Parasitenone

Details

• Internal ID: 31db01c6-f00c-49fb-824c-c393f08d2307
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1S,5S,6S)-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one
• SMILES (Canonical): C1=C(C(C2C(C1=O)O2)O)CO
• SMILES (Isomeric): C1=C([C@@H]([C@H]2[C@@H](C1=O)O2)O)CO
• InChI: InChI=1S/C7H8O4/c8-2-3-1-4(9)6-7(11-6)5(3)10/h1,5-8,10H,2H2/t5-,6+,7-/m0/s1
• InChI Key: RZGZRGXCPXHJFW-XVMARJQXSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₈O₄
• Molecular Weight: 156.14 g/mol
• Exact Mass: 156.04225873 g/mol
• Topological Polar Surface Area (TPSA): 70.10 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL493204
• 439906-13-5
• (1S,5S,6S)-5-HYDROXY-4-(HYDROXYMETHYL)-7-OXABICYCLO[4.1.0]HEPT-3-EN-2-ONE
• 7-oxabicyclo[4.1.0]hept-3-en-2-one, 5-hydroxy-4-(hydroxymethyl)-, (1S,5S,6S)-
• 7-Oxabicyclo[4.1.0]hept-3-en-2-one,5-hydroxy-4-(hydroxymethyl)-,(1S,5S,6S)-(9ci)
• InChI=1/C7H8O4/c8-2-3-1-4(9)6-7(11-6)5(3)10/h1,5-8,10H,2H2/t5-,6+,7-/m0/s

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9207	92.07%
Caco-2	-	0.8591	85.91%
Blood Brain Barrier	-	0.5201	52.01%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5421	54.21%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8821	88.21%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9841	98.41%
P-glycoprotein inhibitior	-	0.9769	97.69%
P-glycoprotein substrate	-	0.9688	96.88%
CYP3A4 substrate	-	0.6332	63.32%
CYP2C9 substrate	-	0.8010	80.10%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	-	0.9407	94.07%
CYP2C9 inhibition	-	0.9181	91.81%
CYP2C19 inhibition	-	0.9006	90.06%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.8834	88.34%
CYP2C8 inhibition	-	0.9695	96.95%
CYP inhibitory promiscuity	-	0.7746	77.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7150	71.50%
Eye corrosion	-	0.9681	96.81%
Eye irritation	-	0.7059	70.59%
Skin irritation	-	0.6107	61.07%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8800	88.00%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	+	0.6440	64.40%
skin sensitisation	-	0.6684	66.84%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4773	47.73%
Acute Oral Toxicity (c)	III	0.3569	35.69%
Estrogen receptor binding	-	0.6442	64.42%
Androgen receptor binding	-	0.6265	62.65%
Thyroid receptor binding	-	0.6484	64.84%
Glucocorticoid receptor binding	-	0.5645	56.45%
Aromatase binding	-	0.8631	86.31%
PPAR gamma	-	0.6268	62.68%
Honey bee toxicity	-	0.9289	92.89%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.4880	48.80%

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	94.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.26%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	89.11%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	88.21%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.83%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.95%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.89%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.35%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 636767
• LOTUS: LTS0186937
• wikiData: Q105248379