NP-MRD: Showing NP-Card for Mortivinacin C (NP0001577)

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Record Information

Version

1.0

Created at

2020-09-23 01:57:10 UTC

Updated at

2021-08-10 02:55:23 UTC

NP-MRD ID

NP0001577

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Mortivinacin C

Provided By

NPAtlas

Description

2,4-Dihydroxy-N-[(2S)-1-methoxy-1-oxopropan-2-yl]-3,5,6-trimethylbenzene-1-carboximidic acid belongs to the class of organic compounds known as hippuric acids and derivatives. Hippuric acids and derivatives are compounds containing a hippuric acid or a derivative, with a structure characterized the presence of a benzoyl group linked to the N-terminal of a glycine. Mortivinacin C is found in Mortierella and Umbelopsis vinacea. It was first documented in 1999 (PMID: 10075797). Based on a literature review very few articles have been published on 2,4-dihydroxy-N-[(2S)-1-methoxy-1-oxopropan-2-yl]-3,5,6-trimethylbenzene-1-carboximidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117433D          

 39 39  0  0  0  0            999 V2000
    6.0323    0.8059    1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0310   -0.1760    1.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7964    0.0481    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209    1.1959    0.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7757   -1.0173    0.4661 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3561   -2.1065   -0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5527   -0.4778   -0.1576 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246   -0.5861    0.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4006   -1.1645    1.6799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9563   -0.1071    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0860   -0.2799    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0094   -0.9320    2.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3368    0.1670    0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4788   -0.0637    1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4409    0.7894   -0.8135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6260    1.2593   -1.3134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278    0.9773   -1.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4527    1.6587   -2.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    0.5286   -1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0143    0.7301   -2.0053 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0460    0.3885    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9426    1.5471    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950    1.2903    2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4758   -1.4385    1.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6228   -2.4565   -1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6152   -3.0129    0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2238   -1.7311   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128   -0.0498   -1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6471   -1.9797    2.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395   -0.3704    2.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962   -0.9137    2.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5980   -1.1637    1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4205    0.2565    0.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4031    0.4910    2.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4862    1.1862   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366    2.6489   -2.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0030    1.0506   -3.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5201    1.8196   -3.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1405    1.1883   -2.8883 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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 10  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  5 24  1  1  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  7 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 16 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 20 39  1  0  0  0  0
M  END

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
    6.0323    0.8059    1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0310   -0.1760    1.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7964    0.0481    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209    1.1959    0.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7757   -1.0173    0.4661 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3561   -2.1065   -0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5527   -0.4778   -0.1576 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246   -0.5861    0.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4006   -1.1645    1.6799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9563   -0.1071    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0860   -0.2799    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0094   -0.9320    2.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3368    0.1670    0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4788   -0.0637    1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4409    0.7894   -0.8135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6260    1.2593   -1.3134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278    0.9773   -1.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4527    1.6587   -2.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    0.5286   -1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0143    0.7301   -2.0053 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0460    0.3885    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9426    1.5471    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950    1.2903    2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4758   -1.4385    1.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6228   -2.4565   -1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6152   -3.0129    0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2238   -1.7311   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128   -0.0498   -1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6471   -1.9797    2.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395   -0.3704    2.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962   -0.9137    2.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5980   -1.1637    1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4205    0.2565    0.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4031    0.4910    2.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4862    1.1862   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366    2.6489   -2.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0030    1.0506   -3.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5201    1.8196   -3.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1405    1.1883   -2.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  5 24  1  1
  6 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 20 39  1  0
M  END


  Mrv1652306242117433D          

 39 39  0  0  0  0            999 V2000
    6.0323    0.8059    1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0310   -0.1760    1.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7964    0.0481    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209    1.1959    0.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7757   -1.0173    0.4661 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3561   -2.1065   -0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5527   -0.4778   -0.1576 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246   -0.5861    0.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4006   -1.1645    1.6799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9563   -0.1071    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0860   -0.2799    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0094   -0.9320    2.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3368    0.1670    0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4788   -0.0637    1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4409    0.7894   -0.8135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6260    1.2593   -1.3134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278    0.9773   -1.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4527    1.6587   -2.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    0.5286   -1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0143    0.7301   -2.0053 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0460    0.3885    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9426    1.5471    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950    1.2903    2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4758   -1.4385    1.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6228   -2.4565   -1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6152   -3.0129    0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2238   -1.7311   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128   -0.0498   -1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6471   -1.9797    2.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395   -0.3704    2.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962   -0.9137    2.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5980   -1.1637    1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4205    0.2565    0.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4031    0.4910    2.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4862    1.1862   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366    2.6489   -2.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0030    1.0506   -3.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5201    1.8196   -3.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1405    1.1883   -2.8883 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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 10  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  5 24  1  1  0  0  0
  6 25  1  0  0  0  0
  6 26  1  0  0  0  0
  6 27  1  0  0  0  0
  7 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 16 35  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 20 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001577

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(O[H])=C(C(=C1C(=O)N([H])[C@]([H])(C(=O)OC([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H19NO5/c1-6-7(2)11(16)8(3)12(17)10(6)13(18)15-9(4)14(19)20-5/h9,16-17H,1-5H3,(H,15,18)/t9-/m0/s1

> <INCHI_KEY>
HQWITITYACHYLX-VIFPVBQESA-N

> <FORMULA>
C14H19NO5

> <MOLECULAR_WEIGHT>
281.308

> <EXACT_MASS>
281.126322716

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
29.799990192945916

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S)-2-[(2,4-dihydroxy-3,5,6-trimethylphenyl)formamido]propanoate

> <ALOGPS_LOGP>
1.22

> <JCHEM_LOGP>
2.823337307333334

> <ALOGPS_LOGS>
-2.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.132681210307974

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.946102960912224

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3185302906572711

> <JCHEM_POLAR_SURFACE_AREA>
95.86

> <JCHEM_REFRACTIVITY>
74.4661

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S)-2-[(2,4-dihydroxy-3,5,6-trimethylphenyl)formamido]propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
    6.0323    0.8059    1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0310   -0.1760    1.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7964    0.0481    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209    1.1959    0.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7757   -1.0173    0.4661 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3561   -2.1065   -0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5527   -0.4778   -0.1576 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246   -0.5861    0.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4006   -1.1645    1.6799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9563   -0.1071    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0860   -0.2799    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0094   -0.9320    2.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3368    0.1670    0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4788   -0.0637    1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4409    0.7894   -0.8135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6260    1.2593   -1.3134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278    0.9773   -1.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4527    1.6587   -2.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    0.5286   -1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0143    0.7301   -2.0053 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0460    0.3885    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9426    1.5471    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950    1.2903    2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4758   -1.4385    1.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6228   -2.4565   -1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6152   -3.0129    0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2238   -1.7311   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128   -0.0498   -1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6471   -1.9797    2.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395   -0.3704    2.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962   -0.9137    2.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5980   -1.1637    1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4205    0.2565    0.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4031    0.4910    2.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4862    1.1862   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366    2.6489   -2.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0030    1.0506   -3.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5201    1.8196   -3.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1405    1.1883   -2.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
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 17 18  1  0
 17 19  2  0
 19 20  1  0
 19 10  1  0
  1 21  1  0
  1 22  1  0
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  5 24  1  1
  6 25  1  0
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 14 33  1  0
 14 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 20 39  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       6.032   0.806   1.293  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.031  -0.176   1.146  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.796   0.048   0.599  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.521   1.196   0.196  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.776  -1.017   0.466  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.356  -2.107  -0.411  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.553  -0.478  -0.158  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.325  -0.586   0.535  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.401  -1.165   1.680  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.956  -0.107   0.057  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.086  -0.280   0.841  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.009  -0.932   2.149  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.337   0.167   0.411  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.479  -0.064   1.308  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.441   0.789  -0.814  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.626   1.259  -1.313  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.328   0.977  -1.622  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.453   1.659  -2.958  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.105   0.529  -1.178  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.014   0.730  -2.005  0.00  0.00           O+0
HETATM   21  H   UNK     0       7.046   0.389   1.262  0.00  0.00           H+0
HETATM   22  H   UNK     0       5.943   1.547   0.463  0.00  0.00           H+0
HETATM   23  H   UNK     0       5.895   1.290   2.285  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.476  -1.438   1.435  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.623  -2.457  -1.180  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.615  -3.013   0.201  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.224  -1.731  -0.963  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.713  -0.050  -1.088  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.647  -1.980   2.138  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.339  -0.370   2.852  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.996  -0.914   2.689  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.598  -1.164   1.482  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.420   0.257   0.847  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.403   0.491   2.265  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.486   1.186  -0.831  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.937   2.649  -2.928  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.003   1.051  -3.756  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.520   1.820  -3.146  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.141   1.188  -2.888  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   24                                             
CONECT    6    5   25   26   27                                             
CONECT    7    5    8   28                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   19                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11   29   30   31                                             
CONECT   13   11   14   15                                                  
CONECT   14   13   32   33   34                                             
CONECT   15   13   16   17                                                  
CONECT   16   15   35                                                       
CONECT   17   15   18   19                                                  
CONECT   18   17   36   37   38                                             
CONECT   19   17   20   10                                                  
CONECT   20   19   39                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    5                                                            
CONECT   25    6                                                            
CONECT   26    6                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29   12                                                            
CONECT   30   12                                                            
CONECT   31   12                                                            
CONECT   32   14                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   16                                                            
CONECT   36   18                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
CONECT   39   20                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   78    0
END

RDKit          3D

39 39  0  0  0  0  0  0  0  0999 V2000
    6.0323    0.8059    1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0310   -0.1760    1.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7964    0.0481    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5209    1.1959    0.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7757   -1.0173    0.4661 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3561   -2.1065   -0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5527   -0.4778   -0.1576 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246   -0.5861    0.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4006   -1.1645    1.6799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9563   -0.1071    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0860   -0.2799    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0094   -0.9320    2.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3368    0.1670    0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4788   -0.0637    1.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4409    0.7894   -0.8135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6260    1.2593   -1.3134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3278    0.9773   -1.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4527    1.6587   -2.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045    0.5286   -1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0143    0.7301   -2.0053 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0460    0.3885    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9426    1.5471    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950    1.2903    2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4758   -1.4385    1.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6228   -2.4565   -1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6152   -3.0129    0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2238   -1.7311   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128   -0.0498   -1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6471   -1.9797    2.1377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3395   -0.3704    2.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962   -0.9137    2.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5980   -1.1637    1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4205    0.2565    0.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4031    0.4910    2.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4862    1.1862   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366    2.6489   -2.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0030    1.0506   -3.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5201    1.8196   -3.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1405    1.1883   -2.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
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  1 21  1  0
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  1 23  1  0
  5 24  1  1
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  6 26  1  0
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 16 35  1  0
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 18 38  1  0
 20 39  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2,4-Dihydroxy-N-[(2S)-1-methoxy-1-oxopropan-2-yl]-3,5,6-trimethylbenzene-1-carboximidate	Generator

Chemical Formula

C₁₄H₁₉NO₅

Average Mass

281.3080 Da

Monoisotopic Mass

281.12632 Da

IUPAC Name

methyl (2S)-2-[(2,4-dihydroxy-3,5,6-trimethylphenyl)formamido]propanoate

Traditional Name

methyl (2S)-2-[(2,4-dihydroxy-3,5,6-trimethylphenyl)formamido]propanoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C(O[H])=C(C(=C1C(=O)N([H])[C@]([H])(C(=O)OC([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C14H19NO5/c1-6-7(2)11(16)8(3)12(17)10(6)13(18)15-9(4)14(19)20-5/h9,16-17H,1-5H3,(H,15,18)/t9-/m0/s1

InChI Key

HQWITITYACHYLX-VIFPVBQESA-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
Mortierella	NPAtlas	10075797
Umbelopsis vinacea	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Mortierella vinacea	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hippuric acids and derivatives. Hippuric acids and derivatives are compounds containing a hippuric acid or a derivative, with a structure characterized the presence of a benzoyl group linked to the N-terminal of a glycine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hippuric acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid ester
Hippuric acid or derivatives
N-acyl-alpha amino acid or derivatives
Alanine or derivatives
Alpha-amino acid or derivatives
Salicylic acid or derivatives
Salicylamide
Benzoyl
M-cresol
O-cresol
Resorcinol
P-cresol
Phenol
Vinylogous acid
Methyl ester
Carboxylic acid ester
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	1.22	ALOGPS
logP	2.82	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	8.95	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.86 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.47 m³·mol⁻¹	ChemAxon
Polarizability	29.8 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

NPA004529

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8978067

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10802761

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Soman AG, Gloer JB, Wicklow DT: Antifungal and antibacterial metabolites from a sclerotium-colonizing isolate of Mortierella vinacea. J Nat Prod. 1999 Feb;62(2):386-8. doi: 10.1021/np980411h. [PubMed:10075797 ]

Showing NP-Card for Mortivinacin C (NP0001577)

MOL for NP0001577 (Mortivinacin C)

3D MOL for NP0001577 (Mortivinacin C)

3D SDF for NP0001577 (Mortivinacin C)

3D-SDF for NP0001577 (Mortivinacin C)

PDB for NP0001577 (Mortivinacin C)

3D PDB for NP0001577 (Mortivinacin C)

SMILES for NP0001577 (Mortivinacin C)

INCHI for NP0001577 (Mortivinacin C)

Structure for NP0001577 (Mortivinacin C)

3D Structure for NP0001577 (Mortivinacin C)