MiMeDB: Showing metabocard for Cepaciamide A (MMDBc0011575)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 03:23:58 UTC

Update Date

2022-08-31 06:33:14 UTC

Metabolite ID

MMDBc0011575

Metabolite Identification

Common Name

Cepaciamide A

Description

(R)-2-Hydroxy-4-[(1S)-2alpha-dodecylcyclopropan-1alpha-yl]butyric acid (R)-1-[2-oxo-2-[[(R)-2-oxo-3alpha-piperidinyl]amino]ethyl]tetradecyl ester 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. Based on a literature review very few articles have been published on (R)-2-Hydroxy-4-[(1S)-2alpha-dodecylcyclopropan-1alpha-yl]butyric acid (R)-1-[2-oxo-2-[[(R)-2-oxo-3alpha-piperidinyl]amino]ethyl]tetradecyl ester.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152105232D          

 52 53  0  0  1  0            999 V2000
   -1.9520   -8.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7230  -13.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -8.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8980  -13.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4855  -12.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605  -12.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -7.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2480  -12.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -7.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4230  -12.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -6.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0105  -11.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855   -6.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855  -11.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980   -5.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7730  -10.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8230   -5.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480  -10.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355   -4.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355  -10.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0605   -4.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8230   -1.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105  -10.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -4.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355   -2.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980   -7.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355   -0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836   -8.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -3.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980   -9.3770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2980   -8.5520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2980   -4.2651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0605   -2.1217    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7105   -6.4086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2980   -2.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -1.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980   -5.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0605   -0.6928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -2.8362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -6.4086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -2.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980   -1.4073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -5.6941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -4.9796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0949   -9.1634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0949   -8.7655    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855   -3.5507    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6480   -2.8362    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855   -6.4086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 21  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27 24  1  0  0  0  0
 29 28  1  0  0  0  0
 30 24  1  0  0  0  0
 33 25  1  6  0  0  0
 33 31  1  0  0  0  0
 34 28  1  6  0  0  0
 34 31  1  0  0  0  0
 34 33  1  0  0  0  0
 35 26  1  0  0  0  0
 35 32  1  0  0  0  0
 36 27  1  0  0  0  0
 37 29  1  0  0  0  0
 38 32  1  0  0  0  0
 39 36  1  0  0  0  0
 40 37  1  0  0  0  0
 41 30  1  0  0  0  0
 41 39  2  0  0  0  0
 36 42  1  6  0  0  0
 42 38  2  0  0  0  0
 37 43  1  1  0  0  0
 38 44  1  4  0  0  0
 45 39  1  0  0  0  0
 46 40  2  0  0  0  0
 35 47  1  1  0  0  0
 47 40  1  0  0  0  0
 33 48  1  1  0  0  0
 34 49  1  1  0  0  0
 35 50  1  1  0  0  0
 36 51  1  1  0  0  0
 37 52  1  1  0  0  0
M  END


  Mrv1652305152105232D          

 52 53  0  0  1  0            999 V2000
   -1.9520   -8.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7230  -13.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -8.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8980  -13.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4855  -12.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605  -12.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -7.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2480  -12.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -7.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4230  -12.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -6.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0105  -11.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5855   -6.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855  -11.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980   -5.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7730  -10.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8230   -5.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480  -10.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355   -4.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355  -10.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0605   -4.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8230   -1.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105  -10.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -4.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355   -2.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980   -7.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355   -0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836   -8.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -3.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980   -9.3770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2980   -8.5520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2980   -4.2651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0605   -2.1217    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7105   -6.4086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2980   -2.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -1.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980   -5.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0605   -0.6928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -2.8362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -6.4086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -2.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980   -1.4073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -5.6941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105   -4.9796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0949   -9.1634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0949   -8.7655    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855   -3.5507    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6480   -2.8362    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855   -6.4086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 21  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27 24  1  0  0  0  0
 29 28  1  0  0  0  0
 30 24  1  0  0  0  0
 33 25  1  6  0  0  0
 33 31  1  0  0  0  0
 34 28  1  6  0  0  0
 34 31  1  0  0  0  0
 34 33  1  0  0  0  0
 35 26  1  0  0  0  0
 35 32  1  0  0  0  0
 36 27  1  0  0  0  0
 37 29  1  0  0  0  0
 38 32  1  0  0  0  0
 39 36  1  0  0  0  0
 40 37  1  0  0  0  0
 41 30  1  0  0  0  0
 41 39  2  0  0  0  0
 36 42  1  6  0  0  0
 42 38  2  0  0  0  0
 37 43  1  1  0  0  0
 38 44  1  4  0  0  0
 45 39  1  0  0  0  0
 46 40  2  0  0  0  0
 35 47  1  1  0  0  0
 47 40  1  0  0  0  0
 33 48  1  1  0  0  0
 34 49  1  1  0  0  0
 35 50  1  1  0  0  0
 36 51  1  1  0  0  0
 37 52  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0011575

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](CCCCCCCCCCCCC)(CC(O)=N[C@]1([H])CCCN=C1O)OC(=O)[C@]([H])(O)CC[C@@]1([H])C[C@@]1([H])CCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C40H74N2O5/c1-3-5-7-9-11-13-15-17-19-21-23-26-35(32-38(44)42-36-27-24-30-41-39(36)45)47-40(46)37(43)29-28-34-31-33(34)25-22-20-18-16-14-12-10-8-6-4-2/h33-37,43H,3-32H2,1-2H3,(H,41,45)(H,42,44)/t33-,34+,35-,36-,37-/m1/s1

> <INCHI_KEY>
SHFIKHVKZZBOIT-QDVRJJOPSA-N

> <FORMULA>
C40H74N2O5

> <MOLECULAR_WEIGHT>
663.041

> <EXACT_MASS>
662.559773491

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
121

> <JCHEM_AVERAGE_POLARIZABILITY>
85.1628064486223

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-3-{[(2R)-4-[(1S,2R)-2-dodecylcyclopropyl]-2-hydroxybutanoyl]oxy}-N-[(3R)-2-hydroxy-3,4,5,6-tetrahydropyridin-3-yl]hexadecanimidic acid

> <ALOGPS_LOGP>
8.44

> <JCHEM_LOGP>
9.535045645281507

> <ALOGPS_LOGS>
-7.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
5.441374581770416

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.688911703073688

> <JCHEM_PKA_STRONGEST_BASIC>
11.773746845017207

> <JCHEM_POLAR_SURFACE_AREA>
111.71000000000002

> <JCHEM_REFRACTIVITY>
193.43080000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
32

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.19e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3-{[(2R)-4-[(1S,2R)-2-dodecylcyclopropyl]-2-hydroxybutanoyl]oxy}-N-[(3R)-2-hydroxy-3,4,5,6-tetrahydropyridin-3-yl]hexadecanimidic 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      -3.644 -15.964   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.616 -25.506   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.104 -15.964   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.076 -25.506   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.306 -24.172   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.206 -14.630   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.766 -24.172   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.976 -13.296   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.996 -22.838   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.516 -13.296   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.456 -22.838   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.286 -11.963   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.686 -21.505   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.826 -11.963   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.146 -21.505   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.596 -10.629   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.376 -20.171   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.136 -10.629   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.836 -20.171   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.906  -9.295   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.066 -18.837   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.446  -9.295   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.136  -2.627   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.526 -18.837   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.216  -7.962   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.906  -3.961   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.526 -14.630   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.756 -13.296   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.906  -1.293   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.423 -16.734   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.526  -6.628   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.756 -17.504   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.756 -15.964   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.756  -7.962   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.446  -3.961   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.526 -11.963   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.756  -5.294   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.216  -2.627   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      11.756 -10.629   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0       9.446  -1.293   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      10.216  -5.294   0.000  0.00  0.00           N+0
HETATM   43  O   UNK     0      14.066 -11.963   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      12.526  -3.961   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      11.756  -2.627   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      10.216 -10.629   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      12.526  -9.295   0.000  0.00  0.00           O+0
HETATM   48  H   UNK     0      13.244 -17.105   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      13.244 -16.362   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      10.986  -6.628   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       8.676  -5.294   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      10.986 -11.963   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   23                                                       
CONECT   22   20   25                                                       
CONECT   23   21   26                                                       
CONECT   24   27   30                                                       
CONECT   25   22   33                                                       
CONECT   26   23   35                                                       
CONECT   27   24   36                                                       
CONECT   28   29   34                                                       
CONECT   29   28   37                                                       
CONECT   30   24   41                                                       
CONECT   31   33   34                                                       
CONECT   32   35   38                                                       
CONECT   33   25   31   34   48                                             
CONECT   34   28   31   33   49                                             
CONECT   35   26   32   47   50                                             
CONECT   36   27   39   42   51                                             
CONECT   37   29   40   43   52                                             
CONECT   38   32   42   44                                                  
CONECT   39   36   41   45                                                  
CONECT   40   37   46   47                                                  
CONECT   41   30   39                                                       
CONECT   42   36   38                                                       
CONECT   43   37                                                            
CONECT   44   38                                                            
CONECT   45   39                                                            
CONECT   46   40                                                            
CONECT   47   35   40                                                       
CONECT   48   33                                                            
CONECT   49   34                                                            
CONECT   50   35                                                            
CONECT   51   36                                                            
CONECT   52   37                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  106    0
END

Synonyms

Value	Source
(R)-2-Hydroxy-4-[(1S)-2a-dodecylcyclopropan-1a-yl]butyrate (R)-1-[2-oxo-2-[[(R)-2-oxo-3a-piperidinyl]amino]ethyl]tetradecyl ester	Generator
(R)-2-Hydroxy-4-[(1S)-2a-dodecylcyclopropan-1a-yl]butyric acid (R)-1-[2-oxo-2-[[(R)-2-oxo-3a-piperidinyl]amino]ethyl]tetradecyl ester	Generator
(R)-2-Hydroxy-4-[(1S)-2alpha-dodecylcyclopropan-1alpha-yl]butyrate (R)-1-[2-oxo-2-[[(R)-2-oxo-3alpha-piperidinyl]amino]ethyl]tetradecyl ester	Generator
(R)-2-Hydroxy-4-[(1S)-2α-dodecylcyclopropan-1α-yl]butyrate (R)-1-[2-oxo-2-[[(R)-2-oxo-3α-piperidinyl]amino]ethyl]tetradecyl ester	Generator
(R)-2-Hydroxy-4-[(1S)-2α-dodecylcyclopropan-1α-yl]butyric acid (R)-1-[2-oxo-2-[[(R)-2-oxo-3α-piperidinyl]amino]ethyl]tetradecyl ester	Generator

Molecular Formula

C₄₀H₇₄N₂O₅

Average Mass

663.041

Monoisotopic Mass

662.559773491

IUPAC Name

(3R)-3-{[(2R)-4-[(1S,2R)-2-dodecylcyclopropyl]-2-hydroxybutanoyl]oxy}-N-[(3R)-2-hydroxy-3,4,5,6-tetrahydropyridin-3-yl]hexadecanimidic acid

Traditional Name

(3R)-3-{[(2R)-4-[(1S,2R)-2-dodecylcyclopropyl]-2-hydroxybutanoyl]oxy}-N-[(3R)-2-hydroxy-3,4,5,6-tetrahydropyridin-3-yl]hexadecanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CCCCCCCCCCCCC)(CC(O)=N[C@]1([H])CCCN=C1O)OC(=O)[C@]([H])(O)CC[C@@]1([H])C[C@@]1([H])CCCCCCCCCCCC

InChI Identifier

InChI=1S/C40H74N2O5/c1-3-5-7-9-11-13-15-17-19-21-23-26-35(32-38(44)42-36-27-24-30-41-39(36)45)47-40(46)37(43)29-28-34-31-33(34)25-22-20-18-16-14-12-10-8-6-4-2/h33-37,43H,3-32H2,1-2H3,(H,41,45)(H,42,44)/t33-,34+,35-,36-,37-/m1/s1

InChI Key

SHFIKHVKZZBOIT-QDVRJJOPSA-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

N-acyl-alpha amino acid or derivatives
Delta-lactam
Fatty acid ester
Piperidinone
Fatty amide
Fatty acyl
Piperidine
Monosaccharide
N-acyl-amine
Carboxamide group
Carboxylic acid ester
Lactam
Secondary carboxylic acid amide
Secondary alcohol
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
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	3.2e-05 g/L	ALOGPS
logP	8.44	ALOGPS
logP	9.54	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Acidic)	-4.7	ChemAxon
pKa (Strongest Basic)	11.77	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.71 Å²	ChemAxon
Rotatable Bond Count	32	ChemAxon
Refractivity	193.43 m³·mol⁻¹	ChemAxon
Polarizability	85.16 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

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	1	Human ; 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

Not Available

Chemspider ID

8898389

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10723054

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 Cepaciamide A (MMDBc0011575)

MOL for #<Metabolite:0x00007fecde1c06d8>

3D MOL for #<Metabolite:0x00007fecde1c06d8>

3D SDF for #<Metabolite:0x00007fecde1c06d8>

3D-SDF for #<Metabolite:0x00007fecde1c06d8>

PDB for #<Metabolite:0x00007fecde1c06d8>

3D PDB for #<Metabolite:0x00007fecde1c06d8>

SMILES for #<Metabolite:0x00007fecde1c06d8>

INCHI for #<Metabolite:0x00007fecde1c06d8>

Structure for #<Metabolite:0x00007fecde1c06d8>

3D Structure for #<Metabolite:0x00007fecde1c06d8>