(2R)-2,6-dihydroxy-5-[(E)-prop-1-enyl]-1,2-dihydropyrano[3,2-b]pyrrole-3,7-dione

Details

• Internal ID: a56828ba-8485-4ce5-8a89-6cf50c6e5e48
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: (2R)-2,6-dihydroxy-5-[(E)-prop-1-enyl]-1,2-dihydropyrano[3,2-b]pyrrole-3,7-dione
• SMILES (Canonical): CC=CC1=C(C(=O)C2=C(O1)C(=O)C(N2)O)O
• SMILES (Isomeric): C/C=C/C1=C(C(=O)C2=C(O1)C(=O)[C@H](N2)O)O
• InChI: InChI=1S/C10H9NO5/c1-2-3-4-6(12)7(13)5-9(16-4)8(14)10(15)11-5/h2-3,10-12,15H,1H3/b3-2+/t10-/m1/s1
• InChI Key: JHRSKIPBFMBFDI-VMZHVLLKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉NO₅
• Molecular Weight: 223.18 g/mol
• Exact Mass: 223.04807239 g/mol
• Topological Polar Surface Area (TPSA): 95.90 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.31
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• (2R)-2,6-dihydroxy-5-[(E)-prop-1-enyl]-1,2-dihydropyrano[3,2-b]pyrrole-3,7-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9425	94.25%
Caco-2	-	0.7918	79.18%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5076	50.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8522	85.22%
OATP1B3 inhibitior	+	0.9512	95.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9609	96.09%
P-glycoprotein inhibitior	-	0.9420	94.20%
P-glycoprotein substrate	-	0.7651	76.51%
CYP3A4 substrate	-	0.5142	51.42%
CYP2C9 substrate	-	0.8056	80.56%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.9456	94.56%
CYP2C9 inhibition	-	0.7957	79.57%
CYP2C19 inhibition	-	0.8631	86.31%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	-	0.7086	70.86%
CYP2C8 inhibition	-	0.8979	89.79%
CYP inhibitory promiscuity	-	0.8670	86.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5836	58.36%
Eye corrosion	-	0.9891	98.91%
Eye irritation	+	0.5399	53.99%
Skin irritation	-	0.7993	79.93%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.8897	88.97%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8368	83.68%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7130	71.30%
Acute Oral Toxicity (c)	III	0.6435	64.35%
Estrogen receptor binding	+	0.5415	54.15%
Androgen receptor binding	-	0.6953	69.53%
Thyroid receptor binding	-	0.6598	65.98%
Glucocorticoid receptor binding	+	0.8105	81.05%
Aromatase binding	-	0.5393	53.93%
PPAR gamma	-	0.5165	51.65%
Honey bee toxicity	-	0.9195	91.95%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.5227	52.27%

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	95.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.41%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.88%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.37%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.17%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.92%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.40%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.23%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.31%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.16%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11379075
• LOTUS: LTS0255976
• wikiData: Q105128194