NP-MRD: Showing NP-Card for aspergillomarasmine b (NP0287370)

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Record Information

Version

2.0

Created at

2022-09-09 16:24:51 UTC

Updated at

2022-09-09 16:24:51 UTC

NP-MRD ID

NP0287370

Secondary Accession Numbers

None

Natural Product Identification

Common Name

aspergillomarasmine b

Description

Aspergillomarasmine B belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. aspergillomarasmine b is found in Aspergillus oryzae. Based on a literature review very few articles have been published on Aspergillomarasmine B.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 32  0  0  0  0  0  0  0  0999 V2000
    4.2953    1.5116    0.6371 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339    2.0302    0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0665    3.3962    0.2705 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1049    1.1764   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5025   -0.1789   -0.1310 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6243   -1.1709   -0.6015 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3204   -1.2578    0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4837   -0.0659    0.0895 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6858   -0.2649    0.8306 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3402    1.0294    1.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    1.8915    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5388    1.6391   -1.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3148    3.1105    0.4343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167   -1.1248    0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2893   -1.5497   -1.0522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8420   -1.4467    0.6325 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3161   -2.4918   -0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5109   -2.5393   -0.2647 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6895   -3.6432   -1.0609 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7514    4.0292    0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2320    1.3670    0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421    1.4307   -1.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9316   -0.4715    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -0.9516   -1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2013   -2.1657   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5335   -1.5570    1.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6278    0.1562   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4234   -0.8089    1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2929    0.7323    1.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7374    1.5627    2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2885    3.2740    0.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2581   -2.3178    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949   -4.3307   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 13  1  0
 11 12  2  0
  9 14  1  0
 14 16  1  0
 14 15  2  0
  6 17  1  0
 17 19  1  0
 17 18  2  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  6
  7 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  1
 10 29  1  0
 10 30  1  0
 13 31  1  0
 16 32  1  0
 19 33  1  0
M  END


  Mrv1652309092218242D          

 19 18  0  0  1  0            999 V2000
    4.2355    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0287370

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CN[C@H](CN[C@@H](CC(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H14N2O8/c12-6(13)1-4(8(16)17)10-2-5(9(18)19)11-3-7(14)15/h4-5,10-11H,1-3H2,(H,12,13)(H,14,15)(H,16,17)(H,18,19)/t4-,5+/m0/s1

> <INCHI_KEY>
FZCSTZYAHCUGEM-CRCLSJGQSA-N

> <FORMULA>
C9H14N2O8

> <MOLECULAR_WEIGHT>
278.217

> <EXACT_MASS>
278.075015419

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
24.372411978207882

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2R)-2-carboxy-2-[(carboxymethyl)amino]ethyl]amino}butanedioic acid

> <JCHEM_LOGP>
-6.303568170930687

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
1.9809481880779334

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8681466466813621

> <JCHEM_PKA_STRONGEST_BASIC>
9.66491797320329

> <JCHEM_POLAR_SURFACE_AREA>
173.26

> <JCHEM_REFRACTIVITY>
55.94620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2R)-2-carboxy-2-[(carboxymethyl)amino]ethyl]amino}butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  O   UNK     0       7.906   6.105   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.240   3.795   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      11.907   5.335   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      15.908   6.105   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      19.909   3.795   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      17.242   3.795   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      18.576   3.025   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      15.908   3.025   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.241   7.645   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      14.575   8.415   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      11.907   8.415   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    6   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

View in JSmol

Synonyms

Value	Source
Aspergillomarasmine b, ammonium	MeSH

Chemical Formula

C₉H₁₄N₂O₈

Average Mass

278.2170 Da

Monoisotopic Mass

278.07502 Da

IUPAC Name

(2S)-2-{[(2R)-2-carboxy-2-[(carboxymethyl)amino]ethyl]amino}butanedioic acid

Traditional Name

(2S)-2-{[(2R)-2-carboxy-2-[(carboxymethyl)amino]ethyl]amino}butanedioic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CN[C@H](CN[C@@H](CC(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H14N2O8/c12-6(13)1-4(8(16)17)10-2-5(9(18)19)11-3-7(14)15/h4-5,10-11H,1-3H2,(H,12,13)(H,14,15)(H,16,17)(H,18,19)/t4-,5+/m0/s1

InChI Key

FZCSTZYAHCUGEM-CRCLSJGQSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Aspergillus oryzae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
Tetracarboxylic acid or derivatives
Alpha-amino acid
D-alpha-amino acid
L-alpha-amino acid
Amino acid
Secondary amine
Secondary aliphatic amine
Carboxylic acid
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	-6.3	ChemAxon
pKa (Strongest Acidic)	0.87	ChemAxon
pKa (Strongest Basic)	9.66	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	173.26 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	55.95 m³·mol⁻¹	ChemAxon
Polarizability	24.37 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2340949

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3083795

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for aspergillomarasmine b (NP0287370)

MOL for NP0287370 (aspergillomarasmine b)

3D MOL for NP0287370 (aspergillomarasmine b)

3D SDF for NP0287370 (aspergillomarasmine b)

3D-SDF for NP0287370 (aspergillomarasmine b)

PDB for NP0287370 (aspergillomarasmine b)

3D PDB for NP0287370 (aspergillomarasmine b)

SMILES for NP0287370 (aspergillomarasmine b)

INCHI for NP0287370 (aspergillomarasmine b)

Structure for NP0287370 (aspergillomarasmine b)

3D Structure for NP0287370 (aspergillomarasmine b)