NP-MRD: Showing NP-Card for (2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid (NP0162594)

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Record Information

Version

2.0

Created at

2022-09-02 21:01:42 UTC

Updated at

2022-09-02 21:01:42 UTC

NP-MRD ID

NP0162594

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid

Description

(2E)-4-[(1S,2S,6S)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]Hept-3-en-1-yl]-2-methylbut-2-enoic acid belongs to the class of organic compounds known as heterocyclic fatty acids. These are fatty acids containing a heterocyclic attached to the acyl chain. Based on a literature review very few articles have been published on (2E)-4-[(1S,2S,6S)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]Hept-3-en-1-yl]-2-methylbut-2-enoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022223012D          

 28 29  0  0  1  0            999 V2000
    2.1434   -1.2375    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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8908   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4783   -4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908   -4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4783   -5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908   -6.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6533   -5.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  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
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 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  2  0  0  0  0
 24 26  1  0  0  0  0
 19 27  1  0  0  0  0
  9 27  1  0  0  0  0
 27 28  1  1  0  0  0
M  END

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
    7.3904   -0.7956   -1.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9687   -1.0385   -0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0271   -0.2352   -1.7192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6198   -0.5109   -1.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5932    0.2264   -2.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2183   -0.0919   -1.4784 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0170   -1.4499   -1.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9878    0.4787   -0.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3436    0.1554    0.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5200   -0.6211    1.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5248   -1.2454    2.1487 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1051   -3.0242    2.1769 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8130   -1.2001    1.8556 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669   -0.8725    2.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9269   -0.8637    1.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2551   -1.9480    2.3833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9437    0.1677    1.5659 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4903    1.5713    1.8519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6413    1.1682    0.5550 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7526    1.8992   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5561    0.8816   -0.8786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8533    0.7222   -0.6204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4194    1.6414    0.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6664   -0.2684   -1.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1665   -1.0170   -2.1535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9987   -0.3805   -0.9805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5447    0.7167   -0.3299 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1200    1.7450   -1.1991 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6578    0.2840   -1.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5114   -1.1673   -2.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0943   -1.3478   -0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8981   -0.7769    0.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7674   -2.1257   -1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2543    0.8278   -1.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1085   -0.6228   -2.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5373   -0.2369   -0.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948   -1.6175   -1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7527    1.3269   -1.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6308    0.0470   -3.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4685    0.3781   -2.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325   -1.8942   -2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8289    0.5310    0.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8649    1.6127   -0.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4123   -0.9809    3.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5771   -1.6028    3.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6956   -0.8418    2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3629    0.1469    3.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9351    0.0885    2.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927    2.6162   -0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3611    2.5172    0.5133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0917    0.2478   -1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3453    2.6939    0.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9224    1.5381    1.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4932    1.3491    0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2625   -0.4519    0.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685   -0.0693   -1.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6113    1.7200   -2.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 10 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 26  1  0
 24 25  2  0
 19 27  1  0
 27 28  1  0
 27  9  1  0
 19 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  6
  7 41  1  0
  8 42  1  0
  8 43  1  0
 11 44  1  1
 14 45  1  0
 14 46  1  0
 14 47  1  0
 17 48  1  1
 20 49  1  0
 20 50  1  0
 21 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 26 55  1  0
 27 56  1  6
 28 57  1  0
M  END


  Mrv1652309022223012D          

 28 29  0  0  1  0            999 V2000
    2.1434   -1.2375    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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8908   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4783   -4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908   -4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4783   -5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8908   -6.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6533   -5.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  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
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 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  2  0  0  0  0
 24 26  1  0  0  0  0
 19 27  1  0  0  0  0
  9 27  1  0  0  0  0
 27 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0162594

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(O)CC1=C(C(Cl)OC)C(=O)[C@H]2O[C@@]2(C\C=C(/C)C(O)=O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H29ClO7/c1-4-5-6-7-12(22)10-13-14(18(21)27-3)15(23)17-20(28-17,16(13)24)9-8-11(2)19(25)26/h8,12,16-18,22,24H,4-7,9-10H2,1-3H3,(H,25,26)/b11-8+/t12?,16-,17+,18?,20-/m0/s1

> <INCHI_KEY>
LLXPVCOJUSFMCM-HIYIFQFDSA-N

> <FORMULA>
C20H29ClO7

> <MOLECULAR_WEIGHT>
416.9

> <EXACT_MASS>
416.160181

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.15230792482737

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-4-[(1S,2S,6S)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
2.6596189189999997

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.24357631205174

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.066512608826135

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7150290454065606

> <JCHEM_POLAR_SURFACE_AREA>
116.59

> <JCHEM_REFRACTIVITY>
104.37979999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-4-[(1S,2S,6S)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid

> <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       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.670  -3.850   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0      16.004  -4.620   0.000  0.00  0.00          Cl+0
HETATM   13  O   UNK     0      14.670  -2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      16.004  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337  -6.160   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      14.670  -6.930   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.669  -6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.129  -6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.359  -7.494   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.129  -8.827   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669  -8.827   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.359 -10.161   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.129 -11.495   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.819 -10.161   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.336  -3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   27                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15   10   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17   19                                                       
CONECT   19   18   17   20   27                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   19    9   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Value	Source
(2E)-4-[(1S,2S,6S)-4-[Chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoate	Generator

Chemical Formula

C₂₀H₂₉ClO₇

Average Mass

416.9000 Da

Monoisotopic Mass

416.16018 Da

IUPAC Name

(2E)-4-[(1S,2S,6S)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid

Traditional Name

(2E)-4-[(1S,2S,6S)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC(O)CC1=C(C(Cl)OC)C(=O)[C@H]2O[C@@]2(C\C=C(/C)C(O)=O)[C@H]1O

InChI Identifier

InChI=1S/C20H29ClO7/c1-4-5-6-7-12(22)10-13-14(18(21)27-3)15(23)17-20(28-17,16(13)24)9-8-11(2)19(25)26/h8,12,16-18,22,24H,4-7,9-10H2,1-3H3,(H,25,26)/b11-8+/t12?,16-,17+,18?,20-/m0/s1

InChI Key

LLXPVCOJUSFMCM-HIYIFQFDSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heterocyclic fatty acids. These are fatty acids containing a heterocyclic attached to the acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Heterocyclic fatty acids

Alternative Parents

Substituents

Cyclohexenone
Methyl-branched fatty acid
Short-chain hydroxy acid
Hydroxy fatty acid
Heterocyclic fatty acid
Halogenated fatty acid
Branched fatty acid
Unsaturated fatty acid
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl chloride
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	2.16	ALOGPS
logP	2.66	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.07	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.59 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	104.38 m³·mol⁻¹	ChemAxon
Polarizability	43.15 Å³	ChemAxon
Number of Rings	2	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

78442289

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584349

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid (NP0162594)

MOL for NP0162594 ((2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid)

3D MOL for NP0162594 ((2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid)

3D SDF for NP0162594 ((2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid)

3D-SDF for NP0162594 ((2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid)

PDB for NP0162594 ((2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid)

3D PDB for NP0162594 ((2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid)

SMILES for NP0162594 ((2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid)

INCHI for NP0162594 ((2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid)

Structure for NP0162594 ((2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid)

3D Structure for NP0162594 ((2e)-4-[(1s,2s,6s)-4-[chloro(methoxy)methyl]-2-hydroxy-3-(2-hydroxyheptyl)-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-2-methylbut-2-enoic acid)