5-Ethylidene-3-[1-(5-ethylidene-4-hydroxy-2-oxopyrrol-3-yl)-2,3-dihydroxypropyl]-4-hydroxypyrrol-2-one

Details

• Internal ID: f0d492ab-2d89-481d-80c1-6b3e0483eb98
• Taxonomy: Organoheterocyclic compounds > Pyrrolines
• IUPAC Name: 5-ethylidene-3-[1-(5-ethylidene-4-hydroxy-2-oxopyrrol-3-yl)-2,3-dihydroxypropyl]-4-hydroxypyrrol-2-one
• SMILES (Canonical): CC=C1C(=C(C(=O)N1)C(C2=C(C(=CC)NC2=O)O)C(CO)O)O
• SMILES (Isomeric): CC=C1C(=C(C(=O)N1)C(C2=C(C(=CC)NC2=O)O)C(CO)O)O
• InChI: InChI=1S/C15H18N2O6/c1-3-6-12(20)10(14(22)16-6)9(8(19)5-18)11-13(21)7(4-2)17-15(11)23/h3-4,8-9,18-21H,5H2,1-2H3,(H,16,22)(H,17,23)
• InChI Key: XZMWSHBTJDGGHH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈N₂O₆
• Molecular Weight: 322.31 g/mol
• Exact Mass: 322.11648630 g/mol
• Topological Polar Surface Area (TPSA): 139.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -0.35
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8242	82.42%
Caco-2	-	0.7841	78.41%
Blood Brain Barrier	-	0.5879	58.79%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8032	80.32%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.8853	88.53%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9255	92.55%
P-glycoprotein inhibitior	-	0.8864	88.64%
P-glycoprotein substrate	-	0.8491	84.91%
CYP3A4 substrate	-	0.5877	58.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8925	89.25%
CYP3A4 inhibition	-	0.9806	98.06%
CYP2C9 inhibition	-	0.9081	90.81%
CYP2C19 inhibition	-	0.9321	93.21%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.8742	87.42%
CYP2C8 inhibition	-	0.9703	97.03%
CYP inhibitory promiscuity	-	0.9811	98.11%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6282	62.82%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9352	93.52%
Skin irritation	-	0.7709	77.09%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8528	85.28%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6478	64.78%
skin sensitisation	-	0.8604	86.04%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5594	55.94%
Estrogen receptor binding	-	0.5093	50.93%
Androgen receptor binding	+	0.6977	69.77%
Thyroid receptor binding	+	0.5439	54.39%
Glucocorticoid receptor binding	+	0.7453	74.53%
Aromatase binding	-	0.6456	64.56%
PPAR gamma	-	0.4857	48.57%
Honey bee toxicity	-	0.9351	93.51%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.9382	93.82%

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	95.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.53%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.05%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	88.72%	94.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.19%	92.88%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.18%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.79%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.67%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	82.23%	83.82%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.18%	97.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162816573
• LOTUS: LTS0094259
• wikiData: Q104201485