1-[2,6-Dihydroxy-4-(3-methylbut-2-enoxy)phenyl]butan-1-one

Details

• Internal ID: 572b06cb-41e7-4857-883b-e152a0949774
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[2,6-dihydroxy-4-(3-methylbut-2-enoxy)phenyl]butan-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C=C(C=C1O)OCC=C(C)C)O
• SMILES (Isomeric): CCCC(=O)C1=C(C=C(C=C1O)OCC=C(C)C)O
• InChI: InChI=1S/C15H20O4/c1-4-5-12(16)15-13(17)8-11(9-14(15)18)19-7-6-10(2)3/h6,8-9,17-18H,4-5,7H2,1-3H3
• InChI Key: GXJJOYBXNLVLRU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.9122	91.22%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8872	88.72%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4636	46.36%
P-glycoprotein inhibitior	-	0.7635	76.35%
P-glycoprotein substrate	-	0.9020	90.20%
CYP3A4 substrate	-	0.5831	58.31%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.7946	79.46%
CYP3A4 inhibition	+	0.6239	62.39%
CYP2C9 inhibition	+	0.6477	64.77%
CYP2C19 inhibition	+	0.7958	79.58%
CYP2D6 inhibition	-	0.6843	68.43%
CYP1A2 inhibition	+	0.9162	91.62%
CYP2C8 inhibition	-	0.6809	68.09%
CYP inhibitory promiscuity	+	0.7790	77.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7923	79.23%
Carcinogenicity (trinary)	Non-required	0.7022	70.22%
Eye corrosion	-	0.9849	98.49%
Eye irritation	+	0.8331	83.31%
Skin irritation	-	0.7590	75.90%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4706	47.06%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.5518	55.18%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4669	46.69%
Acute Oral Toxicity (c)	III	0.6811	68.11%
Estrogen receptor binding	+	0.7771	77.71%
Androgen receptor binding	-	0.5236	52.36%
Thyroid receptor binding	+	0.5975	59.75%
Glucocorticoid receptor binding	+	0.7636	76.36%
Aromatase binding	+	0.6596	65.96%
PPAR gamma	+	0.8425	84.25%
Honey bee toxicity	-	0.9239	92.39%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9901	99.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	95.04%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.91%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.15%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.06%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.84%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.59%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.75%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.32%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	82.59%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.46%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.68%	89.00%

Plants that contains it

• Helichrysum asperum

Cross-Links

• PubChem: 14282607
• LOTUS: LTS0189634
• wikiData: Q105023097