[2-Acetyloxy-4,5-dihydroxy-3,6-bis(4-hydroxyphenyl)phenyl] acetate

Details

• Internal ID: 642d471d-5d4f-40e8-bbda-6c754bc21bd6
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Terphenyls > P-terphenyls
• IUPAC Name: [2-acetyloxy-4,5-dihydroxy-3,6-bis(4-hydroxyphenyl)phenyl] acetate
• SMILES (Canonical): CC(=O)OC1=C(C(=C(C(=C1C2=CC=C(C=C2)O)O)O)C3=CC=C(C=C3)O)OC(=O)C
• SMILES (Isomeric): CC(=O)OC1=C(C(=C(C(=C1C2=CC=C(C=C2)O)O)O)C3=CC=C(C=C3)O)OC(=O)C
• InChI: InChI=1S/C22H18O8/c1-11(23)29-21-17(13-3-7-15(25)8-4-13)19(27)20(28)18(22(21)30-12(2)24)14-5-9-16(26)10-6-14/h3-10,25-28H,1-2H3
• InChI Key: AOOKBXRZOJECCD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₈
• Molecular Weight: 410.40 g/mol
• Exact Mass: 410.10016753 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• DTXSID901170548
• BDBM50046188
• [1,1':4',1''-Terphenyl]-2',3',4,4'',5',6'-hexol, 2',3'-diacetate
• 350030-66-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9548	95.48%
Caco-2	-	0.7869	78.69%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.9281	92.81%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.8793	87.93%
OATP1B3 inhibitior	+	0.8193	81.93%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9418	94.18%
P-glycoprotein inhibitior	-	0.4708	47.08%
P-glycoprotein substrate	-	0.9656	96.56%
CYP3A4 substrate	-	0.5635	56.35%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	-	0.9532	95.32%
CYP2C9 inhibition	-	0.5784	57.84%
CYP2C19 inhibition	-	0.8862	88.62%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.6355	63.55%
CYP2C8 inhibition	+	0.6301	63.01%
CYP inhibitory promiscuity	-	0.8378	83.78%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7508	75.08%
Carcinogenicity (trinary)	Non-required	0.6343	63.43%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.6869	68.69%
Skin irritation	-	0.7588	75.88%
Skin corrosion	-	0.8955	89.55%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4269	42.69%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8861	88.61%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5516	55.16%
Acute Oral Toxicity (c)	III	0.6254	62.54%
Estrogen receptor binding	+	0.8200	82.00%
Androgen receptor binding	+	0.8591	85.91%
Thyroid receptor binding	-	0.5632	56.32%
Glucocorticoid receptor binding	+	0.7631	76.31%
Aromatase binding	-	0.5053	50.53%
PPAR gamma	+	0.5801	58.01%
Honey bee toxicity	-	0.8875	88.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6205	62.05%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.93%	95.64%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.14%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.30%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.31%	93.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.00%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.92%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.92%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.57%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	81.56%	98.35%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 86302389
• LOTUS: LTS0064824
• wikiData: Q104915836