1-Butanone, 1-[5-acetyl-2,3-dihydro-4,6-dihydroxy-2-(1-hydroxy-1-methylethyl)-7-benzofuranyl]-3-methyl-

Details

• Internal ID: 56296351-1147-44cd-826a-adfde6321d16
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Butyrophenones
• IUPAC Name: 1-[5-acetyl-4,6-dihydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-7-yl]-3-methylbutan-1-one
• SMILES (Canonical): CC(C)CC(=O)C1=C2C(=C(C(=C1O)C(=O)C)O)CC(O2)C(C)(C)O
• SMILES (Isomeric): CC(C)CC(=O)C1=C2C(=C(C(=C1O)C(=O)C)O)CC(O2)C(C)(C)O
• InChI: InChI=1S/C18H24O6/c1-8(2)6-11(20)14-16(22)13(9(3)19)15(21)10-7-12(18(4,5)23)24-17(10)14/h8,12,21-23H,6-7H2,1-5H3
• InChI Key: CGKJDIIEXFOLDN-UHFFFAOYSA-N
• Popularity: 0 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): 104.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 1-[5-acetyl-4,6-dihydroxy-2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydrobenzofuran-7-yl]-3-methyl-butan-1-one
• 1-Butanone, 1-[5-acetyl-2,3-dihydro-4,6-dihydroxy-2-(1-hydroxy-1-methylethyl)-7-benzofuranyl]-3-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9683	96.83%
Caco-2	-	0.5682	56.82%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6490	64.90%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8336	83.36%
OATP1B3 inhibitior	+	0.9303	93.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8938	89.38%
P-glycoprotein inhibitior	-	0.8138	81.38%
P-glycoprotein substrate	-	0.6512	65.12%
CYP3A4 substrate	+	0.5651	56.51%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8021	80.21%
CYP3A4 inhibition	-	0.7866	78.66%
CYP2C9 inhibition	-	0.7057	70.57%
CYP2C19 inhibition	-	0.7909	79.09%
CYP2D6 inhibition	-	0.8740	87.40%
CYP1A2 inhibition	+	0.6828	68.28%
CYP2C8 inhibition	-	0.7893	78.93%
CYP inhibitory promiscuity	-	0.6653	66.53%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5918	59.18%
Eye corrosion	-	0.9829	98.29%
Eye irritation	+	0.8125	81.25%
Skin irritation	-	0.6782	67.82%
Skin corrosion	-	0.8249	82.49%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6694	66.94%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7085	70.85%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6472	64.72%
Acute Oral Toxicity (c)	III	0.4981	49.81%
Estrogen receptor binding	+	0.8119	81.19%
Androgen receptor binding	-	0.5569	55.69%
Thyroid receptor binding	+	0.5547	55.47%
Glucocorticoid receptor binding	+	0.7525	75.25%
Aromatase binding	+	0.5229	52.29%
PPAR gamma	+	0.8220	82.20%
Honey bee toxicity	-	0.8860	88.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9640	96.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.58%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.05%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.95%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.49%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.55%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	88.93%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.89%	89.34%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.28%	90.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.52%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.18%	91.19%

Plants that contains it

• Medicosma sessiliflora

Cross-Links

• PubChem: 503992
• LOTUS: LTS0046966
• wikiData: Q104957778