI=1S/C22H28O14/c1-31-10-4-8-2-3-14(25)32-9(8)5-11(10)33-22-20(18(29)16(27)13(7-24)35-22)36-21-19(30)17(28)15(26)12(6-23)34-21/h2-5,12-13,15-24,26-30H,6-7H2,1H3
• InChI Key: QJGJAMWLRCWSIH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₁₄
• Molecular Weight: 516.40 g/mol
• Exact Mass: 516.14790556 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -3.20
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6273	62.73%
Caco-2	-	0.8808	88.08%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5146	51.46%
OATP2B1 inhibitior	-	0.8458	84.58%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.9801	98.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6273	62.73%
P-glycoprotein inhibitior	-	0.7636	76.36%
P-glycoprotein substrate	-	0.7398	73.98%
CYP3A4 substrate	+	0.5422	54.22%
CYP2C9 substrate	-	0.8306	83.06%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	-	0.9444	94.44%
CYP2C9 inhibition	-	0.9354	93.54%
CYP2C19 inhibition	-	0.8939	89.39%
CYP2D6 inhibition	-	0.9321	93.21%
CYP1A2 inhibition	-	0.8906	89.06%
CYP2C8 inhibition	-	0.6629	66.29%
CYP inhibitory promiscuity	-	0.7984	79.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6590	65.90%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.8306	83.06%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5556	55.56%
Micronuclear	+	0.5933	59.33%
Hepatotoxicity	-	0.7726	77.26%
skin sensitisation	-	0.9117	91.17%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8100	81.00%
Acute Oral Toxicity (c)	III	0.6982	69.82%
Estrogen receptor binding	+	0.7612	76.12%
Androgen receptor binding	+	0.5208	52.08%
Thyroid receptor binding	+	0.5141	51.41%
Glucocorticoid receptor binding	+	0.5502	55.02%
Aromatase binding	+	0.6891	68.91%
PPAR gamma	+	0.7353	73.53%
Honey bee toxicity	-	0.8121	81.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.3910	39.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	97.94%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.15%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.32%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.85%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.95%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.29%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.06%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.47%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	84.44%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.63%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.33%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.02%	97.36%

Plants that contains it

• Viburnum tinus

Cross-Links

• PubChem: 73797138
• LOTUS: LTS0194613
• wikiData: Q105222644