Diclavatol

Details

• Internal ID: 5b3827e4-e405-472f-bd62-ec34aa756996
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 1-[3-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-2,4-dihydroxy-5-methylphenyl]ethanone
• SMILES (Canonical): CC1=CC(=C(C(=C1O)CC2=C(C(=CC(=C2O)C(=O)C)C)O)O)C(=O)C
• SMILES (Isomeric): CC1=CC(=C(C(=C1O)CC2=C(C(=CC(=C2O)C(=O)C)C)O)O)C(=O)C
• InChI: InChI=1S/C19H20O6/c1-8-5-12(10(3)20)18(24)14(16(8)22)7-15-17(23)9(2)6-13(11(4)21)19(15)25/h5-6,22-25H,7H2,1-4H3
• InChI Key: LAUIOERDZDGCAE-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 1,1'-[methylenebis(2,4-dihydroxy-5-methyl-3,1-phenylene)]bis-ethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9606	96.06%
Caco-2	+	0.5926	59.26%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8612	86.12%
OATP2B1 inhibitior	-	0.5648	56.48%
OATP1B1 inhibitior	+	0.7209	72.09%
OATP1B3 inhibitior	-	0.2980	29.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6408	64.08%
P-glycoprotein inhibitior	-	0.7648	76.48%
P-glycoprotein substrate	-	0.9561	95.61%
CYP3A4 substrate	-	0.6809	68.09%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8096	80.96%
CYP3A4 inhibition	-	0.6141	61.41%
CYP2C9 inhibition	-	0.6647	66.47%
CYP2C19 inhibition	-	0.6536	65.36%
CYP2D6 inhibition	-	0.8396	83.96%
CYP1A2 inhibition	-	0.5166	51.66%
CYP2C8 inhibition	-	0.8427	84.27%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7488	74.88%
Carcinogenicity (trinary)	Non-required	0.7514	75.14%
Eye corrosion	-	0.9827	98.27%
Eye irritation	+	0.8938	89.38%
Skin irritation	-	0.7823	78.23%
Skin corrosion	-	0.9095	90.95%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5090	50.90%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.6650	66.50%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7690	76.90%
Acute Oral Toxicity (c)	III	0.8002	80.02%
Estrogen receptor binding	+	0.7759	77.59%
Androgen receptor binding	-	0.5091	50.91%
Thyroid receptor binding	-	0.5302	53.02%
Glucocorticoid receptor binding	+	0.5910	59.10%
Aromatase binding	-	0.7062	70.62%
PPAR gamma	+	0.5658	56.58%
Honey bee toxicity	-	0.9589	95.89%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9899	98.99%

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	94.05%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.85%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.83%	89.34%
CHEMBL2581	P07339	Cathepsin D	87.80%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.73%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.54%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.69%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.55%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.44%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.39%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129835056
• LOTUS: LTS0001076
• wikiData: Q104170767