Moscatilin diacetate

Details

• Internal ID: ccc0f96e-d468-42f1-81e5-460e2d743055
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: [4-[2-(4-acetyloxy-3,5-dimethoxyphenyl)ethyl]-2-methoxyphenyl] acetate
• SMILES (Canonical): CC(=O)OC1=C(C=C(C=C1)CCC2=CC(=C(C(=C2)OC)OC(=O)C)OC)OC
• SMILES (Isomeric): CC(=O)OC1=C(C=C(C=C1)CCC2=CC(=C(C(=C2)OC)OC(=O)C)OC)OC
• InChI: InChI=1S/C21H24O7/c1-13(22)27-17-9-8-15(10-18(17)24-3)6-7-16-11-19(25-4)21(28-14(2)23)20(12-16)26-5/h8-12H,6-7H2,1-5H3
• InChI Key: MADYYOXZBZYPPY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.15220310 g/mol
• Topological Polar Surface Area (TPSA): 80.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• CHEMBL471082

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	+	0.6711	67.11%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9070	90.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9153	91.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7290	72.90%
P-glycoprotein inhibitior	+	0.7153	71.53%
P-glycoprotein substrate	-	0.6625	66.25%
CYP3A4 substrate	-	0.5061	50.61%
CYP2C9 substrate	-	0.8132	81.32%
CYP2D6 substrate	-	0.7937	79.37%
CYP3A4 inhibition	-	0.8469	84.69%
CYP2C9 inhibition	-	0.6362	63.62%
CYP2C19 inhibition	+	0.6222	62.22%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	+	0.8462	84.62%
CYP2C8 inhibition	+	0.7737	77.37%
CYP inhibitory promiscuity	-	0.5511	55.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6796	67.96%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9633	96.33%
Eye irritation	-	0.6229	62.29%
Skin irritation	-	0.8902	89.02%
Skin corrosion	-	0.9761	97.61%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7868	78.68%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.7091	70.91%
skin sensitisation	-	0.9592	95.92%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5503	55.03%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.7890	78.90%
Acute Oral Toxicity (c)	III	0.7699	76.99%
Estrogen receptor binding	+	0.8235	82.35%
Androgen receptor binding	+	0.5467	54.67%
Thyroid receptor binding	+	0.6452	64.52%
Glucocorticoid receptor binding	+	0.7816	78.16%
Aromatase binding	-	0.6346	63.46%
PPAR gamma	+	0.5370	53.70%
Honey bee toxicity	-	0.7718	77.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5801	58.01%
Fish aquatic toxicity	+	0.9820	98.20%

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	96.61%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.27%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.15%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.55%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.37%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.80%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	87.46%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.64%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.02%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.11%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.58%	95.50%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.17%	91.11%
CHEMBL4208	P20618	Proteasome component C5	80.05%	90.00%

Plants that contains it

• Dendrobium loddigesii

Cross-Links

• PubChem: 11740968
• LOTUS: LTS0034674
• wikiData: Q105160282