NP-MRD: Showing NP-Card for (3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid (NP0186970)

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Record Information

Version

2.0

Created at

2022-09-04 02:59:00 UTC

Updated at

2022-09-04 02:59:00 UTC

NP-MRD ID

NP0186970

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid

Description

Erinacerin O belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. (3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid is found in Hericium erinaceus. Based on a literature review very few articles have been published on Erinacerin O.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652309042204592D          

 27 27  0  0  1  0            999 V2000
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9139    3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7 25  1  4  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 55 55  0  0  0  0  0  0  0  0999 V2000
    4.3198   -1.3168    0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9066   -0.1293   -0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7646    1.1477    0.1977 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0510    1.5485    0.9028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482    1.1965    1.0653 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5330    0.1796    1.9857 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3216    1.3754    0.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494    0.6600    0.1464 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2749   -0.5346    0.5050 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1610   -1.6415   -0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4859   -2.9746   -0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0652   -1.2667   -1.8935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7326   -0.2784    0.3958 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2479    0.3282   -0.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6081    0.5956   -0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0909    1.2556   -2.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5209    1.5404   -2.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2834    1.5853   -2.9150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4234    0.1941    0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6573    0.4199    0.0770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8834   -0.4282    1.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5348   -0.6669    1.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0131   -1.3331    2.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0945   -1.5085    3.5240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2699    2.6602   -0.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1575    3.5190   -0.4778 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1425    2.9564   -1.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2313   -1.7760   -0.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5550   -2.0888    0.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5584   -0.9840    1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519   -0.3753   -1.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6533   -0.0227   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6870    1.9504   -0.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9400    2.5954    1.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2575    0.9241    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8493    1.5016    0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6294    2.1902    1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2451   -0.6556    1.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0664   -0.8302    1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2686   -1.8499   -0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0551   -3.4707    0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4397   -3.6699   -0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645   -2.7664    0.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4831   -0.2705   -2.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9376   -1.4483   -2.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7342   -1.9490   -2.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6074    0.6650   -1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7420    2.0820   -3.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0861    0.5834   -2.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8770    2.2092   -1.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5465   -0.7354    2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2913   -0.7212    3.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6912   -2.3548    2.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1636   -0.7504    4.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2851    2.9342   -2.2757 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 15 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
  7 25  1  0
 25 27  1  0
 25 26  2  0
 22 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  6
  4 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  1
  6 38  1  0
  9 39  1  1
 10 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 21 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 27 55  1  0
M  END

  Mrv1652309042204592D          

 27 27  0  0  1  0            999 V2000
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9139    3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7 25  1  4  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0186970

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)[C@H](O)C(=N[C@H](C(C)C)N1C=C(C(C)=O)C(=O)C=C1CO)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H28N2O6/c1-6-11(4)17(25)16(19(26)27)20-18(10(2)3)21-8-14(12(5)23)15(24)7-13(21)9-22/h7-8,10-11,17-18,22,25H,6,9H2,1-5H3,(H,26,27)/t11?,17-,18-/m0/s1

> <INCHI_KEY>
XELPLZCCFQVOFX-AZOLZQDUSA-N

> <FORMULA>
C19H28N2O6

> <MOLECULAR_WEIGHT>
380.441

> <EXACT_MASS>
380.19473663

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
39.21796285090017

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-2-{[(1S)-1-[5-acetyl-2-(hydroxymethyl)-4-oxo-1,4-dihydropyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid

> <JCHEM_LOGP>
2.398928127333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.847591213937278

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.964506163021388

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7150544785710338

> <JCHEM_POLAR_SURFACE_AREA>
127.5

> <JCHEM_REFRACTIVITY>
101.20349999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-2-{[(1S)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.573   5.866   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   25                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   15   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   13   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25    7   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₈N₂O₆

Average Mass

380.4410 Da

Monoisotopic Mass

380.19474 Da

IUPAC Name

(3S)-2-{[(1S)-1-[5-acetyl-2-(hydroxymethyl)-4-oxo-1,4-dihydropyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid

Traditional Name

(3S)-2-{[(1S)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid

CAS Registry Number

Not Available

SMILES

CCC(C)[C@H](O)C(=N[C@H](C(C)C)N1C=C(C(C)=O)C(=O)C=C1CO)C(O)=O

InChI Identifier

InChI=1S/C19H28N2O6/c1-6-11(4)17(25)16(19(26)27)20-18(10(2)3)21-8-14(12(5)23)15(24)7-13(21)9-22/h7-8,10-11,17-18,22,25H,6,9H2,1-5H3,(H,26,27)/t11?,17-,18-/m0/s1

InChI Key

XELPLZCCFQVOFX-AZOLZQDUSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Hericium erinaceus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Medium-chain hydroxy acid
Aryl alkyl ketone
Aryl ketone
Medium-chain fatty acid
Methyl-branched fatty acid
Hydroxy fatty acid
Heterocyclic fatty acid
Dihydropyridine
Branched fatty acid
Beta-hydroxy acid
Amino fatty acid
Fatty acyl
Fatty acid
Pyridine
Hydropyridine
Heteroaromatic compound
Vinylogous amide
Secondary ketimine
Azomethine
Cyclic ketone
Secondary alcohol
Ketone
Ketimine
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	2.4	ChemAxon
pKa (Strongest Acidic)	3.96	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	127.5 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	101.2 m³·mol⁻¹	ChemAxon
Polarizability	39.22 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78438554

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132599513

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid (NP0186970)

MOL for NP0186970 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid)

3D MOL for NP0186970 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid)

3D SDF for NP0186970 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid)

3D-SDF for NP0186970 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid)

PDB for NP0186970 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid)

3D PDB for NP0186970 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid)

SMILES for NP0186970 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid)

INCHI for NP0186970 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid)

Structure for NP0186970 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid)

3D Structure for NP0186970 ((3s)-2-{[(1r)-1-[5-acetyl-2-(hydroxymethyl)-4-oxopyridin-1-yl]-2-methylpropyl]imino}-3-hydroxy-4-methylhexanoic acid)