Maltoxazine

Details

• Internal ID: 15c0e6c3-0a9e-4f52-8048-fb5b80b4d495
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines
• IUPAC Name: 8-oxa-1-azatricyclo[7.3.0.02,6]dodec-2(6)-en-3-one
• SMILES (Canonical): C1CC2N(C1)C3=C(CCC3=O)CO2
• SMILES (Isomeric): C1CC2N(C1)C3=C(CCC3=O)CO2
• InChI: InChI=1S/C10H13NO2/c12-8-4-3-7-6-13-9-2-1-5-11(9)10(7)8/h9H,1-6H2
• InChI Key: MTHASAHNRVFFOM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22 g/mol
• Exact Mass: 179.094628657 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Daechualkaloid A
• CHEBI:173498
• MTHASAHNRVFFOM-UHFFFAOYSA-N
• DTXSID101155459
• 80933-73-9
• 8-oxa-1-azatricyclo[7.3.0.02,6]dodec-2(6)-en-3-one
• 1,2,3,3a,6,7-Hexahydrocyclopenta[d]pyrrolo[2,1-b][1,3]oxazin-8(5H)-one
• 1,2,3,3a,6,7-Hexahydrocyclopenta[D]pyrrolo[2,1-b][1,3]oxazin-8(5H)-one, 9CI
• 8-Oxo-1,2,3,3a,5,6,7,8-octahydrocyclopenta[D]pyrrolo[2,1-b][1,3]oxazine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.7904	79.04%
Blood Brain Barrier	+	0.8629	86.29%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6665	66.65%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9571	95.71%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.7180	71.80%
P-glycoprotein inhibitior	-	0.9630	96.30%
P-glycoprotein substrate	-	0.9218	92.18%
CYP3A4 substrate	-	0.5686	56.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.9866	98.66%
CYP2C9 inhibition	-	0.8836	88.36%
CYP2C19 inhibition	-	0.7860	78.60%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.6538	65.38%
CYP2C8 inhibition	-	0.9658	96.58%
CYP inhibitory promiscuity	-	0.8437	84.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5126	51.26%
Eye corrosion	-	0.9618	96.18%
Eye irritation	+	0.7851	78.51%
Skin irritation	-	0.7242	72.42%
Skin corrosion	-	0.8489	84.89%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5706	57.06%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.7592	75.92%
skin sensitisation	-	0.8296	82.96%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4591	45.91%
Acute Oral Toxicity (c)	III	0.6091	60.91%
Estrogen receptor binding	-	0.9285	92.85%
Androgen receptor binding	-	0.7742	77.42%
Thyroid receptor binding	-	0.7346	73.46%
Glucocorticoid receptor binding	-	0.8639	86.39%
Aromatase binding	-	0.8881	88.81%
PPAR gamma	-	0.6910	69.10%
Honey bee toxicity	-	0.8874	88.74%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.8618	86.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1978	P11511	Cytochrome P450 19A1	93.69%	91.76%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.21%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.90%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.78%	93.04%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.75%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.24%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.56%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.25%	99.18%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.43%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.71%	99.23%
CHEMBL3384	Q16512	Protein kinase N1	80.67%	80.71%

Plants that contains it

• Ziziphus jujuba

Cross-Links

• PubChem: 13875298
• LOTUS: LTS0240917
• wikiData: Q105171687