daphnetin 7-O-methyl ether 8-glucoside

Details

• Internal ID: ea2a947e-5673-4ed7-be8c-bd9f1fdc2321
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 7-methoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C=CC(=O)O2)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C=CC(=O)O2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C16H18O9/c1-22-8-4-2-7-3-5-10(18)24-14(7)15(8)25-16-13(21)12(20)11(19)9(6-17)23-16/h2-5,9,11-13,16-17,19-21H,6H2,1H3/t9-,11-,12+,13-,16+/m1/s1
• InChI Key: XFPZIWLMBRQHFB-HMXKMONRSA-N
• Popularity: 1 reference 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	-	0.8386	83.86%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5367	53.67%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9769	97.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6323	63.23%
P-glycoprotein inhibitior	-	0.8434	84.34%
P-glycoprotein substrate	-	0.9016	90.16%
CYP3A4 substrate	-	0.5160	51.60%
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	-	0.7407	74.07%
CYP inhibitory promiscuity	-	0.8094	80.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6881	68.81%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9549	95.49%
Skin irritation	-	0.8111	81.11%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5934	59.34%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9164	91.64%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6622	66.22%
Acute Oral Toxicity (c)	III	0.7058	70.58%
Estrogen receptor binding	+	0.5393	53.93%
Androgen receptor binding	+	0.6013	60.13%
Thyroid receptor binding	-	0.6243	62.43%
Glucocorticoid receptor binding	+	0.7211	72.11%
Aromatase binding	+	0.5245	52.45%
PPAR gamma	+	0.5908	59.08%
Honey bee toxicity	-	0.8692	86.92%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7749	77.49%
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	94.24%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.30%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.48%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.19%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.73%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.92%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.76%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.94%	86.92%
CHEMBL1255126	O15151	Protein Mdm4	81.38%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.72%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.19%	94.73%

Plants that contains it

• Eleutherococcus senticosus

Cross-Links

• PubChem: 135397942
• LOTUS: LTS0226360
• wikiData: Q105327171