NP-MRD: Showing NP-Card for Enigmol (NP0083992)

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Record Information

Version

2.0

Created at

2022-04-29 04:51:58 UTC

Updated at

2022-04-29 04:51:58 UTC

NP-MRD ID

NP0083992

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Enigmol

Description

Enigmol belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Thus, enigmol is considered to be a sphingoid base. Enigmol is found in Averrhoa bilimbi . Enigmol was first documented in 2011 (PMID: 24900327). Based on a literature review a small amount of articles have been published on Enigmol (PMID: 34040925) (PMID: 32737845) (PMID: 27190606) (PMID: 21398423).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 60 59  0  0  0  0  0  0  0  0999 V2000
    8.2461    0.0478    0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1807   -0.8923   -0.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9412   -1.7169   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6832   -0.8830   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4906   -1.8061    0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881   -1.0246    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9821   -0.2204   -1.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6713    0.5107   -1.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6546    1.4310    0.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605    2.2195    0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8321    1.2977    0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0499    2.1672    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2817    1.3182    0.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5657    0.3648   -0.5513 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7584    0.9512   -1.7926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6531   -0.5873   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9655    0.0061    0.1928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0122    0.8842    1.2300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9812   -1.1057    0.4231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.3971   -0.5875    0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7189   -1.8283    1.6362 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5915    0.9145    0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3160    0.3666    1.0311 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9158   -0.4900    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1411   -0.3247   -1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0503   -1.5756   -0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8553   -2.4316   -0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9438   -2.3268    0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6159   -0.4000   -1.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6923   -0.0935    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4815   -2.5719   -0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5653   -2.3343    0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2665   -0.3442    0.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3700   -1.7622    0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7839    0.5769   -1.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0895   -0.8124   -2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4842    1.0307   -2.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8561   -0.2686   -1.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4834    2.1355   -0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6774    0.8153    0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4223    2.8204    1.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775    2.9143   -0.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8876    0.6397   -0.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    0.7045    1.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9532    2.7399    1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1263    2.9205   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895    0.7801    1.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1325    2.0522    0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6525   -0.2943   -0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6272    1.9149   -1.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7428   -1.3153   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2259   -1.2171    0.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3256    0.5616   -0.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5828    1.6754    1.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8694   -1.8180   -0.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4563    0.3528   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0597   -1.3219   -0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8232   -0.4674    1.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7715   -2.8474    1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9673   -1.4448    2.2175 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  1  0
  7  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  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  6
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  6
 18 54  1  0
 19 55  1  6
 20 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  0
 21 60  1  0
M  END

  Mrv1652304292206512D          

 21 20  0  0  1  0            999 V2000
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9480    6.2388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6625    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0914    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083992

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCC[C@H](O)C[C@H](O)[C@H](C)N

> <INCHI_IDENTIFIER>
InChI=1S/C18H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-17(20)15-18(21)16(2)19/h16-18,20-21H,3-15,19H2,1-2H3/t16-,17-,18-/m0/s1

> <INCHI_KEY>
CILLLUONWCSDCK-BZSNNMDCSA-N

> <FORMULA>
C18H39NO2

> <MOLECULAR_WEIGHT>
301.515

> <EXACT_MASS>
301.2980795

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
40.363973958570625

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,5S)-2-aminooctadecane-3,5-diol

> <ALOGPS_LOGP>
4.88

> <JCHEM_LOGP>
4.359991678999999

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.366004248087403

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.446859040391676

> <JCHEM_PKA_STRONGEST_BASIC>
9.529701304877088

> <JCHEM_POLAR_SURFACE_AREA>
66.48

> <JCHEM_REFRACTIVITY>
91.01159999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.36e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
enigmol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      13.503   9.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.836  10.106   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      14.836  11.646   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      16.170   7.796   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      17.504  10.106   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.837   9.336   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      18.837   7.796   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      20.171  10.106   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.172   9.336   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.839   9.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.173  10.106   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.507   9.336   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.840  10.106   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      34.842   9.336   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      36.175  10.106   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Value	Source
2-Amino-3,5-dihydroxyoctadecane	MeSH

Chemical Formula

C₁₈H₃₉NO₂

Average Mass

301.5150 Da

Monoisotopic Mass

301.29808 Da

IUPAC Name

(2S,3S,5S)-2-aminooctadecane-3,5-diol

Traditional Name

enigmol

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC[C@H](O)C[C@H](O)[C@H](C)N

InChI Identifier

InChI=1S/C18H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-17(20)15-18(21)16(2)19/h16-18,20-21H,3-15,19H2,1-2H3/t16-,17-,18-/m0/s1

InChI Key

CILLLUONWCSDCK-BZSNNMDCSA-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
Averrhoa bilimbi	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

1,2-aminoalcohols

Alternative Parents

Substituents

Secondary alcohol
1,2-aminoalcohol
Organic oxygen compound
Hydrocarbon derivative
Primary amine
Organooxygen compound
Primary aliphatic amine
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Sphingoid base analogs (LMSP01080058 )

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	4.88	ALOGPS
logP	4.36	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	14.45	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	66.48 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	91.01 m³·mol⁻¹	ChemAxon
Polarizability	40.36 Å³	ChemAxon
Number of Rings	0	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00053145

Chemspider ID

9590278

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11415391

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Prathiba S, Sabareesh V, Anbalagan M, Jayaraman G: Metabolites from halophilic bacterial isolates Bacillus VITPS16 are cytotoxic against HeLa cells. 3 Biotech. 2021 Jun;11(6):276. doi: 10.1007/s13205-021-02724-9. Epub 2021 May 18. [PubMed:34040925 ]
Soopramanien M, Khan NA, Sagathevan K, Siddiqui R: Gut bacteria of Varanus salvator possess potential antitumour molecules. Int Microbiol. 2021 Jan;24(1):47-56. doi: 10.1007/s10123-020-00139-9. Epub 2020 Jul 31. [PubMed:32737845 ]
Miller EJ, Mays SG, Baillie MT, Howard RB, Culver DG, Saindane M, Pruett ST, Holt JJ, Menaldino DS, Evers TJ, Reddy GP, Arrendale RF, Natchus MG, Petros JA, Liotta DC: Discovery of a Fluorinated Enigmol Analog with Enhanced in Vivo Pharmacokinetic and Anti-Tumor Properties. ACS Med Chem Lett. 2016 Mar 21;7(5):537-42. doi: 10.1021/acsmedchemlett.6b00113. eCollection 2016 May 12. [PubMed:27190606 ]
Garnier-Amblard EC, Mays SG, Arrendale RF, Baillie MT, Bushnev AS, Culver DG, Evers TJ, Holt JJ, Howard RB, Liebeskind LS, Menaldino DS, Natchus MG, Petros JA, Ramaraju H, Reddy GP, Liotta DC: Novel synthesis and biological evaluation of enigmols as therapeutic agents for treating prostate cancer. ACS Med Chem Lett. 2011 Mar 25;2(6):438-43. doi: 10.1021/ml2000164. eCollection 2011 Jun 9. [PubMed:24900327 ]
Symolon H, Bushnev A, Peng Q, Ramaraju H, Mays SG, Allegood JC, Pruett ST, Sullards MC, Dillehay DL, Liotta DC, Merrill AH Jr: Enigmol: a novel sphingolipid analogue with anticancer activity against cancer cell lines and in vivo models for intestinal and prostate cancer. Mol Cancer Ther. 2011 Apr;10(4):648-57. doi: 10.1158/1535-7163.MCT-10-0754. Epub 2011 Mar 11. [PubMed:21398423 ]

Showing NP-Card for Enigmol (NP0083992)

MOL for NP0083992 (Enigmol)

3D MOL for NP0083992 (Enigmol)

3D SDF for NP0083992 (Enigmol)

3D-SDF for NP0083992 (Enigmol)

PDB for NP0083992 (Enigmol)

3D PDB for NP0083992 (Enigmol)

SMILES for NP0083992 (Enigmol)

INCHI for NP0083992 (Enigmol)

Structure for NP0083992 (Enigmol)

3D Structure for NP0083992 (Enigmol)