NP-MRD: Showing NP-Card for Daechualkaloid A (NP0085507)

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Record Information

Version

2.0

Created at

2022-04-29 06:00:37 UTC

Updated at

2022-04-29 06:00:37 UTC

NP-MRD ID

NP0085507

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Daechualkaloid A

Description

Maltoxazine, also known as daechualkaloid a, belongs to the class of organic compounds known as pyrrolidines. Pyrrolidines are compounds containing a pyrrolidine ring, which is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. Maltoxazine is a strong basic compound (based on its pKa). Outside of the human body, maltoxazine has been detected, but not quantified in, cereals and cereal products and fruits. Daechualkaloid A is found in Ziziphus jujuba and Zizyphus jujuba var. inermis . This could make maltoxazine a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.396   3.498   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.557   1.966   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.650   1.966   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.811   3.498   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.803   4.124   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.373   0.312   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.143   1.646   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.404   4.124   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.063   1.646   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.373   2.980   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.833   2.980   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       6.083   5.631   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.833   0.312   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    9                                                       
CONECT    3    4    7                                                       
CONECT    4    3    8                                                       
CONECT    5    1   11                                                       
CONECT    6    7   13                                                       
CONECT    7    3    6   10                                                  
CONECT    8    4   10   12                                                  
CONECT    9    2   11   13                                                  
CONECT   10    7    8   11                                                  
CONECT   11    5    9   10                                                  
CONECT   12    8                                                            
CONECT   13    6    9                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   30    0
END

View in JSmol

Synonyms

Value	Source
1,2,3,3a,6,7-Hexahydrocyclopenta[D]pyrrolo[2,1-b][1,3]oxazin-8(5H)-one, 9ci	HMDB
8-oxo-1,2,3,3a,5,6,7,8-Octahydrocyclopenta[D]pyrrolo[2,1-b][1,3]oxazine	HMDB
Daechualkaloid a	HMDB

Chemical Formula

C₁₀H₁₃NO₂

Average Mass

179.2157 Da

Monoisotopic Mass

179.09463 Da

IUPAC Name

8-oxa-1-azatricyclo[7.3.0.0²,⁶]dodec-2(6)-en-3-one

Traditional Name

8-oxa-1-azatricyclo[7.3.0.0²,⁶]dodec-2(6)-en-3-one

CAS Registry Number

Not Available

SMILES

O=C1CCC2=C1N1CCCC1OC2

InChI Identifier

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

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ziziphus jujuba	LOTUS Database	35616633
Zizyphus jujuba var. inermis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolidines. Pyrrolidines are compounds containing a pyrrolidine ring, which is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Not Available

Direct Parent

Pyrrolidines

Alternative Parents

Substituents

Pyrrolidine
Ketone
Oxacycle
Azacycle
Enamine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.24	ALOGPS
logP	0.64	ChemAxon
logS	0.03	ALOGPS
pKa (Strongest Basic)	3.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	49.66 m³·mol⁻¹	ChemAxon
Polarizability	19.12 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030372

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002221

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13875298

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Daechualkaloid A (NP0085507)

MOL for NP0085507 (Daechualkaloid A)

3D MOL for NP0085507 (Daechualkaloid A)

3D SDF for NP0085507 (Daechualkaloid A)

3D-SDF for NP0085507 (Daechualkaloid A)

PDB for NP0085507 (Daechualkaloid A)

3D PDB for NP0085507 (Daechualkaloid A)

SMILES for NP0085507 (Daechualkaloid A)

INCHI for NP0085507 (Daechualkaloid A)

Structure for NP0085507 (Daechualkaloid A)

3D Structure for NP0085507 (Daechualkaloid A)