NP-MRD: Showing NP-Card for methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate (NP0160657)

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Record Information

Version

2.0

Created at

2022-09-02 18:39:32 UTC

Updated at

2022-09-02 18:39:32 UTC

NP-MRD ID

NP0160657

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate

Description

Methyl (3R,4S,5R)-4-hydroxy-3,5-bis({[(2E)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate is found in Senecio squalidus. Based on a literature review very few articles have been published on methyl (3R,4S,5R)-4-hydroxy-3,5-bis({[(2E)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022220392D          

 27 27  0  0  1  0            999 V2000
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  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 O   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
    3.5724   -0.4125    0.0000 C   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
    0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   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
   -1.4289    0.8250    0.0000 O   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
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 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
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 17 26  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END

     RDKit          3D

 55 55  0  0  0  0  0  0  0  0999 V2000
    7.1749    2.4637   -2.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7274    1.1087   -1.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6213    1.2724   -0.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8317    2.0763    0.7091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4403    0.7170   -0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3390    0.8629    0.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4309    1.5241    1.2985 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0966    0.2610    0.0119 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0173    0.3710    0.8846 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5542   -0.9505    1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1171   -1.7677    0.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5959   -3.0761    1.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3779   -3.4457    2.2747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2934   -3.9198    0.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -5.1699    0.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683   -1.3148   -0.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8108    0.1118   -0.8046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2313    0.1091   -0.6381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1249    0.5472   -1.5622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931    0.9969   -2.6638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5487    0.5214   -1.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0389    0.0629   -0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2109   -0.4515    0.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5256    0.0648   -0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8783    0.9336    1.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2233    0.9790    0.2555 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0044    2.2589   -0.2327 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3515    2.8111   -2.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3214    3.1322   -1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1140    2.2739   -2.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5827    0.6232   -1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4318    0.5063   -2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8744    2.4926    0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1725    2.9686    0.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7353    1.4412    1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3338    0.1358   -1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2441    0.9914    1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7489   -1.2604    2.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0735   -5.8447   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8772   -5.5928    1.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5574   -4.9399    1.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246   -1.9901   -1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5512   -1.4052   -1.4137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6508    0.5436   -1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2447    0.8839   -2.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5930   -1.3218    0.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8763   -0.8289    1.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5282    0.3394    1.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9227   -0.9598    0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0133    0.5061   -0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2827    0.6106    2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9418    0.7987    1.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6307    1.9852    0.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9577    1.0718    1.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3482    2.8813    0.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 22  1  0
 22 23  1  0
 22 21  2  0
 21 19  1  0
 19 20  2  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  2  0
  6  5  1  0
  5  3  2  0
  3  4  1  0
  3  2  1  0
  2  1  1  0
  9 26  1  0
 26 27  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 26 17  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 24 49  1  0
 24 50  1  0
 23 46  1  0
 23 47  1  0
 23 48  1  0
 21 45  1  0
 17 44  1  6
 16 42  1  0
 16 43  1  0
 10 38  1  0
  9 37  1  1
  5 36  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  2 31  1  0
  2 32  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 26 54  1  1
 27 55  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
M  END


  Mrv1652309022220392D          

 27 27  0  0  1  0            999 V2000
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  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 O   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
    3.5724   -0.4125    0.0000 C   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
    0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   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
   -1.4289    0.8250    0.0000 O   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
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 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
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 17 26  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0160657

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C(C)=C\C(=O)O[C@@H]1CC(=C[C@@H](OC(=O)\C=C(/C)CC)[C@H]1O)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O7/c1-6-12(3)8-17(21)26-15-10-14(20(24)25-5)11-16(19(15)23)27-18(22)9-13(4)7-2/h8-10,15-16,19,23H,6-7,11H2,1-5H3/b12-8+,13-9+/t15-,16-,19-/m1/s1

> <INCHI_KEY>
DNOICGYKMBYMBW-VVIKSDSVSA-N

> <FORMULA>
C20H28O7

> <MOLECULAR_WEIGHT>
380.437

> <EXACT_MASS>
380.183503242

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
40.49612209319369

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (3R,4S,5R)-4-hydroxy-3,5-bis({[(2E)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
3.7497866763333327

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.095923531124132

> <JCHEM_PKA_STRONGEST_BASIC>
-3.631643047486304

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
100.44079999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (3R,4S,5R)-4-hydroxy-3,5-bis({[(2E)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.334   2.310   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                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   26                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18   26                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   17    9   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

View in JSmol

Synonyms

Value	Source
Methyl (3R,4S,5R)-4-hydroxy-3,5-bis({[(2E)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylic acid	Generator

Chemical Formula

C₂₀H₂₈O₇

Average Mass

380.4370 Da

Monoisotopic Mass

380.18350 Da

IUPAC Name

methyl (3R,4S,5R)-4-hydroxy-3,5-bis({[(2E)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate

Traditional Name

methyl (3R,4S,5R)-4-hydroxy-3,5-bis({[(2E)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate

CAS Registry Number

Not Available

SMILES

CC\C(C)=C\C(=O)O[C@@H]1CC(=C[C@@H](OC(=O)\C=C(/C)CC)[C@H]1O)C(=O)OC

InChI Identifier

InChI=1S/C20H28O7/c1-6-12(3)8-17(21)26-15-10-14(20(24)25-5)11-16(19(15)23)27-18(22)9-13(4)7-2/h8-10,15-16,19,23H,6-7,11H2,1-5H3/b12-8+,13-9+/t15-,16-,19-/m1/s1

InChI Key

DNOICGYKMBYMBW-VVIKSDSVSA-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
Senecio squalidus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Fatty acid ester
Cyclitol or derivatives
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Secondary alcohol
Carboxylic acid ester
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic 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	1.62	ALOGPS
logP	3.75	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	13.1	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	100.44 m³·mol⁻¹	ChemAxon
Polarizability	40.5 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14034006

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate (NP0160657)

MOL for NP0160657 (methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate)

3D MOL for NP0160657 (methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate)

3D SDF for NP0160657 (methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate)

3D-SDF for NP0160657 (methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate)

PDB for NP0160657 (methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate)

3D PDB for NP0160657 (methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate)

SMILES for NP0160657 (methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate)

INCHI for NP0160657 (methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate)

Structure for NP0160657 (methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate)

3D Structure for NP0160657 (methyl (3r,4s,5r)-4-hydroxy-3,5-bis({[(2e)-3-methylpent-2-enoyl]oxy})cyclohex-1-ene-1-carboxylate)