MiMeDB: Showing metabocard for Actinonin (MMDBc0007839)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 00:52:57 UTC

Update Date

2022-08-31 06:27:47 UTC

Metabolite ID

MMDBc0007839

Metabolite Identification

Common Name

Actinonin

Description

Structure

MOL SDF PDB SMILES InChI

BB2
  Mrv0541 02231217352D          

 30 30  0  0  0  0            999 V2000
    0.8750   -1.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895   -1.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895   -2.2451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039   -1.0076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184   -1.4201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -0.1826    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1605    0.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1605    1.0549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895    0.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039   -0.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184    0.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -0.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4473    0.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5540   -0.1826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2684    0.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2684    1.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9829    1.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5540    1.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9829   -0.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9829   -1.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6974    0.2299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4510   -0.1057    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7836    1.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5906    1.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0031    0.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6226   -0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0095   -1.4647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3693   -0.4746    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    0.5219    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9972   -0.4731    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  1  0  0  0
  6 28  1  1  0  0  0
  7  8  2  0  0  0  0
  7 14  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 15 29  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 25  1  0  0  0  0
 22 26  1  6  0  0  0
 22 30  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

BB2
  Mrv0541 02231217352D          

 30 30  0  0  0  0            999 V2000
    0.8750   -1.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895   -1.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895   -2.2451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039   -1.0076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184   -1.4201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -0.1826    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1605    0.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1605    1.0549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895    0.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039   -0.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184    0.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -0.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4473    0.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5540   -0.1826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2684    0.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2684    1.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9829    1.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5540    1.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9829   -0.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9829   -1.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6974    0.2299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4510   -0.1057    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7836    1.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5906    1.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0031    0.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6226   -0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0095   -1.4647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3693   -0.4746    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    0.5219    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9972   -0.4731    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  1  0  0  0
  6 28  1  1  0  0  0
  7  8  2  0  0  0  0
  7 14  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 15 29  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 25  1  0  0  0  0
 22 26  1  6  0  0  0
 22 30  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0007839

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](CCCCC)(CC(=O)NO)C(=O)N[C@@]([H])(C(C)C)C(=O)N1CCC[C@@]1([H])CO

> <INCHI_IDENTIFIER>
InChI=1S/C19H35N3O5/c1-4-5-6-8-14(11-16(24)21-27)18(25)20-17(13(2)3)19(26)22-10-7-9-15(22)12-23/h13-15,17,23,27H,4-12H2,1-3H3,(H,20,25)(H,21,24)/t14-,15+,17+/m1/s1

> <INCHI_KEY>
XJLATMLVMSFZBN-VYDXJSESSA-N

> <FORMULA>
C19H35N3O5

> <MOLECULAR_WEIGHT>
385.4983

> <EXACT_MASS>
385.257671245

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
42.569781525030066

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-N'-hydroxy-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-pentylbutanediamide

> <ALOGPS_LOGP>
1.33

> <JCHEM_LOGP>
0.8795018963333336

> <ALOGPS_LOGS>
-2.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.892379701301369

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.899383135121496

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3953544898486804

> <JCHEM_POLAR_SURFACE_AREA>
118.97

> <JCHEM_REFRACTIVITY>
101.51439999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.03e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-N'-hydroxy-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-pentylsuccinamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: BB2                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       1.633  -1.881   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.967  -2.651   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.967  -4.191   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       4.301  -1.881   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0       5.634  -2.651   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.633  -0.341   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.300   0.429   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.300   1.969   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.967   0.429   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.301  -0.341   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.634   0.429   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.968  -0.341   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.302   0.429   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -1.034  -0.341   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -2.368   0.429   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.368   1.969   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.701   2.739   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.034   2.739   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.701  -0.341   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.701  -1.881   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0      -5.035   0.429   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -6.442  -0.197   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.196   1.961   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.702   2.281   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.472   0.947   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.762  -1.704   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -5.618  -2.734   0.000  0.00  0.00           O+0
HETATM   28  H   UNK     0       0.689  -0.886   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.424   0.974   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      -5.595  -0.883   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4                                                            
CONECT    6    1    7    9   28                                             
CONECT    7    6    8   14                                                  
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    7   15                                                       
CONECT   15   14   16   19   29                                             
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   15   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21   25   26   30                                             
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   22   24                                                       
CONECT   26   22   27                                                       
CONECT   27   26                                                            
CONECT   28    6                                                            
CONECT   29   15                                                            
CONECT   30   22                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

Synonyms

Value	Source
2-[(Formyl-hydroxy-amino)-methyl]-heptanoate [1-(2-hydroxymethyl-pyrrolidine-1-carbonyl)-2-methyl-propyl]-amide	Generator
(2R)-2-[(Dihydroxycarbonimidoyl)methyl]-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]heptanimidate	Generator

Molecular Formula

C₁₉H₃₅N₃O₅

Average Mass

385.4983

Monoisotopic Mass

385.257671245

IUPAC Name

(2R)-N'-hydroxy-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-pentylbutanediamide

Traditional Name

(2R)-N'-hydroxy-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-pentylsuccinamide

CAS Registry Number

Not Available

SMILES

[H][C@@](CCCCC)(CC(=O)NO)C(=O)N[C@@]([H])(C(C)C)C(=O)N1CCC[C@@]1([H])CO

InChI Identifier

InChI=1S/C19H35N3O5/c1-4-5-6-8-14(11-16(24)21-27)18(25)20-17(13(2)3)19(26)22-10-7-9-15(22)12-23/h13-15,17,23,27H,4-12H2,1-3H3,(H,20,25)(H,21,24)/t14-,15+,17+/m1/s1

InChI Key

XJLATMLVMSFZBN-VYDXJSESSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Valine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-acylpyrrolidine
Fatty amide
N-acyl-amine
Fatty acyl
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Hydroxamic acid
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organooxygen compound
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.03 g/L	ALOGPS
logP	1.33	ALOGPS
logP	0.88	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	8.9	ChemAxon
pKa (Strongest Basic)	-0.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	118.97 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	101.51 m³·mol⁻¹	ChemAxon
Polarizability	42.57 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fri-0319000000-be86fa3041f880128802	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-056r-2945000000-038bcb1f8d3d21ece28b	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052b-9810000000-57c3d410f8fcea4607c8	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f89-1009000000-0e7e33f11fe667363e9e	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-100r-9328000000-b01760524784208e2724	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pbc-9421000000-03f8f827bdbd767d9214	2017-07-26	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

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	Actinobacteria	2	Human	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
Human Blood	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	31557052

External Links

HMDB ID

Not Available

DrugBank ID

DB04310

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00017730

Chemspider ID

Not Available

KEGG Compound ID

C12056

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443600

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 Actinonin (MMDBc0007839)

MOL for #<Metabolite:0x00007fec95c01e10>

3D MOL for #<Metabolite:0x00007fec95c01e10>

3D SDF for #<Metabolite:0x00007fec95c01e10>

3D-SDF for #<Metabolite:0x00007fec95c01e10>

PDB for #<Metabolite:0x00007fec95c01e10>

3D PDB for #<Metabolite:0x00007fec95c01e10>

SMILES for #<Metabolite:0x00007fec95c01e10>

INCHI for #<Metabolite:0x00007fec95c01e10>

Structure for #<Metabolite:0x00007fec95c01e10>

3D Structure for #<Metabolite:0x00007fec95c01e10>