Epispaeropsidone

Details

• Internal ID: 3e215c76-468a-436d-8a1f-4019e150c2ef
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,5R,6R)-5-hydroxy-4-methoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one
• SMILES (Canonical): COC1=CC(=O)C2C(C1O)O2
• SMILES (Isomeric): COC1=CC(=O)[C@H]2[C@@H]([C@H]1O)O2
• InChI: InChI=1S/C7H8O4/c1-10-4-2-3(8)6-7(11-6)5(4)9/h2,5-7,9H,1H3/t5-,6-,7+/m0/s1
• InChI Key: DMSMEGJRXZJGIS-LYFYHCNISA-N
• Popularity: 0 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): 59.10 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.77
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• (1R,5R,6R)-5-hydroxy-4-methoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9776	97.76%
Caco-2	-	0.5273	52.73%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6088	60.88%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9796	97.96%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9562	95.62%
P-glycoprotein inhibitior	-	0.9346	93.46%
P-glycoprotein substrate	-	0.9682	96.82%
CYP3A4 substrate	-	0.5835	58.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8476	84.76%
CYP3A4 inhibition	-	0.8771	87.71%
CYP2C9 inhibition	-	0.9507	95.07%
CYP2C19 inhibition	+	0.5720	57.20%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8126	81.26%
CYP2C8 inhibition	-	0.9524	95.24%
CYP inhibitory promiscuity	-	0.8193	81.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8343	83.43%
Carcinogenicity (trinary)	Non-required	0.5178	51.78%
Eye corrosion	-	0.8685	86.85%
Eye irritation	-	0.6208	62.08%
Skin irritation	+	0.5303	53.03%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8618	86.18%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.6913	69.13%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5193	51.93%
Acute Oral Toxicity (c)	II	0.3799	37.99%
Estrogen receptor binding	-	0.6653	66.53%
Androgen receptor binding	-	0.6522	65.22%
Thyroid receptor binding	-	0.7340	73.40%
Glucocorticoid receptor binding	-	0.7812	78.12%
Aromatase binding	-	0.8524	85.24%
PPAR gamma	-	0.5520	55.20%
Honey bee toxicity	-	0.9061	90.61%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.4659	46.59%

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	93.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.02%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.65%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	86.34%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	83.34%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.07%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10654467
• LOTUS: LTS0051241
• wikiData: Q77422696