N-[(1S,6S)-5-hydroxy-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]acetamide

Details

• Internal ID: 66065f90-a790-4d13-b484-4fe2bf46d4c0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: N-[(1S,6S)-5-hydroxy-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]acetamide
• SMILES (Canonical): CC(=O)NC1=CC(C2C(C1=O)O2)O
• SMILES (Isomeric): CC(=O)NC1=CC([C@H]2[C@@H](C1=O)O2)O
• InChI: InChI=1S/C8H9NO4/c1-3(10)9-4-2-5(11)7-8(13-7)6(4)12/h2,5,7-8,11H,1H3,(H,9,10)/t5?,7-,8+/m0/s1
• InChI Key: ROYHAMHLVIVHPH-AKHXFSBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₉NO₄
• Molecular Weight: 183.16 g/mol
• Exact Mass: 183.05315777 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.28
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7791	77.91%
Caco-2	-	0.7502	75.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4838	48.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9814	98.14%
P-glycoprotein inhibitior	-	0.9592	95.92%
P-glycoprotein substrate	-	0.9145	91.45%
CYP3A4 substrate	-	0.5276	52.76%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.9444	94.44%
CYP2C9 inhibition	-	0.8859	88.59%
CYP2C19 inhibition	-	0.7788	77.88%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.8571	85.71%
CYP2C8 inhibition	-	0.9871	98.71%
CYP inhibitory promiscuity	-	0.9056	90.56%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.5935	59.35%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.6782	67.82%
Skin irritation	-	0.7204	72.04%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7227	72.27%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.8460	84.60%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.8249	82.49%
Acute Oral Toxicity (c)	III	0.5120	51.20%
Estrogen receptor binding	-	0.8760	87.60%
Androgen receptor binding	-	0.6634	66.34%
Thyroid receptor binding	-	0.7085	70.85%
Glucocorticoid receptor binding	-	0.7731	77.31%
Aromatase binding	-	0.8941	89.41%
PPAR gamma	-	0.8056	80.56%
Honey bee toxicity	-	0.9373	93.73%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.6054	60.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.71%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.53%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.13%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.77%	94.73%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.15%	87.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.49%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.23%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.54%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.52%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.78%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.74%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 130848014
• LOTUS: LTS0094959
• wikiData: Q105242538