2,4-Dihydroxy-6-methoxy-3-methylacetophenone-4-O-beta-D-glucopyranoside

Details

• Internal ID: 49fb276f-dca1-4edc-8f75-c33b6ed56213
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[2-hydroxy-6-methoxy-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone
• InChI: InChI=1S/C16H22O9/c1-6-8(4-9(23-3)11(7(2)18)12(6)19)24-16-15(22)14(21)13(20)10(5-17)25-16/h4,10,13-17,19-22H,5H2,1-3H3/t10-,13-,14+,15-,16-/m1/s1
• InChI Key: HZEXCJMJSQYDRH-LMXXTMHSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₉
• Molecular Weight: 358.34 g/mol
• Exact Mass: 358.12638228 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.91
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7092	70.92%
Caco-2	-	0.7783	77.83%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6607	66.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8251	82.51%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7796	77.96%
P-glycoprotein inhibitior	-	0.8920	89.20%
P-glycoprotein substrate	-	0.8572	85.72%
CYP3A4 substrate	+	0.5372	53.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.8502	85.02%
CYP2C9 inhibition	-	0.8926	89.26%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9095	90.95%
CYP1A2 inhibition	-	0.8545	85.45%
CYP2C8 inhibition	-	0.6554	65.54%
CYP inhibitory promiscuity	-	0.7420	74.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7524	75.24%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9308	93.08%
Skin irritation	-	0.8474	84.74%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5918	59.18%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.7287	72.87%
skin sensitisation	-	0.8950	89.50%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8230	82.30%
Acute Oral Toxicity (c)	III	0.7671	76.71%
Estrogen receptor binding	+	0.5907	59.07%
Androgen receptor binding	-	0.6841	68.41%
Thyroid receptor binding	+	0.6001	60.01%
Glucocorticoid receptor binding	-	0.5239	52.39%
Aromatase binding	+	0.5537	55.37%
PPAR gamma	+	0.5556	55.56%
Honey bee toxicity	-	0.8948	89.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7855	78.55%
Fish aquatic toxicity	-	0.4537	45.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.88%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.00%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.29%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.16%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.97%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	89.48%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.01%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.58%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.66%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.18%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.48%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.39%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.53%	92.94%

Plants that contains it

• Euphorbia ebracteolata

Cross-Links

• PubChem: 5316796
• NPASS: NPC108619
• LOTUS: LTS0178898
• wikiData: Q105035640