1-(2,6-Dihydroxyphenyl)butan-1-one

Details

• Internal ID: 7f98d289-3f6c-4610-ad7d-09e45d62bc05
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(2,6-dihydroxyphenyl)butan-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C=CC=C1O)O
• SMILES (Isomeric): CCCC(=O)C1=C(C=CC=C1O)O
• InChI: InChI=1S/C10H12O3/c1-2-4-7(11)10-8(12)5-3-6-9(10)13/h3,5-6,12-13H,2,4H2,1H3
• InChI Key: GMFURTWBEPILKH-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20 g/mol
• Exact Mass: 180.078644241 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 10121-26-3
• 1-Butanone, 1-(2,6-dihydroxyphenyl)-
• Butyrylresorcin
• 2',6'-Dihydroxybutyrophenone
• SCHEMBL4181492
• CHEMBL3274339
• GMFURTWBEPILKH-UHFFFAOYSA-
• DTXSID50399198
• Butyrophenone, 2',6'-dihydroxy-
• AKOS024327776
• InChI=1/C10H12O3/c1-2-4-7(11)10-8(12)5-3-6-9(10)13/h3,5-6,12-13H,2,4H2,1H3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.9174	91.74%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8838	88.38%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9776	97.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9130	91.30%
P-glycoprotein inhibitior	-	0.9782	97.82%
P-glycoprotein substrate	-	0.9076	90.76%
CYP3A4 substrate	-	0.7206	72.06%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8096	80.96%
CYP3A4 inhibition	-	0.5074	50.74%
CYP2C9 inhibition	+	0.6407	64.07%
CYP2C19 inhibition	+	0.7468	74.68%
CYP2D6 inhibition	-	0.7533	75.33%
CYP1A2 inhibition	+	0.8075	80.75%
CYP2C8 inhibition	-	0.8956	89.56%
CYP inhibitory promiscuity	+	0.5132	51.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8134	81.34%
Carcinogenicity (trinary)	Non-required	0.6996	69.96%
Eye corrosion	-	0.7606	76.06%
Eye irritation	+	0.9904	99.04%
Skin irritation	+	0.6516	65.16%
Skin corrosion	-	0.5443	54.43%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8157	81.57%
Micronuclear	-	0.7541	75.41%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.7260	72.60%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6634	66.34%
Acute Oral Toxicity (c)	III	0.5722	57.22%
Estrogen receptor binding	-	0.6612	66.12%
Androgen receptor binding	-	0.7894	78.94%
Thyroid receptor binding	-	0.7905	79.05%
Glucocorticoid receptor binding	-	0.7692	76.92%
Aromatase binding	-	0.8949	89.49%
PPAR gamma	-	0.5824	58.24%
Honey bee toxicity	-	0.9937	99.37%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8651	86.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.36%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.99%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.07%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	83.84%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	83.00%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.73%	93.56%

Plants that contains it

• Acacia confusa
• Aquilaria sinensis
• Erica arborea
• Erica arborea
• Isodon lihsienensis
• Phoebe clemensii

Cross-Links

• PubChem: 4090226
• NPASS: NPC276111
• ChEMBL: CHEMBL3274339
• LOTUS: LTS0141108
• wikiData: Q82201597