NP-MRD: Showing NP-Card for (2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate (NP0275257)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 22:56:40 UTC

Updated at

2022-09-08 22:56:40 UTC

NP-MRD ID

NP0275257

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate

Description

(2S,3R,4S,5R,6R)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety. (2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate is found in Datura metel. Based on a literature review very few articles have been published on (2S,3R,4S,5R,6R)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092200562D          

 26 26  0  0  1  0            999 V2000
   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    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
   -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  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
    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
   -2.8579   -0.8250    0.0000 C   0  0  1  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
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  2  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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    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  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  1  1  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
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  1  0  0  0
M  END

     RDKit          3D

 58 58  0  0  0  0  0  0  0  0999 V2000
   -5.7907    4.0803   -0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0952    2.7691    0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7770    2.7641   -0.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0156    1.5159   -0.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7373    1.3899    1.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9616    0.1271    1.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -0.2194    2.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6443   -0.6577    0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9198   -1.8690    0.4377 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2909   -1.7332   -0.4617 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3403   -1.0248    0.1591 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8458    0.1687   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3394    0.6382   -1.3755 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9489    0.9258    0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2109    0.6044   -0.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4213    1.3157    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2744    2.8119    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5425    3.4235    0.6362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7409   -3.0963   -0.9450 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1305   -3.0415   -1.0942 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4674   -4.0513    0.0326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956   -4.2905    0.1595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3603   -5.3915   -0.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -6.5880   -0.5232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7184   -3.0541   -0.0685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9461   -3.1575    0.5797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3205    4.8654    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8640    4.0566    0.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5915    4.2367   -1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6917    1.9030   -0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0009    2.7219    1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2242    3.6779   -0.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9515    2.8941   -1.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5753    0.6173   -0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0609    1.4911   -0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    2.2338    1.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5944    1.4682    1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6335   -2.1130    1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -1.1729   -1.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0224    0.7029    1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7004    2.0180    0.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3696   -0.4858   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0453    0.8625   -1.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2798    1.0219   -0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6348    1.0009    1.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4382    3.1398    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1729    3.2015   -0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4039    3.3214   -0.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8189    2.9229    1.6056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4069    4.4996    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2857   -3.3851   -1.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5860   -2.8222   -0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733   -4.6426    1.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1682   -5.0736   -1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4444   -5.5254   -0.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2198   -6.5642   -0.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8701   -2.8806   -1.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6239   -2.5517    0.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  2  0
 12 11  1  0
 11 10  1  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  2  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  9 10  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 17 46  1  0
 17 47  1  0
 16 44  1  0
 16 45  1  0
 15 42  1  0
 15 43  1  0
 14 40  1  0
 14 41  1  0
 10 39  1  6
 19 51  1  6
 20 52  1  0
 22 53  1  1
 23 54  1  0
 23 55  1  0
 24 56  1  0
 25 57  1  6
 26 58  1  0
  9 38  1  1
  5 36  1  0
  5 37  1  0
  4 34  1  0
  4 35  1  0
  3 32  1  0
  3 33  1  0
  2 30  1  0
  2 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv1652309092200562D          

 26 26  0  0  1  0            999 V2000
   -5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    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
   -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  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
    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
   -2.8579   -0.8250    0.0000 C   0  0  1  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
   -3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  2  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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    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  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  1  1  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
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0275257

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)O[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1OC(=O)CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O8/c1-3-5-7-9-13(20)25-16-15(22)12(11-19)24-18(23)17(16)26-14(21)10-8-6-4-2/h12,15-19,22-23H,3-11H2,1-2H3/t12-,15-,16+,17-,18+/m1/s1

> <INCHI_KEY>
SLOAWEZLWSROFF-CUWKQTPXSA-N

> <FORMULA>
C18H32O8

> <MOLECULAR_WEIGHT>
376.446

> <EXACT_MASS>
376.20971799

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
40.22524685576548

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S,5R,6R)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate

> <JCHEM_LOGP>
2.018195286666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.0338324133422

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.309807558554548

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981099222101828

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000001

> <JCHEM_REFRACTIVITY>
91.0862

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5R,6R)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0     -10.669   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.669   7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002   3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -9.336   2.310   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.001   0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.667  -1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0     -10.669  -1.540   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -9.336   0.770   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   25                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   10   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22    9   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R,4S,5R,6R)-4-(Hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoic acid	Generator

Chemical Formula

C₁₈H₃₂O₈

Average Mass

376.4460 Da

Monoisotopic Mass

376.20972 Da

IUPAC Name

(2S,3R,4S,5R,6R)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate

Traditional Name

(2S,3R,4S,5R,6R)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)O[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1OC(=O)CCCCC

InChI Identifier

InChI=1S/C18H32O8/c1-3-5-7-9-13(20)25-16-15(22)12(11-19)24-18(23)17(16)26-14(21)10-8-6-4-2/h12,15-19,22-23H,3-11H2,1-2H3/t12-,15-,16+,17-,18+/m1/s1

InChI Key

SLOAWEZLWSROFF-CUWKQTPXSA-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
Datura metel	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Saccharolipids

Sub Class

Not Available

Direct Parent

Saccharolipids

Alternative Parents

Substituents

Saccharolipid
Hexose monosaccharide
Fatty acid ester
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Fatty acyl
Secondary alcohol
Hemiacetal
Carboxylic acid ester
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Primary alcohol
Carbonyl group
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
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	2.02	ChemAxon
pKa (Strongest Acidic)	11.31	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	91.09 m³·mol⁻¹	ChemAxon
Polarizability	40.23 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

113385938

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14212403

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate (NP0275257)

MOL for NP0275257 ((2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate)

3D MOL for NP0275257 ((2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate)

3D SDF for NP0275257 ((2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate)

3D-SDF for NP0275257 ((2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate)

PDB for NP0275257 ((2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate)

3D PDB for NP0275257 ((2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate)

SMILES for NP0275257 ((2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate)

INCHI for NP0275257 ((2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate)

Structure for NP0275257 ((2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate)

3D Structure for NP0275257 ((2s,3r,4s,5r,6r)-4-(hexanoyloxy)-2,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl hexanoate)