2,3',4,4'-Tetrahydroxy-6-methoxybenzophenone

Details

• Internal ID: 2e7c7fdf-6368-4e9d-aee7-68688c5b8106
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: (2,4-dihydroxy-6-methoxyphenyl)-(3,4-dihydroxyphenyl)methanone
• SMILES (Canonical): COC1=CC(=CC(=C1C(=O)C2=CC(=C(C=C2)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1C(=O)C2=CC(=C(C=C2)O)O)O)O
• InChI: InChI=1S/C14H12O6/c1-20-12-6-8(15)5-11(18)13(12)14(19)7-2-3-9(16)10(17)4-7/h2-6,15-18H,1H3
• InChI Key: MLVVZWQVFLLMQZ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₆
• Molecular Weight: 276.24 g/mol
• Exact Mass: 276.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• CHEMBL452764
• SCHEMBL15773425
• (2,4-dihydroxy-6-methoxy-phenyl)-(3,4-dihydroxyphenyl)methanone
• 4,6,3',4'-tetrahydroxy-2-methoxybenzophenone
• (2,4-dihydroxy-6-methoxyphenyl)-(3,4-dihydroxyphenyl)methanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9469	94.69%
Caco-2	-	0.6873	68.73%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7654	76.54%
OATP2B1 inhibitior	-	0.6859	68.59%
OATP1B1 inhibitior	+	0.9558	95.58%
OATP1B3 inhibitior	+	0.9759	97.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6003	60.03%
P-glycoprotein inhibitior	-	0.9049	90.49%
P-glycoprotein substrate	-	0.8891	88.91%
CYP3A4 substrate	-	0.5806	58.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8026	80.26%
CYP3A4 inhibition	-	0.6817	68.17%
CYP2C9 inhibition	-	0.7394	73.94%
CYP2C19 inhibition	-	0.7138	71.38%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	+	0.8478	84.78%
CYP2C8 inhibition	+	0.7678	76.78%
CYP inhibitory promiscuity	+	0.5165	51.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8034	80.34%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9472	94.72%
Eye irritation	+	0.9478	94.78%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.7414	74.14%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8415	84.15%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6827	68.27%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.4831	48.31%
Acute Oral Toxicity (c)	III	0.7765	77.65%
Estrogen receptor binding	+	0.9134	91.34%
Androgen receptor binding	+	0.7924	79.24%
Thyroid receptor binding	+	0.6105	61.05%
Glucocorticoid receptor binding	+	0.9313	93.13%
Aromatase binding	+	0.8680	86.80%
PPAR gamma	+	0.6316	63.16%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9484	94.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4208	P20618	Proteasome component C5	94.75%	90.00%
CHEMBL3194	P02766	Transthyretin	94.61%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.96%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.08%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.70%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.45%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.31%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	85.89%	90.20%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.50%	94.42%

Plants that contains it

• Garcinia multiflora

Cross-Links

• PubChem: 10423558
• NPASS: NPC287722
• ChEMBL: CHEMBL452764
• LOTUS: LTS0147654
• wikiData: Q105167206