NP-MRD: Showing NP-Card for N-Hexanoyl-L-homoserine lactone (NP0022623)

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Record Information

Version

2.0

Created at

2021-01-06 07:48:57 UTC

Updated at

2021-07-15 17:39:32 UTC

NP-MRD ID

NP0022623

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-Hexanoyl-L-homoserine lactone

Provided By

NPAtlas

Description

N-Hexanoyl-L-homoserine lactone is found in a Pantoea sp., Aliivibrio fischeri, Azospirillum lipoferum, Erwinia psidii, Pantoea sp., Psidium guajava , Vibrio and Zea mays . N-Hexanoyl-L-homoserine lactone was first documented in 1994 (PMID: 8002580). Based on a literature review very few articles have been published on N-(2-oxooxolan-3-yl)hexanimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306242105363D          

 31 31  0  0  0  0            999 V2000
   -3.2214   -0.6474   -2.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9152    0.2214   -1.3581 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7915   -0.6765   -0.1524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4878    0.1169    1.0951 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2279    0.8980    1.0402 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0057    0.1060    0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -1.1447    0.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2881    0.6746    0.7385 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4388   -0.1416    0.5529 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1519    0.1901   -0.7638 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5192   -0.3966   -0.4860 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7035   -0.2886    0.9179 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295    0.1370    1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792    0.6486    2.6694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2930   -0.6214   -2.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8249   -1.6541   -2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542   -0.2626   -3.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9985    0.7802   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7526    0.9369   -1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079   -1.5061   -0.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8091   -1.1229   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244    0.8731    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6006   -0.4963    2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3107    1.6114    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1057    1.5108    1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4302    1.7087    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204   -1.2208    0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6518   -0.2649   -1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2557    1.3022   -0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275    0.1874   -0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5258   -1.4587   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  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
 13 14  2  0  0  0  0
 13  9  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2 18  1  0  0  0  0
  2 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  5 24  1  0  0  0  0
  5 25  1  0  0  0  0
  8 26  1  0  0  0  0
  9 27  1  6  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
M  END

     RDKit          3D

 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.2214   -0.6474   -2.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9152    0.2214   -1.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915   -0.6765   -0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878    0.1169    1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2279    0.8980    1.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0057    0.1060    0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -1.1447    0.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2881    0.6746    0.7385 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4388   -0.1416    0.5529 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1519    0.1901   -0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5192   -0.3966   -0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7035   -0.2886    0.9179 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295    0.1370    1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792    0.6486    2.6694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2930   -0.6214   -2.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8249   -1.6541   -2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542   -0.2626   -3.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9985    0.7802   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7526    0.9369   -1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079   -1.5061   -0.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8091   -1.1229   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244    0.8731    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6006   -0.4963    2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3107    1.6114    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1057    1.5108    1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4302    1.7087    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204   -1.2208    0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6518   -0.2649   -1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2557    1.3022   -0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275    0.1874   -0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5258   -1.4587   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
M  END

  Mrv1652306242105363D          

 31 31  0  0  0  0            999 V2000
   -3.2214   -0.6474   -2.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9152    0.2214   -1.3581 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7915   -0.6765   -0.1524 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4878    0.1169    1.0951 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2279    0.8980    1.0402 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0057    0.1060    0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -1.1447    0.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2881    0.6746    0.7385 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4388   -0.1416    0.5529 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1519    0.1901   -0.7638 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5192   -0.3966   -0.4860 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7035   -0.2886    0.9179 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295    0.1370    1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792    0.6486    2.6694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2930   -0.6214   -2.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8249   -1.6541   -2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542   -0.2626   -3.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9985    0.7802   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7526    0.9369   -1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079   -1.5061   -0.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8091   -1.1229   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244    0.8731    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6006   -0.4963    2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3107    1.6114    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1057    1.5108    1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4302    1.7087    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204   -1.2208    0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6518   -0.2649   -1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2557    1.3022   -0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275    0.1874   -0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5258   -1.4587   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  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
 13 14  2  0  0  0  0
 13  9  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2 18  1  0  0  0  0
  2 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  5 24  1  0  0  0  0
  5 25  1  0  0  0  0
  8 26  1  0  0  0  0
  9 27  1  6  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022623

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N(C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])[C@]1([H])C(=O)OC([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H17NO3/c1-2-3-4-5-9(12)11-8-6-7-14-10(8)13/h8H,2-7H2,1H3,(H,11,12)/t8-/m0/s1

> <INCHI_KEY>
ZJFKKPDLNLCPNP-UHFFFAOYSA-N

> <FORMULA>
C10H17NO3

> <MOLECULAR_WEIGHT>
199.2469

> <EXACT_MASS>
199.120843415

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
21.48119759504467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(3S)-2-oxooxolan-3-yl]hexanamide

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
0.9518980273333337

> <ALOGPS_LOGS>
-1.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.57362490482219

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3356987711903932

> <JCHEM_POLAR_SURFACE_AREA>
55.4

> <JCHEM_REFRACTIVITY>
51.28790000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(3S)-2-oxooxolan-3-yl]hexanamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.2214   -0.6474   -2.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9152    0.2214   -1.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915   -0.6765   -0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878    0.1169    1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2279    0.8980    1.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0057    0.1060    0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -1.1447    0.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2881    0.6746    0.7385 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4388   -0.1416    0.5529 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1519    0.1901   -0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5192   -0.3966   -0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7035   -0.2886    0.9179 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295    0.1370    1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792    0.6486    2.6694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2930   -0.6214   -2.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8249   -1.6541   -2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542   -0.2626   -3.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9985    0.7802   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7526    0.9369   -1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079   -1.5061   -0.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8091   -1.1229   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244    0.8731    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6006   -0.4963    2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3107    1.6114    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1057    1.5108    1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4302    1.7087    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204   -1.2208    0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6518   -0.2649   -1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2557    1.3022   -0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275    0.1874   -0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5258   -1.4587   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.221  -0.647  -2.575  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.915   0.221  -1.358  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.792  -0.677  -0.152  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.488   0.117   1.095  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.228   0.898   1.040  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.006   0.106   0.847  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.102  -1.145   0.776  0.00  0.00           O+0
HETATM    8  N   UNK     0       1.288   0.675   0.739  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.439  -0.142   0.553  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.152   0.190  -0.764  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.519  -0.397  -0.486  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.704  -0.289   0.918  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.530   0.137   1.523  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.479   0.649   2.669  0.00  0.00           O+0
HETATM   15  H   UNK     0      -4.293  -0.621  -2.783  0.00  0.00           H+0
HETATM   16  H   UNK     0      -2.825  -1.654  -2.366  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.654  -0.263  -3.449  0.00  0.00           H+0
HETATM   18  H   UNK     0      -1.999   0.780  -1.552  0.00  0.00           H+0
HETATM   19  H   UNK     0      -3.753   0.937  -1.248  0.00  0.00           H+0
HETATM   20  H   UNK     0      -2.108  -1.506  -0.296  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.809  -1.123  -0.004  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.324   0.873   1.172  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.601  -0.496   2.015  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.311   1.611   0.177  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.106   1.511   1.932  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.430   1.709   0.791  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.220  -1.221   0.506  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.652  -0.265  -1.624  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.256   1.302  -0.865  0.00  0.00           H+0
HETATM   30  H   UNK     0       5.327   0.187  -0.971  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.526  -1.459  -0.820  0.00  0.00           H+0
CONECT    1    2   15   16   17                                             
CONECT    2    1    3   18   19                                             
CONECT    3    2    4   20   21                                             
CONECT    4    3    5   22   23                                             
CONECT    5    4    6   24   25                                             
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   26                                                  
CONECT    9    8   10   13   27                                             
CONECT   10    9   11   28   29                                             
CONECT   11   10   12   30   31                                             
CONECT   12   11   13                                                       
CONECT   13   12   14    9                                                  
CONECT   14   13                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    2                                                            
CONECT   19    2                                                            
CONECT   20    3                                                            
CONECT   21    3                                                            
CONECT   22    4                                                            
CONECT   23    4                                                            
CONECT   24    5                                                            
CONECT   25    5                                                            
CONECT   26    8                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   11                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   62    0
END

RDKit          3D

31 31  0  0  0  0  0  0  0  0999 V2000
   -3.2214   -0.6474   -2.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9152    0.2214   -1.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915   -0.6765   -0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878    0.1169    1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2279    0.8980    1.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0057    0.1060    0.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1019   -1.1447    0.7757 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2881    0.6746    0.7385 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4388   -0.1416    0.5529 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1519    0.1901   -0.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5192   -0.3966   -0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7035   -0.2886    0.9179 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295    0.1370    1.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792    0.6486    2.6694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2930   -0.6214   -2.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8249   -1.6541   -2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6542   -0.2626   -3.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9985    0.7802   -1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7526    0.9369   -1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079   -1.5061   -0.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8091   -1.1229   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244    0.8731    1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6006   -0.4963    2.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3107    1.6114    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1057    1.5108    1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4302    1.7087    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204   -1.2208    0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6518   -0.2649   -1.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2557    1.3022   -0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275    0.1874   -0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5258   -1.4587   -0.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
N-(2-Oxooxolan-3-yl)hexanimidate	Generator

Chemical Formula

C₁₀H₁₇NO₃

Average Mass

199.2469 Da

Monoisotopic Mass

199.12084 Da

IUPAC Name

N-[(3S)-2-oxooxolan-3-yl]hexanamide

Traditional Name

N-[(3S)-2-oxooxolan-3-yl]hexanamide

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)NC1CCOC1=O

InChI Identifier

InChI=1S/C10H17NO3/c1-2-3-4-5-9(12)11-8-6-7-14-10(8)13/h8H,2-7H2,1H3,(H,11,12)

InChI Key

ZJFKKPDLNLCPNP-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
a Pantoea sp.	-	KNApSAcK
Aliivibrio fischeri	LOTUS Database	35616633
Azospirillum lipoferum	LOTUS Database	35616633
Erwinia psidii	Bacteria	KNApSAcK
Pantoea sp.	-	KNApSAcK
Psidium guajava	Plant	KNApSAcK
Vibrio	NPAtlas	8002580
Zea mays L.	Plant	KNApSAcK

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These 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

Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Acyl-homoserine lactone
Acyl-l-homoserine lactone
Fatty amide
Gamma butyrolactone
N-acyl-amine
Fatty acyl
Oxolane
Secondary carboxylic acid amide
Lactone
Carboxylic acid ester
Carboxamide group
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	1.07	ALOGPS
logP	0.95	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	12.57	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.4 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	51.29 m³·mol⁻¹	ChemAxon
Polarizability	21.48 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

External Links

NPAtlas ID

NPA009571

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2704180

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3462373

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kuo A, Blough NV, Dunlap PV: Multiple N-acyl-L-homoserine lactone autoinducers of luminescence in the marine symbiotic bacterium Vibrio fischeri. J Bacteriol. 1994 Dec;176(24):7558-65. doi: 10.1128/jb.176.24.7558-7565.1994. [PubMed:8002580 ]

Showing NP-Card for N-Hexanoyl-L-homoserine lactone (NP0022623)

MOL for NP0022623 (N-Hexanoyl-L-homoserine lactone)

3D MOL for NP0022623 (N-Hexanoyl-L-homoserine lactone)

3D SDF for NP0022623 (N-Hexanoyl-L-homoserine lactone)

3D-SDF for NP0022623 (N-Hexanoyl-L-homoserine lactone)

PDB for NP0022623 (N-Hexanoyl-L-homoserine lactone)

3D PDB for NP0022623 (N-Hexanoyl-L-homoserine lactone)

SMILES for NP0022623 (N-Hexanoyl-L-homoserine lactone)

INCHI for NP0022623 (N-Hexanoyl-L-homoserine lactone)

Structure for NP0022623 (N-Hexanoyl-L-homoserine lactone)

3D Structure for NP0022623 (N-Hexanoyl-L-homoserine lactone)