1-[2,4,6-Trihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]butan-1-one

Details

• Internal ID: d0512ec6-7983-4cfe-8957-c212f4c77b0a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[2,4,6-trihydroxy-3-(3-methylbut-2-enyl)phenyl]butan-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C=C(C(=C1O)CC=C(C)C)O)O
• SMILES (Isomeric): CCCC(=O)C1=C(C=C(C(=C1O)CC=C(C)C)O)O
• InChI: InChI=1S/C15H20O4/c1-4-5-11(16)14-13(18)8-12(17)10(15(14)19)7-6-9(2)3/h6,8,17-19H,4-5,7H2,1-3H3
• InChI Key: UFVXYXGMXDOHHZ-UHFFFAOYSA-N
• Popularity: 1 reference 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): 77.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• CHEMBL3945645
• DTXSID70539953
• 1-[2,4,6-Trihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]butan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.8103	81.03%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8074	80.74%
OATP2B1 inhibitior	-	0.7115	71.15%
OATP1B1 inhibitior	+	0.8137	81.37%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6921	69.21%
P-glycoprotein inhibitior	-	0.8984	89.84%
P-glycoprotein substrate	-	0.8007	80.07%
CYP3A4 substrate	-	0.6047	60.47%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8207	82.07%
CYP3A4 inhibition	+	0.7764	77.64%
CYP2C9 inhibition	+	0.7044	70.44%
CYP2C19 inhibition	+	0.7917	79.17%
CYP2D6 inhibition	-	0.6633	66.33%
CYP1A2 inhibition	+	0.8571	85.71%
CYP2C8 inhibition	-	0.8261	82.61%
CYP inhibitory promiscuity	+	0.7933	79.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8234	82.34%
Carcinogenicity (trinary)	Non-required	0.7091	70.91%
Eye corrosion	-	0.9744	97.44%
Eye irritation	+	0.9083	90.83%
Skin irritation	-	0.6629	66.29%
Skin corrosion	-	0.8462	84.62%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6238	62.38%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5697	56.97%
skin sensitisation	+	0.6257	62.57%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8446	84.46%
Acute Oral Toxicity (c)	III	0.5417	54.17%
Estrogen receptor binding	+	0.7601	76.01%
Androgen receptor binding	-	0.5922	59.22%
Thyroid receptor binding	-	0.6668	66.68%
Glucocorticoid receptor binding	+	0.7669	76.69%
Aromatase binding	-	0.6650	66.50%
PPAR gamma	+	0.8820	88.20%
Honey bee toxicity	-	0.9568	95.68%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	97.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.00%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.72%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.19%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.06%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	86.76%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.49%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.41%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.21%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.81%	97.21%

Plants that contains it

• Helichrysum asperum

Cross-Links

• PubChem: 13411737
• LOTUS: LTS0134033
• wikiData: Q82415784