5-Amino-6-(4-hydroxy-2-butenoyl)-2,2-dimethyl-4-chromanone

Details

• Internal ID: 40db56d3-ab82-45dd-9ba9-58495cf83de4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 5-amino-6-[(E)-4-hydroxybut-2-enoyl]-2,2-dimethyl-3H-chromen-4-one
• InChI: InChI=1S/C15H17NO4/c1-15(2)8-11(19)13-12(20-15)6-5-9(14(13)16)10(18)4-3-7-17/h3-6,17H,7-8,16H2,1-2H3/b4-3+
• InChI Key: FQWVFPQMOJOLSZ-ONEGZZNKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇NO₄
• Molecular Weight: 275.30 g/mol
• Exact Mass: 275.11575802 g/mol
• Topological Polar Surface Area (TPSA): 89.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEBI:174629
• DTXSID901120000
• 2,2-dimethyl-5-amino-6-(2'E-ene-4'-hydroxylbutyryl)- 4-chromone
• 5-amino-6-[(E)-4-hydroxybut-2-enoyl]-2,2-dimethyl-3H-chromen-4-one
• 162287-97-0
• 4H-1-Benzopyran-4-one, 5-amino-2,3-dihydro-6-(4-hydroxy-1-oxo-2-butenyl)-2,2-dimethyl-, (E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9437	94.37%
Caco-2	+	0.7123	71.23%
Blood Brain Barrier	-	0.6895	68.95%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4736	47.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9176	91.76%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8618	86.18%
P-glycoprotein inhibitior	-	0.9153	91.53%
P-glycoprotein substrate	-	0.8210	82.10%
CYP3A4 substrate	-	0.5118	51.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8030	80.30%
CYP3A4 inhibition	-	0.5811	58.11%
CYP2C9 inhibition	-	0.5846	58.46%
CYP2C19 inhibition	-	0.5075	50.75%
CYP2D6 inhibition	-	0.8340	83.40%
CYP1A2 inhibition	-	0.5923	59.23%
CYP2C8 inhibition	-	0.7941	79.41%
CYP inhibitory promiscuity	+	0.5256	52.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5132	51.32%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7652	76.52%
Skin irritation	-	0.8106	81.06%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6626	66.26%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5441	54.41%
skin sensitisation	-	0.8180	81.80%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7182	71.82%
Acute Oral Toxicity (c)	III	0.6375	63.75%
Estrogen receptor binding	+	0.7691	76.91%
Androgen receptor binding	+	0.6547	65.47%
Thyroid receptor binding	-	0.5614	56.14%
Glucocorticoid receptor binding	+	0.8292	82.92%
Aromatase binding	+	0.7089	70.89%
PPAR gamma	+	0.7637	76.37%
Honey bee toxicity	-	0.9338	93.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8870	88.70%

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	98.09%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.94%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.74%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.55%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.24%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.28%	90.24%
CHEMBL4208	P20618	Proteasome component C5	85.08%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.90%	96.77%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.63%	85.30%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.32%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.02%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15225569
• LOTUS: LTS0142847
• wikiData: Q75065113