2'-Methoxyaucuparin

Details

• Internal ID: 432377ee-380d-4b0b-9dea-58762179e0fc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 2,6-dimethoxy-4-(2-methoxyphenyl)phenol
• SMILES (Canonical): COC1=CC=CC=C1C2=CC(=C(C(=C2)OC)O)OC
• SMILES (Isomeric): COC1=CC=CC=C1C2=CC(=C(C(=C2)OC)O)OC
• InChI: InChI=1S/C15H16O4/c1-17-12-7-5-4-6-11(12)10-8-13(18-2)15(16)14(9-10)19-3/h4-9,16H,1-3H3
• InChI Key: GTMXRTKUWSWHFI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL3746939

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.8313	83.13%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8847	88.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8953	89.53%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5719	57.19%
P-glycoprotein inhibitior	-	0.8345	83.45%
P-glycoprotein substrate	-	0.8247	82.47%
CYP3A4 substrate	-	0.5536	55.36%
CYP2C9 substrate	-	0.7845	78.45%
CYP2D6 substrate	+	0.4222	42.22%
CYP3A4 inhibition	-	0.7715	77.15%
CYP2C9 inhibition	-	0.9415	94.15%
CYP2C19 inhibition	+	0.5994	59.94%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	+	0.5492	54.92%
CYP2C8 inhibition	+	0.7322	73.22%
CYP inhibitory promiscuity	+	0.6534	65.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7450	74.50%
Carcinogenicity (trinary)	Non-required	0.5469	54.69%
Eye corrosion	-	0.9752	97.52%
Eye irritation	+	0.9089	90.89%
Skin irritation	-	0.7860	78.60%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4724	47.24%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.6091	60.91%
skin sensitisation	-	0.9092	90.92%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.5899	58.99%
Acute Oral Toxicity (c)	III	0.6352	63.52%
Estrogen receptor binding	+	0.8765	87.65%
Androgen receptor binding	-	0.4901	49.01%
Thyroid receptor binding	+	0.7384	73.84%
Glucocorticoid receptor binding	+	0.8363	83.63%
Aromatase binding	+	0.8318	83.18%
PPAR gamma	+	0.6468	64.68%
Honey bee toxicity	-	0.9028	90.28%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7600	76.00%
Fish aquatic toxicity	+	0.9600	96.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.75%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.81%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.18%	82.69%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.08%	89.62%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	82.00%	89.32%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.79%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.51%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.44%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.07%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.90%	85.14%

Plants that contains it

• Chaenomeles sinensis
• Chaenomeles speciosa
• Photinia lucida
• Solanum aethiopicum
• Sorbus aucuparia

Cross-Links

• PubChem: 44720381
• NPASS: NPC154866
• ChEMBL: CHEMBL3746939
• LOTUS: LTS0142510
• wikiData: Q105019060