1-[2,6-Dihydroxy-4-[4-hydroxy-3-(hydroxymethyl)but-2-enoxy]phenyl]butan-1-one

Details

• Internal ID: d24ee371-2277-4680-99d7-a172143c427d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[2,6-dihydroxy-4-[4-hydroxy-3-(hydroxymethyl)but-2-enoxy]phenyl]butan-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C=C(C=C1O)OCC=C(CO)CO)O
• SMILES (Isomeric): CCCC(=O)C1=C(C=C(C=C1O)OCC=C(CO)CO)O
• InChI: InChI=1S/C15H20O6/c1-2-3-12(18)15-13(19)6-11(7-14(15)20)21-5-4-10(8-16)9-17/h4,6-7,16-17,19-20H,2-3,5,8-9H2,1H3
• InChI Key: KBATZULHDQMPNB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.31 g/mol
• Exact Mass: 296.12598835 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	+	0.6332	63.32%
Blood Brain Barrier	-	0.6879	68.79%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9041	90.41%
OATP2B1 inhibitior	+	0.5650	56.50%
OATP1B1 inhibitior	+	0.8813	88.13%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8088	80.88%
BSEP inhibitior	-	0.6154	61.54%
P-glycoprotein inhibitior	-	0.8352	83.52%
P-glycoprotein substrate	-	0.8458	84.58%
CYP3A4 substrate	-	0.5563	55.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8098	80.98%
CYP3A4 inhibition	-	0.7187	71.87%
CYP2C9 inhibition	-	0.6634	66.34%
CYP2C19 inhibition	+	0.5794	57.94%
CYP2D6 inhibition	-	0.7609	76.09%
CYP1A2 inhibition	+	0.7797	77.97%
CYP2C8 inhibition	-	0.6132	61.32%
CYP inhibitory promiscuity	+	0.6538	65.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8423	84.23%
Carcinogenicity (trinary)	Non-required	0.6807	68.07%
Eye corrosion	-	0.9827	98.27%
Eye irritation	+	0.5370	53.70%
Skin irritation	-	0.7632	76.32%
Skin corrosion	-	0.9683	96.83%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6773	67.73%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.5772	57.72%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6161	61.61%
Acute Oral Toxicity (c)	III	0.7069	70.69%
Estrogen receptor binding	+	0.9071	90.71%
Androgen receptor binding	-	0.4877	48.77%
Thyroid receptor binding	+	0.5427	54.27%
Glucocorticoid receptor binding	+	0.8204	82.04%
Aromatase binding	+	0.8567	85.67%
PPAR gamma	+	0.7646	76.46%
Honey bee toxicity	-	0.9342	93.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9709	97.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	95.54%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.60%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.43%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.85%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.59%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.97%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.04%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.37%	90.00%

Plants that contains it

• Helichrysum asperum

Cross-Links

• PubChem: 14282617
• LOTUS: LTS0010679
• wikiData: Q105138078