(3,4-Dihydroxyphenyl)-(3,6,7-trihydroxynaphthalen-1-yl)methanone

Details

• Internal ID: fb2171e3-d6aa-40c8-a586-92e050b164cd
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: (3,4-dihydroxyphenyl)-(3,6,7-trihydroxynaphthalen-1-yl)methanone
• SMILES (Canonical): C1=CC(=C(C=C1C(=O)C2=C3C=C(C(=CC3=CC(=C2)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C(=O)C2=C3C=C(C(=CC3=CC(=C2)O)O)O)O)O
• InChI: InChI=1S/C17H12O6/c18-10-3-9-5-15(21)16(22)7-11(9)12(6-10)17(23)8-1-2-13(19)14(20)4-8/h1-7,18-22H
• InChI Key: YGXFJMBKKSJUBM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₆
• Molecular Weight: 312.27 g/mol
• Exact Mass: 312.06338810 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.5948	59.48%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8063	80.63%
OATP2B1 inhibitior	+	0.5849	58.49%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7668	76.68%
P-glycoprotein inhibitior	-	0.9373	93.73%
P-glycoprotein substrate	-	0.9096	90.96%
CYP3A4 substrate	-	0.6401	64.01%
CYP2C9 substrate	-	0.6508	65.08%
CYP2D6 substrate	-	0.7268	72.68%
CYP3A4 inhibition	-	0.7846	78.46%
CYP2C9 inhibition	+	0.5393	53.93%
CYP2C19 inhibition	-	0.8063	80.63%
CYP2D6 inhibition	-	0.8586	85.86%
CYP1A2 inhibition	+	0.9339	93.39%
CYP2C8 inhibition	+	0.7122	71.22%
CYP inhibitory promiscuity	-	0.6935	69.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8618	86.18%
Carcinogenicity (trinary)	Warning	0.5733	57.33%
Eye corrosion	-	0.9764	97.64%
Eye irritation	+	0.9609	96.09%
Skin irritation	+	0.8186	81.86%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8515	85.15%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.6821	68.21%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5893	58.93%
Acute Oral Toxicity (c)	III	0.6677	66.77%
Estrogen receptor binding	+	0.8713	87.13%
Androgen receptor binding	+	0.8919	89.19%
Thyroid receptor binding	+	0.6466	64.66%
Glucocorticoid receptor binding	+	0.9273	92.73%
Aromatase binding	+	0.7372	73.72%
PPAR gamma	+	0.8296	82.96%
Honey bee toxicity	-	0.9056	90.56%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9832	98.32%

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	97.15%	91.11%
CHEMBL2535	P11166	Glucose transporter	88.99%	98.75%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.99%	96.12%
CHEMBL4208	P20618	Proteasome component C5	87.54%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.51%	91.49%
CHEMBL3194	P02766	Transthyretin	86.19%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.24%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.91%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.75%	95.56%

Plants that contains it

• Curculigo breviscapa
• Curculigo sinensis

Cross-Links

• PubChem: 101733177
• LOTUS: LTS0239783
• wikiData: Q105348301