3,4,5,3'-Tetrahydroxybenzophenone

Details

• Internal ID: 5ef62afe-9d47-4f9e-b1b6-f5baa9ef5973
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: (3-hydroxyphenyl)-(3,4,5-trihydroxyphenyl)methanone
• SMILES (Canonical): C1=CC(=CC(=C1)O)C(=O)C2=CC(=C(C(=C2)O)O)O
• SMILES (Isomeric): C1=CC(=CC(=C1)O)C(=O)C2=CC(=C(C(=C2)O)O)O
• InChI: InChI=1S/C13H10O5/c14-9-3-1-2-7(4-9)12(17)8-5-10(15)13(18)11(16)6-8/h1-6,14-16,18H
• InChI Key: BGRHXPHEMQYXJP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₅
• Molecular Weight: 246.21 g/mol
• Exact Mass: 246.05282342 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• 3,4,5,3'-Tetrahydroxybenzophenone
• SCHEMBL20533600
• BDBM50327908
• 3,4,5,3''-tetrahydroxybenzophenone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9428	94.28%
Caco-2	-	0.5476	54.76%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7115	71.15%
OATP2B1 inhibitior	-	0.6896	68.96%
OATP1B1 inhibitior	+	0.9072	90.72%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8865	88.65%
P-glycoprotein inhibitior	-	0.9464	94.64%
P-glycoprotein substrate	-	0.9557	95.57%
CYP3A4 substrate	-	0.6668	66.68%
CYP2C9 substrate	-	0.6329	63.29%
CYP2D6 substrate	-	0.7491	74.91%
CYP3A4 inhibition	-	0.5282	52.82%
CYP2C9 inhibition	-	0.6775	67.75%
CYP2C19 inhibition	-	0.9064	90.64%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.8305	83.05%
CYP2C8 inhibition	+	0.5079	50.79%
CYP inhibitory promiscuity	-	0.5323	53.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7823	78.23%
Carcinogenicity (trinary)	Non-required	0.6481	64.81%
Eye corrosion	-	0.9771	97.71%
Eye irritation	+	0.9929	99.29%
Skin irritation	+	0.7246	72.46%
Skin corrosion	-	0.8134	81.34%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8345	83.45%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.7899	78.99%
skin sensitisation	+	0.8782	87.82%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7708	77.08%
Acute Oral Toxicity (c)	III	0.8572	85.72%
Estrogen receptor binding	+	0.8475	84.75%
Androgen receptor binding	+	0.7700	77.00%
Thyroid receptor binding	+	0.6228	62.28%
Glucocorticoid receptor binding	+	0.8975	89.75%
Aromatase binding	+	0.7982	79.82%
PPAR gamma	+	0.7468	74.68%
Honey bee toxicity	-	0.9744	97.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9714	97.14%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4158	P49327	Fatty acid synthase	14760 nM	IC50	PMID: 20817450

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.88%	91.11%
CHEMBL3194	P02766	Transthyretin	90.90%	90.71%
CHEMBL2535	P11166	Glucose transporter	90.51%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.86%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.70%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.25%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.54%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.20%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.54%	90.71%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia mangostana
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Serpocaulon triseriale

Cross-Links

• PubChem: 52948815
• NPASS: NPC107672
• ChEMBL: CHEMBL1256379
• LOTUS: LTS0128581
• wikiData: Q104935699