MiMeDB: Showing metabocard for Sperabillin A (MMDBc0017028)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:30:47 UTC

Update Date

2022-08-31 06:41:45 UTC

Metabolite ID

MMDBc0017028

Metabolite Identification

Common Name

Sperabillin A

Description

Sperabillin A belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. Based on a literature review very few articles have been published on Sperabillin A.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109302D          

 29 28  0  0  1  0            999 V2000
    2.6368   -2.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934    1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.0164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4934    1.0164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5079   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645    1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.1914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224    0.1914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -1.0461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224    1.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -2.6961    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -1.0461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -1.4586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513    0.1914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  7  6  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  1  0  0  0  0
 14  5  1  0  0  0  0
 15  9  1  0  0  0  0
 11 16  1  6  0  0  0
 17 13  2  0  0  0  0
 18 13  1  0  0  0  0
 19  7  1  4  0  0  0
 19 15  2  0  0  0  0
 20 10  1  4  0  0  0
 20 14  2  0  0  0  0
 12 21  1  1  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24  2  1  0  0  0  0
 25  3  1  0  0  0  0
 26  4  1  0  0  0  0
 27  5  1  0  0  0  0
 11 28  1  6  0  0  0
 12 29  1  1  0  0  0
M  END


  Mrv1652305152109302D          

 29 28  0  0  1  0            999 V2000
    2.6368   -2.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934    1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.0164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4934    1.0164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5079   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645    1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.1914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2224    0.1914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079   -1.0461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224    1.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -2.6961    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658   -1.0461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -1.4586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513    0.1914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  3  1  0  0  0  0
  5  4  2  0  0  0  0
  7  6  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  1  0  0  0  0
 14  5  1  0  0  0  0
 15  9  1  0  0  0  0
 11 16  1  6  0  0  0
 17 13  2  0  0  0  0
 18 13  1  0  0  0  0
 19  7  1  4  0  0  0
 19 15  2  0  0  0  0
 20 10  1  4  0  0  0
 20 14  2  0  0  0  0
 12 21  1  1  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24  2  1  0  0  0  0
 25  3  1  0  0  0  0
 26  4  1  0  0  0  0
 27  5  1  0  0  0  0
 11 28  1  6  0  0  0
 12 29  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0017028

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(C)=C(/[H])\C(\[H])=C(/[H])C(O)=NC[C@]([H])(O)C[C@@]([H])(N)CC(O)=NCCC(N)=N

> <INCHI_IDENTIFIER>
InChI=1S/C15H27N5O3/c1-2-3-4-5-14(22)20-10-12(21)8-11(16)9-15(23)19-7-6-13(17)18/h2-5,11-12,21H,6-10,16H2,1H3,(H3,17,18)(H,19,23)(H,20,22)/b3-2-,5-4+/t11-,12-/m1/s1

> <INCHI_KEY>
OAXPQNCOMDEHMJ-FHNIRRRCSA-N

> <FORMULA>
C15H27N5O3

> <MOLECULAR_WEIGHT>
325.413

> <EXACT_MASS>
325.211389749

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
35.867542133975896

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4Z)-N-[(2R,4R)-4-amino-5-[(2-carbamimidoylethyl)-C-hydroxycarbonimidoyl]-2-hydroxypentyl]hexa-2,4-dienimidic acid

> <ALOGPS_LOGP>
0.03

> <JCHEM_LOGP>
-4.604000853177774

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
6.60754814976501

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.568999018773952

> <JCHEM_PKA_STRONGEST_BASIC>
12.664499694965555

> <JCHEM_POLAR_SURFACE_AREA>
161.29999999999998

> <JCHEM_REFRACTIVITY>
102.19690000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4Z)-N-[(2R,4R)-4-amino-5-[(2-carbamimidoylethyl)-C-hydroxycarbonimidoyl]-2-hydroxypentyl]hexa-2,4-dienimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       4.922  -5.033   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.256  -4.263   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.256  -2.723   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.922  -1.953   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.922  -0.413   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.081   0.357   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.081   1.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.413   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.080   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.255   2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.746   1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.921   1.897   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.415  -0.413   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.588   0.357   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.414   1.897   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -1.746   0.357   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0      -9.748   0.357   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      -8.415  -1.953   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0      -5.747   2.667   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       3.588   1.897   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       0.921   0.357   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.255  -0.413   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.414   0.357   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0       7.589  -5.033   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       7.589  -1.953   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.588  -2.723   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       6.256   0.357   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.746   3.437   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.921   3.437   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4   14   27                                                  
CONECT    6    7   13                                                       
CONECT    7    6   19                                                       
CONECT    8   11   12                                                       
CONECT    9   11   15                                                       
CONECT   10   12   20                                                       
CONECT   11    8    9   16   28                                             
CONECT   12    8   10   21   29                                             
CONECT   13    6   17   18                                                  
CONECT   14    5   20   22                                                  
CONECT   15    9   19   23                                                  
CONECT   16   11                                                            
CONECT   17   13                                                            
CONECT   18   13                                                            
CONECT   19    7   15                                                       
CONECT   20   10   14                                                       
CONECT   21   12                                                            
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24    2                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28   11                                                            
CONECT   29   12                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   56    0
END

Synonyms

Not Available

Molecular Formula

C₁₅H₂₇N₅O₃

Average Mass

325.413

Monoisotopic Mass

325.211389749

IUPAC Name

(2E,4Z)-N-[(2R,4R)-4-amino-5-[(2-carbamimidoylethyl)-C-hydroxycarbonimidoyl]-2-hydroxypentyl]hexa-2,4-dienimidic acid

Traditional Name

(2E,4Z)-N-[(2R,4R)-4-amino-5-[(2-carbamimidoylethyl)-C-hydroxycarbonimidoyl]-2-hydroxypentyl]hexa-2,4-dienimidic acid

CAS Registry Number

Not Available

SMILES

[H]\C(C)=C(/[H])\C(\[H])=C(/[H])C(O)=NC[C@]([H])(O)C[C@@]([H])(N)CC(O)=NCCC(N)=N

InChI Identifier

InChI=1S/C15H27N5O3/c1-2-3-4-5-14(22)20-10-12(21)8-11(16)9-15(23)19-7-6-13(17)18/h2-5,11-12,21H,6-10,16H2,1H3,(H3,17,18)(H,19,23)(H,20,22)/b3-2-,5-4+/t11-,12-/m1/s1

InChI Key

OAXPQNCOMDEHMJ-FHNIRRRCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
1,3-aminoalcohol
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Amidine
Carboximidamide
Carboxylic acid amidine
Organic oxygen compound
Alcohol
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	0.03	ALOGPS
logP	-4.6	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	5.57	ChemAxon
pKa (Strongest Basic)	12.66	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	161.3 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	102.2 m³·mol⁻¹	ChemAxon
Polarizability	35.87 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	2	Human feces; Human sputum; Human urine; Human supragingival plaque; Human ; Human saliva; Human mucosa; Human subgingival plaque	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00017213

Chemspider ID

4945382

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6441177

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Sperabillin A (MMDBc0017028)

MOL for #<Metabolite:0x00007fecd27bbb20>

3D MOL for #<Metabolite:0x00007fecd27bbb20>

3D SDF for #<Metabolite:0x00007fecd27bbb20>

3D-SDF for #<Metabolite:0x00007fecd27bbb20>

PDB for #<Metabolite:0x00007fecd27bbb20>

3D PDB for #<Metabolite:0x00007fecd27bbb20>

SMILES for #<Metabolite:0x00007fecd27bbb20>

INCHI for #<Metabolite:0x00007fecd27bbb20>

Structure for #<Metabolite:0x00007fecd27bbb20>

3D Structure for #<Metabolite:0x00007fecd27bbb20>