(4S)-4-amino-2-oxo-3H-chromene-4-carboxylic acid

Details

• Internal ID: 3b31d9cb-4cb9-4615-bc97-88fe07ae63aa
• Taxonomy: Phenylpropanoids and polyketides > 3,4-dihydrocoumarins
• IUPAC Name: (4S)-4-amino-2-oxo-3H-chromene-4-carboxylic acid
• SMILES (Canonical): C1C(=O)OC2=CC=CC=C2C1(C(=O)O)N
• SMILES (Isomeric): C1C(=O)OC2=CC=CC=C2[C@@]1(C(=O)O)N
• InChI: InChI=1S/C10H9NO4/c11-10(9(13)14)5-8(12)15-7-4-2-1-3-6(7)10/h1-4H,5,11H2,(H,13,14)/t10-/m0/s1
• InChI Key: XOLNCGRLWHWWDJ-JTQLQIEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉NO₄
• Molecular Weight: 207.18 g/mol
• Exact Mass: 207.05315777 g/mol
• Topological Polar Surface Area (TPSA): 89.60 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): 0.23
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9484	94.84%
Caco-2	-	0.6279	62.79%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Nucleus	0.4118	41.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9579	95.79%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9203	92.03%
P-glycoprotein inhibitior	-	0.9845	98.45%
P-glycoprotein substrate	-	0.9583	95.83%
CYP3A4 substrate	-	0.6315	63.15%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.7032	70.32%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9288	92.88%
CYP2C19 inhibition	-	0.9076	90.76%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.6585	65.85%
CYP2C8 inhibition	-	0.8666	86.66%
CYP inhibitory promiscuity	-	0.9799	97.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5833	58.33%
Eye corrosion	-	0.9931	99.31%
Eye irritation	+	0.6951	69.51%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9203	92.03%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7810	78.10%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5628	56.28%
Acute Oral Toxicity (c)	III	0.5506	55.06%
Estrogen receptor binding	-	0.7907	79.07%
Androgen receptor binding	-	0.5161	51.61%
Thyroid receptor binding	-	0.7035	70.35%
Glucocorticoid receptor binding	-	0.7256	72.56%
Aromatase binding	-	0.7345	73.45%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9692	96.92%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.6248	62.48%

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	97.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.41%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.34%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.66%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.28%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.24%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.02%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.47%	94.62%

Plants that contains it

• Prunus domestica

Cross-Links

• PubChem: 163187192
• LOTUS: LTS0018810
• wikiData: Q105337799