NP-MRD: Showing NP-Card for (6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid (NP0003733)

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Record Information

Version

2.0

Created at

2020-12-09 00:54:09 UTC

Updated at

2021-07-15 16:47:14 UTC

NP-MRD ID

NP0003733

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid

Provided By

NPAtlas

Description

(6E)-3,5-dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)hept-6-enoic acid 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. (6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid is found in Sorangium cellulosum. Based on a literature review very few articles have been published on (6E)-3,5-dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)hept-6-enoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117493D          

 38 38  0  0  0  0            999 V2000
    1.3209    0.4823    1.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6661   -0.7690    1.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3316   -1.5425    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -1.1830   -0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6164   -2.1936   -0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9848   -1.3273   -0.8183 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205    0.2446   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9623    1.5660   -1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    0.0218   -0.3604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6921   -1.0972    1.7232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0905   -2.3344    1.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7353   -0.0767    1.3591 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8743    0.0789   -0.1445 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6851    0.4809   -0.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9238    1.1289   -0.4188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0359    1.2580   -1.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2308    0.7768    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7674    1.5260    0.9798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8863   -0.3875   -0.2272 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    0.9896    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3549    0.2860    2.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404    1.2146    0.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8464   -2.4489    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865   -3.2794   -0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5168    2.0147   -2.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0293    1.3303   -1.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497    2.2693   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126   -1.1803    2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647   -3.0039    1.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5827    0.9027    1.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7121   -0.4589    1.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472   -0.8908   -0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4892    0.1448   -1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5501    2.0771    0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4537    0.2828   -2.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9989    1.3004   -2.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606    2.1069   -2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7342   -0.3102   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  9  4  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  3 23  1  0  0  0  0
  5 24  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
 10 28  1  1  0  0  0
 11 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  6  0  0  0
 14 33  1  0  0  0  0
 15 34  1  1  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 19 38  1  0  0  0  0
M  END

     RDKit          3D

 38 38  0  0  0  0  0  0  0  0999 V2000
    1.3209    0.4823    1.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6661   -0.7690    1.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3316   -1.5425    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -1.1830   -0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6164   -2.1936   -0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9848   -1.3273   -0.8183 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205    0.2446   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9623    1.5660   -1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    0.0218   -0.3604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6921   -1.0972    1.7232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0905   -2.3344    1.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7353   -0.0767    1.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8743    0.0789   -0.1445 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6851    0.4809   -0.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9238    1.1289   -0.4188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0359    1.2580   -1.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2308    0.7768    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7674    1.5260    0.9798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8863   -0.3875   -0.2272 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    0.9896    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3549    0.2860    2.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404    1.2146    0.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8464   -2.4489    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865   -3.2794   -0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5168    2.0147   -2.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0293    1.3303   -1.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497    2.2693   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126   -1.1803    2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647   -3.0039    1.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5827    0.9027    1.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7121   -0.4589    1.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472   -0.8908   -0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4892    0.1448   -1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5501    2.0771    0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4537    0.2828   -2.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9989    1.3004   -2.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606    2.1069   -2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7342   -0.3102   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  2 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
  9  4  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  1
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  6
 14 33  1  0
 15 34  1  1
 16 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  1  0
M  END


  Mrv1652306242117493D          

 38 38  0  0  0  0            999 V2000
    1.3209    0.4823    1.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6661   -0.7690    1.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3316   -1.5425    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -1.1830   -0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6164   -2.1936   -0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9848   -1.3273   -0.8183 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205    0.2446   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9623    1.5660   -1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    0.0218   -0.3604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6921   -1.0972    1.7232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0905   -2.3344    1.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7353   -0.0767    1.3591 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8743    0.0789   -0.1445 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6851    0.4809   -0.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9238    1.1289   -0.4188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0359    1.2580   -1.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2308    0.7768    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7674    1.5260    0.9798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8863   -0.3875   -0.2272 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    0.9896    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3549    0.2860    2.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404    1.2146    0.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8464   -2.4489    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865   -3.2794   -0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5168    2.0147   -2.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0293    1.3303   -1.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497    2.2693   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126   -1.1803    2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647   -3.0039    1.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5827    0.9027    1.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7121   -0.4589    1.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472   -0.8908   -0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4892    0.1448   -1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5501    2.0771    0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4537    0.2828   -2.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9989    1.3004   -2.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606    2.1069   -2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7342   -0.3102   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  9  4  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  3 23  1  0  0  0  0
  5 24  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
 10 28  1  1  0  0  0
 11 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  6  0  0  0
 14 33  1  0  0  0  0
 15 34  1  1  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 19 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003733

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]([H])(C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])[C@@]([H])(O[H])C(=C(/[H])C1=C([H])SC(=N1)C([H])([H])[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H19NO4S/c1-7(4-10-6-19-9(3)14-10)11(15)5-12(16)8(2)13(17)18/h4,6,8,11-12,15-16H,5H2,1-3H3,(H,17,18)/b7-4+/t8-,11-,12+/m1/s1

> <INCHI_KEY>
DGVOKXGUGFTLRK-QPJJXVBHSA-N

> <FORMULA>
C13H19NO4S

> <MOLECULAR_WEIGHT>
285.36

> <EXACT_MASS>
285.10347927

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.76669195072579

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S,5R,6E)-3,5-dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)hept-6-enoic acid

> <ALOGPS_LOGP>
0.97

> <JCHEM_LOGP>
0.6627737440603059

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.355897982040702

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.509755102588137

> <JCHEM_PKA_STRONGEST_BASIC>
2.6992749732501586

> <JCHEM_POLAR_SURFACE_AREA>
90.65000000000002

> <JCHEM_REFRACTIVITY>
72.53309999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,5R,6E)-3,5-dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)hept-6-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 38  0  0  0  0  0  0  0  0999 V2000
    1.3209    0.4823    1.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6661   -0.7690    1.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3316   -1.5425    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -1.1830   -0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6164   -2.1936   -0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9848   -1.3273   -0.8183 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205    0.2446   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9623    1.5660   -1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    0.0218   -0.3604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6921   -1.0972    1.7232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0905   -2.3344    1.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7353   -0.0767    1.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8743    0.0789   -0.1445 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6851    0.4809   -0.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9238    1.1289   -0.4188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0359    1.2580   -1.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2308    0.7768    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7674    1.5260    0.9798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8863   -0.3875   -0.2272 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    0.9896    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3549    0.2860    2.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404    1.2146    0.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8464   -2.4489    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865   -3.2794   -0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5168    2.0147   -2.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0293    1.3303   -1.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497    2.2693   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126   -1.1803    2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647   -3.0039    1.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5827    0.9027    1.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7121   -0.4589    1.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472   -0.8908   -0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4892    0.1448   -1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5501    2.0771    0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4537    0.2828   -2.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9989    1.3004   -2.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606    2.1069   -2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7342   -0.3102   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  2 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
  9  4  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  1
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  6
 14 33  1  0
 15 34  1  1
 16 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  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       1.321   0.482   1.684  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.666  -0.769   1.226  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.332  -1.543   0.387  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.700  -1.183  -0.096  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.616  -2.194  -0.275  0.00  0.00           C+0
HETATM    6  S   UNK     0       4.985  -1.327  -0.818  0.00  0.00           S+0
HETATM    7  C   UNK     0       4.321   0.245  -0.785  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.962   1.566  -1.144  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.089   0.022  -0.360  0.00  0.00           N+0
HETATM   10  C   UNK     0      -0.692  -1.097   1.723  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.091  -2.334   1.249  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.735  -0.077   1.359  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.874   0.079  -0.145  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.685   0.481  -0.692  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.924   1.129  -0.419  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.036   1.258  -1.937  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.231   0.777   0.149  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.767   1.526   0.980  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.886  -0.388  -0.227  0.00  0.00           O+0
HETATM   20  H   UNK     0       0.712   0.990   2.469  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.355   0.286   2.065  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.440   1.215   0.867  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.846  -2.449   0.058  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.486  -3.279  -0.106  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.517   2.015  -2.030  0.00  0.00           H+0
HETATM   26  H   UNK     0       6.029   1.330  -1.381  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.950   2.269  -0.309  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.613  -1.180   2.826  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.465  -3.004   1.623  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.583   0.903   1.841  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.712  -0.459   1.719  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.147  -0.891  -0.624  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.489   0.145  -1.587  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.550   2.077   0.014  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.454   0.283  -2.301  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.999   1.300  -2.330  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.661   2.107  -2.239  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.734  -0.310  -0.775  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    1    3   10                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   25   26   27                                             
CONECT    9    7    4                                                       
CONECT   10    2   11   12   28                                             
CONECT   11   10   29                                                       
CONECT   12   10   13   30   31                                             
CONECT   13   12   14   15   32                                             
CONECT   14   13   33                                                       
CONECT   15   13   16   17   34                                             
CONECT   16   15   35   36   37                                             
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   38                                                       
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    3                                                            
CONECT   24    5                                                            
CONECT   25    8                                                            
CONECT   26    8                                                            
CONECT   27    8                                                            
CONECT   28   10                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   16                                                            
CONECT   37   16                                                            
CONECT   38   19                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   76    0
END

RDKit          3D

38 38  0  0  0  0  0  0  0  0999 V2000
    1.3209    0.4823    1.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6661   -0.7690    1.2264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3316   -1.5425    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -1.1830   -0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6164   -2.1936   -0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9848   -1.3273   -0.8183 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3205    0.2446   -0.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9623    1.5660   -1.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887    0.0218   -0.3604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6921   -1.0972    1.7232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0905   -2.3344    1.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7353   -0.0767    1.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8743    0.0789   -0.1445 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6851    0.4809   -0.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9238    1.1289   -0.4188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0359    1.2580   -1.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2308    0.7768    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7674    1.5260    0.9798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8863   -0.3875   -0.2272 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118    0.9896    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3549    0.2860    2.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404    1.2146    0.8670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8464   -2.4489    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865   -3.2794   -0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5168    2.0147   -2.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0293    1.3303   -1.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497    2.2693   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126   -1.1803    2.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647   -3.0039    1.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5827    0.9027    1.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7121   -0.4589    1.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472   -0.8908   -0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4892    0.1448   -1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5501    2.0771    0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4537    0.2828   -2.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9989    1.3004   -2.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606    2.1069   -2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7342   -0.3102   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  2 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
  9  4  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  1
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  6
 14 33  1  0
 15 34  1  1
 16 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)hept-6-enoate	Generator
(6E)-2,6-Dimethyl-3,5-dihydroxy-7-(2-methyl-4-thiazolyl)-6-heptenoate	Generator

Chemical Formula

C₁₃H₁₉NO₄S

Average Mass

285.3600 Da

Monoisotopic Mass

285.10348 Da

IUPAC Name

(2R,3S,5R,6E)-3,5-dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)hept-6-enoic acid

Traditional Name

(2R,3S,5R,6E)-3,5-dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)hept-6-enoic acid

CAS Registry Number

Not Available

SMILES

CC(C(O)CC(O)C(\C)=C\C1=CSC(C)=N1)C(O)=O

InChI Identifier

InChI=1S/C13H19NO4S/c1-7(4-10-6-19-9(3)14-10)11(15)5-12(16)8(2)13(17)18/h4,6,8,11-12,15-16H,5H2,1-3H3,(H,17,18)/b7-4+

InChI Key

DGVOKXGUGFTLRK-QPJJXVBHSA-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
Sorangium cellulosum	NPAtlas	11473410

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
Medium-chain fatty acid
2,4-disubstituted 1,3-thiazole
Beta-hydroxy acid
Branched fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Azole
Heteroaromatic compound
Thiazole
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Organonitrogen compound
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	0.97	ALOGPS
logP	0.66	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	4.51	ChemAxon
pKa (Strongest Basic)	2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.65 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	72.53 m³·mol⁻¹	ChemAxon
Polarizability	29.77 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

NPA002112

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9219501

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11044333

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid (NP0003733)

MOL for NP0003733 ((6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid)

3D MOL for NP0003733 ((6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid)

3D SDF for NP0003733 ((6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid)

3D-SDF for NP0003733 ((6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid)

PDB for NP0003733 ((6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid)

3D PDB for NP0003733 ((6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid)

SMILES for NP0003733 ((6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid)

INCHI for NP0003733 ((6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid)

Structure for NP0003733 ((6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid)

3D Structure for NP0003733 ((6E)-3,5-Dihydroxy-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)-6-heptenoic acid)