NP-MRD: Showing NP-Card for methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate (NP0324318)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 04:19:32 UTC

Updated at

2022-09-12 04:19:32 UTC

NP-MRD ID

NP0324318

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate

Description

Methyl (2E,6R)-2-(hydroxymethyl)-6-methyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate is found in Acacia concinna. Based on a literature review very few articles have been published on methyl (2E,6R)-2-(hydroxymethyl)-6-methyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122206192D          

 25 25  0  0  1  0            999 V2000
    1.2375    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  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
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  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
    0.0000    0.8250    0.0000 C   0  0  1  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  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  3 15  1  6  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  1  0  0  0
M  END

     RDKit          3D

 53 53  0  0  0  0  0  0  0  0999 V2000
    1.2104    2.2874   -0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2786    1.6633   -1.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719    0.8094   -2.2633 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4254    1.3533   -3.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8397   -0.5618   -2.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8722   -1.4678   -1.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6183   -1.0509   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7426   -1.5678    0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -2.6478   -0.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7179   -2.2183   -0.7418 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3892   -1.0331    1.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4513   -1.5315    2.0017 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246   -0.0013    2.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193    0.5083    3.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9358    0.9821   -1.8468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6489    0.7682   -0.7900 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5683   -0.3408   -0.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7944   -0.8152    0.3324 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4664   -2.1687    0.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5501    0.1133    1.2190 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3967   -0.3482    2.5396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549    1.4774    1.1910 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7995    2.4060    1.6283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5585    1.8487   -0.2710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0362    3.0947   -0.3136 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663    2.2790    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0606    2.9013   -0.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2719    1.8201   -2.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1044    0.6709   -4.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5074    1.2363   -3.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1767    2.4019   -3.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195   -0.4854   -2.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3713   -1.1519   -3.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1440   -2.5262   -1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -1.6524   -0.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2052   -0.2418    0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9344   -2.9305   -1.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6182   -3.4946    0.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1043   -2.9977   -1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4715    0.2118    3.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4116    1.6188    3.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8389    0.2505    4.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334    0.4058    0.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7880   -0.9680    0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9838   -2.2635    1.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2357   -2.2611   -0.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7207   -2.9890    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6035    0.2331    0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3097   -0.5291    2.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9602    1.4973    1.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7158    2.0477    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5806    1.7775   -0.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0449    3.5805    0.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 11  8  1  0
  8  9  1  0
  9 10  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3 15  1  1
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
  3  2  1  0
  2  1  2  3
 24 16  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
  7 36  1  0
  6 34  1  0
  6 35  1  0
  5 32  1  0
  5 33  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
 16 43  1  1
 18 44  1  1
 19 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  6
 21 49  1  0
 22 50  1  1
 23 51  1  0
 24 52  1  6
 25 53  1  0
  2 28  1  0
  1 26  1  0
  1 27  1  0
M  END


  Mrv1652309122206192D          

 25 25  0  0  1  0            999 V2000
    1.2375    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4125    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  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
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  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
    0.0000    0.8250    0.0000 C   0  0  1  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  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  3 15  1  6  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0324318

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(\CO)=C\CC[C@@](C)(O[C@@H]1O[C@H](C)[C@@H](O)[C@H](O)[C@H]1O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H28O8/c1-5-17(3,8-6-7-11(9-18)15(22)23-4)25-16-14(21)13(20)12(19)10(2)24-16/h5,7,10,12-14,16,18-21H,1,6,8-9H2,2-4H3/b11-7+/t10-,12-,13+,14-,16+,17+/m1/s1

> <INCHI_KEY>
FEUOJOODDPASMF-BMMCSTAGSA-N

> <FORMULA>
C17H28O8

> <MOLECULAR_WEIGHT>
360.403

> <EXACT_MASS>
360.178417862

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.37957048666703

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E,6R)-2-(hydroxymethyl)-6-methyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate

> <JCHEM_LOGP>
0.21371560533333267

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.262686495441756

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.22247516527352

> <JCHEM_PKA_STRONGEST_BASIC>
-2.848881491771647

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
89.33720000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E,6R)-2-(hydroxymethyl)-6-methyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       2.310   5.954   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.770   5.954   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770   3.286   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.335   9.240   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -4.001  11.550   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   25  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   15                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15    3   16                                                       
CONECT   16   15   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   16   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2E,6R)-2-(hydroxymethyl)-6-methyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoic acid	Generator

Chemical Formula

C₁₇H₂₈O₈

Average Mass

360.4030 Da

Monoisotopic Mass

360.17842 Da

IUPAC Name

methyl (2E,6R)-2-(hydroxymethyl)-6-methyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate

Traditional Name

methyl (2E,6R)-2-(hydroxymethyl)-6-methyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate

CAS Registry Number

Not Available

SMILES

COC(=O)C(\CO)=C\CC[C@@](C)(O[C@@H]1O[C@H](C)[C@@H](O)[C@H](O)[C@H]1O)C=C

InChI Identifier

InChI=1S/C17H28O8/c1-5-17(3,8-6-7-11(9-18)15(22)23-4)25-16-14(21)13(20)12(19)10(2)24-16/h5,7,10,12-14,16,18-21H,1,6,8-9H2,2-4H3/b11-7+/t10-,12-,13+,14-,16+,17+/m1/s1

InChI Key

FEUOJOODDPASMF-BMMCSTAGSA-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
Acacia concinna	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monocyclic monoterpenoid
Monoterpenoid
Fatty alcohol
Beta-hydroxy acid
Fatty acid ester
Sugar acid
Oxane
Monosaccharide
Hydroxy acid
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Polyol
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organooxygen compound
Primary alcohol
Alcohol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	0.21	ChemAxon
pKa (Strongest Acidic)	12.22	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	89.34 m³·mol⁻¹	ChemAxon
Polarizability	37.38 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

8983769

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10808464

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate (NP0324318)

MOL for NP0324318 (methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate)

3D MOL for NP0324318 (methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate)

3D SDF for NP0324318 (methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate)

3D-SDF for NP0324318 (methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate)

PDB for NP0324318 (methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate)

3D PDB for NP0324318 (methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate)

SMILES for NP0324318 (methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate)

INCHI for NP0324318 (methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate)

Structure for NP0324318 (methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate)

3D Structure for NP0324318 (methyl (2e,6r)-2-(hydroxymethyl)-6-methyl-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}octa-2,7-dienoate)