Methyl peniphenone

Details

• Internal ID: d619a30d-c3b5-4e61-a8aa-f1bf867166be
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: methyl 2-(2,6-dihydroxybenzoyl)-3-hydroxybenzoate
• SMILES (Canonical): COC(=O)C1=C(C(=CC=C1)O)C(=O)C2=C(C=CC=C2O)O
• SMILES (Isomeric): COC(=O)C1=C(C(=CC=C1)O)C(=O)C2=C(C=CC=C2O)O
• InChI: InChI=1S/C15H12O6/c1-21-15(20)8-4-2-5-9(16)12(8)14(19)13-10(17)6-3-7-11(13)18/h2-7,16-18H,1H3
• InChI Key: KHHJYIHJODJKBJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• methyl 2-(2,6-dihydroxybenzoyl)-3-hydroxybenzoate
• RefChem:157987
• Methyl 2-(2,6-dihydroxybenzoyl)-3-hydroxybenzoic acid
• CHEBI:202071

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9497	94.97%
Caco-2	+	0.6170	61.70%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8810	88.10%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.9590	95.90%
OATP1B3 inhibitior	+	0.8560	85.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8171	81.71%
P-glycoprotein inhibitior	-	0.7731	77.31%
P-glycoprotein substrate	-	0.9111	91.11%
CYP3A4 substrate	-	0.5886	58.86%
CYP2C9 substrate	-	0.8157	81.57%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.8700	87.00%
CYP2C9 inhibition	+	0.6293	62.93%
CYP2C19 inhibition	-	0.7713	77.13%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.5336	53.36%
CYP2C8 inhibition	-	0.6584	65.84%
CYP inhibitory promiscuity	-	0.7086	70.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7156	71.56%
Carcinogenicity (trinary)	Non-required	0.7222	72.22%
Eye corrosion	-	0.9836	98.36%
Eye irritation	+	0.9181	91.81%
Skin irritation	-	0.6544	65.44%
Skin corrosion	-	0.8581	85.81%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7802	78.02%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9491	94.91%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6904	69.04%
Acute Oral Toxicity (c)	III	0.4358	43.58%
Estrogen receptor binding	+	0.8825	88.25%
Androgen receptor binding	-	0.7025	70.25%
Thyroid receptor binding	-	0.4939	49.39%
Glucocorticoid receptor binding	+	0.9207	92.07%
Aromatase binding	+	0.5490	54.90%
PPAR gamma	+	0.6528	65.28%
Honey bee toxicity	-	0.9750	97.50%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9831	98.31%

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	92.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.47%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.84%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	87.73%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	87.58%	94.73%
CHEMBL2535	P11166	Glucose transporter	87.00%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.78%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.03%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.93%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584437
• LOTUS: LTS0130572
• wikiData: Q77368975