3',4-Diacetyl-2,2',3,6'-tetrahydroxy-biphenyl

Details

• Internal ID: b09dc022-1ffa-4a30-a35b-a27b01c9cf3c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenols
• IUPAC Name: 1-[4-(3-acetyl-2,6-dihydroxyphenyl)-2,3-dihydroxyphenyl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C(=C(C=C1)C2=C(C=CC(=C2O)C(=O)C)O)O)O
• SMILES (Isomeric): CC(=O)C1=C(C(=C(C=C1)C2=C(C=CC(=C2O)C(=O)C)O)O)O
• InChI: InChI=1S/C16H14O6/c1-7(17)9-5-6-12(19)13(14(9)20)11-4-3-10(8(2)18)15(21)16(11)22/h3-6,19-22H,1-2H3
• InChI Key: PWXVHDBBWJSGOT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 1,1'-(2,2',3,6'-Tetrahydroxy-1,1'-biphenyl-3',4-diyl)bisethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9337	93.37%
Caco-2	+	0.5710	57.10%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8478	84.78%
OATP2B1 inhibitior	-	0.5535	55.35%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.8652	86.52%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7540	75.40%
P-glycoprotein inhibitior	-	0.9151	91.51%
P-glycoprotein substrate	-	0.9190	91.90%
CYP3A4 substrate	-	0.5938	59.38%
CYP2C9 substrate	-	0.7993	79.93%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.6699	66.99%
CYP2C9 inhibition	+	0.5626	56.26%
CYP2C19 inhibition	-	0.8792	87.92%
CYP2D6 inhibition	-	0.8726	87.26%
CYP1A2 inhibition	+	0.7545	75.45%
CYP2C8 inhibition	-	0.8673	86.73%
CYP inhibitory promiscuity	-	0.6707	67.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7708	77.08%
Carcinogenicity (trinary)	Non-required	0.6925	69.25%
Eye corrosion	-	0.9869	98.69%
Eye irritation	+	0.5640	56.40%
Skin irritation	-	0.6319	63.19%
Skin corrosion	-	0.5982	59.82%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6903	69.03%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6551	65.51%
skin sensitisation	-	0.6076	60.76%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5441	54.41%
Acute Oral Toxicity (c)	III	0.8602	86.02%
Estrogen receptor binding	+	0.7635	76.35%
Androgen receptor binding	-	0.5958	59.58%
Thyroid receptor binding	-	0.5763	57.63%
Glucocorticoid receptor binding	+	0.8474	84.74%
Aromatase binding	-	0.7115	71.15%
PPAR gamma	+	0.5394	53.94%
Honey bee toxicity	-	0.9465	94.65%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9885	98.85%

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	98.08%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.37%	91.49%
CHEMBL2581	P07339	Cathepsin D	88.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.97%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.15%	99.15%
CHEMBL4208	P20618	Proteasome component C5	84.32%	90.00%
CHEMBL2039	P27338	Monoamine oxidase B	83.42%	92.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.11%	95.56%

Plants that contains it

• Cynanchum wilfordii
• Flemingia prostrata
• Mesembryanthemum tortuosum

Cross-Links

• PubChem: 101931848
• NPASS: NPC249624
• LOTUS: LTS0085120
• wikiData: Q105216046