3-[[3-Acetyl-2,4,6-trihydroxy-5-(3-methylbut-2-enyl)phenyl]methyl]-5,6-diethyl-4-hydroxypyran-2-one

Details

• Internal ID: 6ed3268c-89b3-4d89-88e2-978fe12f524a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 3-[[3-acetyl-2,4,6-trihydroxy-5-(3-methylbut-2-enyl)phenyl]methyl]-5,6-diethyl-4-hydroxypyran-2-one
• SMILES (Canonical): CCC1=C(OC(=O)C(=C1O)CC2=C(C(=C(C(=C2O)CC=C(C)C)O)C(=O)C)O)CC
• SMILES (Isomeric): CCC1=C(OC(=O)C(=C1O)CC2=C(C(=C(C(=C2O)CC=C(C)C)O)C(=O)C)O)CC
• InChI: InChI=1S/C23H28O7/c1-6-13-17(7-2)30-23(29)16(19(13)25)10-15-20(26)14(9-8-11(3)4)21(27)18(12(5)24)22(15)28/h8,25-28H,6-7,9-10H2,1-5H3
• InChI Key: RZZVNLUMKUBDHT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₇
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.18350323 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9467	94.67%
Caco-2	-	0.5712	57.12%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8310	83.10%
OATP2B1 inhibitior	+	0.5807	58.07%
OATP1B1 inhibitior	+	0.6858	68.58%
OATP1B3 inhibitior	+	0.8971	89.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7143	71.43%
P-glycoprotein inhibitior	-	0.6354	63.54%
P-glycoprotein substrate	-	0.8114	81.14%
CYP3A4 substrate	+	0.5122	51.22%
CYP2C9 substrate	+	0.8398	83.98%
CYP2D6 substrate	-	0.8737	87.37%
CYP3A4 inhibition	+	0.6519	65.19%
CYP2C9 inhibition	+	0.5901	59.01%
CYP2C19 inhibition	+	0.7354	73.54%
CYP2D6 inhibition	-	0.8083	80.83%
CYP1A2 inhibition	-	0.5903	59.03%
CYP2C8 inhibition	-	0.7576	75.76%
CYP inhibitory promiscuity	+	0.5461	54.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7117	71.17%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.5349	53.49%
Skin irritation	-	0.7799	77.99%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6556	65.56%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7480	74.80%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6707	67.07%
Acute Oral Toxicity (c)	III	0.4813	48.13%
Estrogen receptor binding	+	0.8488	84.88%
Androgen receptor binding	+	0.5941	59.41%
Thyroid receptor binding	-	0.5403	54.03%
Glucocorticoid receptor binding	+	0.7832	78.32%
Aromatase binding	+	0.5444	54.44%
PPAR gamma	+	0.8301	83.01%
Honey bee toxicity	-	0.8837	88.37%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	98.72%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.49%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.75%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.32%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.63%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.68%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.11%	99.17%

Plants that contains it

• Helichrysum italicum

Cross-Links

• PubChem: 71717640
• LOTUS: LTS0214649
• wikiData: Q105248717