Pratenol A

Details

• Internal ID: 4c5de8d6-aecf-4de8-944d-82ee18b2ef53
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 5-hydroxy-4-(7-hydroxy-4H-chromen-3-yl)-5-methylfuran-2-one
• SMILES (Canonical): CC1(C(=CC(=O)O1)C2=COC3=C(C2)C=CC(=C3)O)O
• SMILES (Isomeric): CC1(C(=CC(=O)O1)C2=COC3=C(C2)C=CC(=C3)O)O
• InChI: InChI=1S/C14H12O5/c1-14(17)11(6-13(16)19-14)9-4-8-2-3-10(15)5-12(8)18-7-9/h2-3,5-7,15,17H,4H2,1H3
• InChI Key: AICICGKRUHSXCE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₅
• Molecular Weight: 260.24 g/mol
• Exact Mass: 260.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEBI:168178
• 5-hydroxy-4-(7-hydroxy-4H-chromen-3-yl)-5-methyluran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	+	0.8053	80.53%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8494	84.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7804	78.04%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6245	62.45%
P-glycoprotein inhibitior	-	0.9687	96.87%
P-glycoprotein substrate	-	0.7092	70.92%
CYP3A4 substrate	+	0.5971	59.71%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	+	0.5886	58.86%
CYP2C9 inhibition	+	0.9667	96.67%
CYP2C19 inhibition	+	0.8064	80.64%
CYP2D6 inhibition	-	0.8844	88.44%
CYP1A2 inhibition	+	0.6426	64.26%
CYP2C8 inhibition	+	0.4701	47.01%
CYP inhibitory promiscuity	+	0.8889	88.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5975	59.75%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.6263	62.63%
Skin irritation	-	0.5927	59.27%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6427	64.27%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7448	74.48%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4717	47.17%
Acute Oral Toxicity (c)	I	0.4216	42.16%
Estrogen receptor binding	+	0.6421	64.21%
Androgen receptor binding	+	0.5459	54.59%
Thyroid receptor binding	+	0.6898	68.98%
Glucocorticoid receptor binding	+	0.8023	80.23%
Aromatase binding	+	0.8951	89.51%
PPAR gamma	-	0.5071	50.71%
Honey bee toxicity	-	0.9319	93.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9841	98.41%

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	97.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.26%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.12%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.95%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.78%	94.45%
CHEMBL4208	P20618	Proteasome component C5	84.69%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.11%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.13%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.11%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.05%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.89%	95.89%

Plants that contains it

• Trifolium pratense

Cross-Links

• PubChem: 131752876
• LOTUS: LTS0055507
• wikiData: Q104912629