1-[2,4-Dihydroxy-3,6-dimethoxy-5-(3-methylbut-2-enyl)phenyl]butan-1-one

Details

• Internal ID: bc39f526-aec5-4678-8dc2-83ce355e23d1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[2,4-dihydroxy-3,6-dimethoxy-5-(3-methylbut-2-enyl)phenyl]butan-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C(=C(C(=C1O)OC)O)CC=C(C)C)OC
• SMILES (Isomeric): CCCC(=O)C1=C(C(=C(C(=C1O)OC)O)CC=C(C)C)OC
• InChI: InChI=1S/C17H24O5/c1-6-7-12(18)13-15(20)17(22-5)14(19)11(16(13)21-4)9-8-10(2)3/h8,19-20H,6-7,9H2,1-5H3
• InChI Key: QAFBOCYSEUSJPL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.8234	82.34%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7623	76.23%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.7786	77.86%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5071	50.71%
P-glycoprotein inhibitior	-	0.7596	75.96%
P-glycoprotein substrate	-	0.7857	78.57%
CYP3A4 substrate	-	0.5319	53.19%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.7946	79.46%
CYP3A4 inhibition	+	0.5558	55.58%
CYP2C9 inhibition	+	0.6584	65.84%
CYP2C19 inhibition	+	0.7616	76.16%
CYP2D6 inhibition	-	0.6493	64.93%
CYP1A2 inhibition	+	0.7414	74.14%
CYP2C8 inhibition	-	0.7299	72.99%
CYP inhibitory promiscuity	+	0.6654	66.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8366	83.66%
Carcinogenicity (trinary)	Non-required	0.7057	70.57%
Eye corrosion	-	0.9827	98.27%
Eye irritation	+	0.9403	94.03%
Skin irritation	-	0.7178	71.78%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5406	54.06%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.5621	56.21%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8589	85.89%
Acute Oral Toxicity (c)	III	0.5959	59.59%
Estrogen receptor binding	+	0.8838	88.38%
Androgen receptor binding	-	0.7242	72.42%
Thyroid receptor binding	-	0.5758	57.58%
Glucocorticoid receptor binding	+	0.7530	75.30%
Aromatase binding	-	0.6384	63.84%
PPAR gamma	+	0.8695	86.95%
Honey bee toxicity	-	0.9142	91.42%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	+	0.9810	98.10%

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	96.01%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.21%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.49%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.74%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.14%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.46%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.42%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.29%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.68%	94.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.62%	92.68%

Plants that contains it

• Helichrysum litorale

Cross-Links

• PubChem: 129863030
• LOTUS: LTS0045383
• wikiData: Q105217365