1-Butanone, 1-[3-acetyl-2,4,6-trihydroxy-5-(2-hydroxy-3-methyl-3-butenyl)phenyl]-3-methyl-

Details

• Internal ID: a728b2df-4146-4d68-b363-e8e222b713f9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[3-acetyl-2,4,6-trihydroxy-5-(2-hydroxy-3-methylbut-3-enyl)phenyl]-3-methylbutan-1-one
• InChI: InChI=1S/C18H24O6/c1-8(2)6-13(21)15-17(23)11(7-12(20)9(3)4)16(22)14(10(5)19)18(15)24/h8,12,20,22-24H,3,6-7H2,1-2,4-5H3
• InChI Key: IVCZSTVLAZFXIS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₆
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.15728848 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• 1-[3-acetyl-2,4,6-trihydroxy-5-(2-hydroxy-3-methyl-but-3-enyl)phenyl]-3-methyl-butan-1-one
• 1-Butanone, 1-[3-acetyl-2,4,6-trihydroxy-5-(2-hydroxy-3-methyl-3-butenyl)phenyl]-3-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	-	0.5676	56.76%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6747	67.47%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.7559	75.59%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8723	87.23%
P-glycoprotein inhibitior	-	0.8669	86.69%
P-glycoprotein substrate	-	0.7937	79.37%
CYP3A4 substrate	-	0.5279	52.79%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	+	0.6606	66.06%
CYP2C9 inhibition	+	0.5459	54.59%
CYP2C19 inhibition	+	0.6615	66.15%
CYP2D6 inhibition	-	0.7266	72.66%
CYP1A2 inhibition	+	0.6450	64.50%
CYP2C8 inhibition	-	0.9049	90.49%
CYP inhibitory promiscuity	-	0.6314	63.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7950	79.50%
Carcinogenicity (trinary)	Non-required	0.7389	73.89%
Eye corrosion	-	0.9749	97.49%
Eye irritation	+	0.6106	61.06%
Skin irritation	-	0.6940	69.40%
Skin corrosion	-	0.8419	84.19%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5054	50.54%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	+	0.6409	64.09%
skin sensitisation	+	0.6342	63.42%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5622	56.22%
Acute Oral Toxicity (c)	III	0.5009	50.09%
Estrogen receptor binding	+	0.5776	57.76%
Androgen receptor binding	-	0.6990	69.90%
Thyroid receptor binding	-	0.5352	53.52%
Glucocorticoid receptor binding	+	0.6560	65.60%
Aromatase binding	-	0.5585	55.85%
PPAR gamma	+	0.6994	69.94%
Honey bee toxicity	-	0.8933	89.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.31%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.92%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.83%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.20%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.05%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	82.23%	94.73%

Plants that contains it

• Medicosma sessiliflora

Cross-Links

• PubChem: 503991
• LOTUS: LTS0164272
• wikiData: Q105120978