Myrothenone A

Details

• Internal ID: 0a809edf-8a7b-40c4-a78e-52c992f89651
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: N-[(4R)-4-ethenyl-4-hydroxy-3-oxocyclopenten-1-yl]formamide
• SMILES (Canonical): C=CC1(CC(=CC1=O)NC=O)O
• SMILES (Isomeric): C=C[C@@]1(CC(=CC1=O)NC=O)O
• InChI: InChI=1S/C8H9NO3/c1-2-8(12)4-6(9-5-10)3-7(8)11/h2-3,5,12H,1,4H2,(H,9,10)/t8-/m0/s1
• InChI Key: PGQRZOUYTNKEBE-QMMMGPOBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.16 g/mol
• Exact Mass: 167.058243149 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• (5R)-5-ethenyl-3-formamido-5-hydroxy-2-cyclopenten-1-one
• N-[(4R)-4-ethenyl-4-hydroxy-3-oxocyclopent-1-en-1-yl]formamide
• N-[(4R)-4-hydroxy-3-oxo-4-vinylcyclopent-1-en-1-yl]formamide
• CHEBI:66424
• Q27134983
• N-[(4R)-4-ethenyl-4-hydroxy-3-oxocyclopenten-1-yl]formamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9392	93.92%
Caco-2	+	0.5923	59.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6216	62.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9225	92.25%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.8654	86.54%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.9531	95.31%
P-glycoprotein inhibitior	-	0.9865	98.65%
P-glycoprotein substrate	-	0.9185	91.85%
CYP3A4 substrate	-	0.5644	56.44%
CYP2C9 substrate	-	0.7925	79.25%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.9444	94.44%
CYP2C9 inhibition	-	0.8595	85.95%
CYP2C19 inhibition	-	0.8344	83.44%
CYP2D6 inhibition	-	0.9300	93.00%
CYP1A2 inhibition	-	0.8691	86.91%
CYP2C8 inhibition	-	0.9384	93.84%
CYP inhibitory promiscuity	-	0.9141	91.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7811	78.11%
Carcinogenicity (trinary)	Non-required	0.5652	56.52%
Eye corrosion	-	0.9669	96.69%
Eye irritation	+	0.7922	79.22%
Skin irritation	-	0.6954	69.54%
Skin corrosion	-	0.9085	90.85%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8327	83.27%
Micronuclear	+	0.5832	58.32%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.7746	77.46%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7052	70.52%
Acute Oral Toxicity (c)	III	0.5960	59.60%
Estrogen receptor binding	-	0.9194	91.94%
Androgen receptor binding	-	0.5644	56.44%
Thyroid receptor binding	-	0.7257	72.57%
Glucocorticoid receptor binding	-	0.7676	76.76%
Aromatase binding	-	0.8156	81.56%
PPAR gamma	-	0.8239	82.39%
Honey bee toxicity	-	0.7660	76.60%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.6152	61.52%

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	97.32%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.74%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.16%	89.34%
CHEMBL4208	P20618	Proteasome component C5	81.35%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.12%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11355692
• LOTUS: LTS0254743
• wikiData: Q27134983