Benzyl 6-hydroxy-2,3-dimethoxybenzoate

Details

• Internal ID: 6f20fd49-4e37-4485-944e-4e2fef18ac43
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > O-methoxybenzoic acids and derivatives
• IUPAC Name: benzyl 6-hydroxy-2,3-dimethoxybenzoate
• SMILES (Canonical): COC1=C(C(=C(C=C1)O)C(=O)OCC2=CC=CC=C2)OC
• SMILES (Isomeric): COC1=C(C(=C(C=C1)O)C(=O)OCC2=CC=CC=C2)OC
• InChI: InChI=1S/C16H16O5/c1-19-13-9-8-12(17)14(15(13)20-2)16(18)21-10-11-6-4-3-5-7-11/h3-9,17H,10H2,1-2H3
• InChI Key: HKRGBDMRFLWKMB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 63147-21-7
• DTXSID10565271

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	+	0.8383	83.83%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9210	92.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9506	95.06%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4841	48.41%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.9385	93.85%
CYP3A4 substrate	-	0.5334	53.34%
CYP2C9 substrate	-	0.8157	81.57%
CYP2D6 substrate	-	0.8398	83.98%
CYP3A4 inhibition	-	0.8433	84.33%
CYP2C9 inhibition	-	0.7048	70.48%
CYP2C19 inhibition	-	0.6050	60.50%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	-	0.6072	60.72%
CYP2C8 inhibition	+	0.6759	67.59%
CYP inhibitory promiscuity	-	0.5194	51.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7843	78.43%
Carcinogenicity (trinary)	Non-required	0.7416	74.16%
Eye corrosion	-	0.9728	97.28%
Eye irritation	+	0.8500	85.00%
Skin irritation	-	0.7305	73.05%
Skin corrosion	-	0.9897	98.97%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4654	46.54%
Micronuclear	+	0.5673	56.73%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8805	88.05%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.7269	72.69%
Acute Oral Toxicity (c)	III	0.7228	72.28%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.8057	80.57%
Thyroid receptor binding	+	0.5553	55.53%
Glucocorticoid receptor binding	-	0.6295	62.95%
Aromatase binding	-	0.5665	56.65%
PPAR gamma	-	0.5171	51.71%
Honey bee toxicity	-	0.9296	92.96%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6477	64.77%
Fish aquatic toxicity	+	0.9730	97.30%

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	96.94%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.82%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.44%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.59%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.25%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	87.96%	90.20%
CHEMBL2535	P11166	Glucose transporter	85.69%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.39%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.24%	99.15%

Plants that contains it

• Brickellia veronicifolia

Cross-Links

• PubChem: 14910568
• LOTUS: LTS0246403
• wikiData: Q82450278