NP-MRD: Showing NP-Card for 1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate (NP0332197)

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Record Information

Version

2.0

Created at

2023-12-06 20:00:31 UTC

Updated at

2024-09-03 04:18:22 UTC

NP-MRD ID

NP0332197

Natural Product DOI

https://doi.org/10.57994/1370

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate

Description

It was first documented in 2001 (PMID: 11394862). Based on a literature review very few articles have been published on 1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 12062320002D          

 54 55  0  0  1  0            999 V2000
   19.2907   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.1473   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.0039   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2894   -5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.0039   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -7.0125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7184   -7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4328   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -8.2500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.0039   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.0039   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -8.2500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8605   -5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    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
   16.4328   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210   -3.3000    0.0000 C   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  0  0  0  0
  2  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
 10 11  1  6  0  0  0
 12 11  1  1  0  0  0
 13 12  1  0  0  0  0
 13 14  1  6  0  0  0
 15 14  1  1  0  0  0
 16 15  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 15 23  1  0  0  0  0
 18 24  1  6  0  0  0
 13 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 12 30  1  0  0  0  0
 25 31  1  6  0  0  0
 10 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
  8 43  2  0  0  0  0
  6 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
M  END


  Mrv2104 12062320002D          

 54 55  0  0  1  0            999 V2000
   19.2907   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.1473   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.0039   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2894   -5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.0039   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -7.0125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7184   -7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4328   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -8.2500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.0039   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.0039   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -8.2500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5749   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8605   -5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    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
   16.4328   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210   -3.3000    0.0000 C   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  0  0  0  0
  2  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
 10 11  1  6  0  0  0
 12 11  1  1  0  0  0
 13 12  1  0  0  0  0
 13 14  1  6  0  0  0
 15 14  1  1  0  0  0
 16 15  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 15 23  1  0  0  0  0
 18 24  1  6  0  0  0
 13 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 12 30  1  0  0  0  0
 25 31  1  6  0  0  0
 10 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
  8 43  2  0  0  0  0
  6 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332197

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C41H76O13/c1-6-8-10-12-14-16-18-20-22-24-30(26-32(42)49-5)52-33(43)27-31(25-23-21-19-17-15-13-11-9-7-2)53-41-39(37(47)35(45)29(4)51-41)54-40-38(48)36(46)34(44)28(3)50-40/h28-31,34-41,44-48H,6-27H2,1-5H3/t28-,29-,30+,31+,34-,35-,36+,37+,38+,39+,40-,41-/m0/s1

> <INCHI_KEY>
BDHCPAVBOFQCPW-ZKFCBJATSA-N

> <FORMULA>
C41H76O13

> <MOLECULAR_WEIGHT>
777.046

> <EXACT_MASS>
776.528592507

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
130

> <JCHEM_AVERAGE_POLARIZABILITY>
90.5693362682205

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R)-1-methoxy-1-oxotetradecan-3-yl (3R)-3-{[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}tetradecanoate

> <JCHEM_LOGP>
7.635782584000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.745721117454059

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.110788542280776

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612182629439554

> <JCHEM_POLAR_SURFACE_AREA>
190.67

> <JCHEM_REFRACTIVITY>
201.81030000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
31

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-1-methoxy-1-oxotetradecan-3-yl (3R)-3-{[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}tetradecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-DEC-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-DEC-23         0                                  
HETATM    1  O   UNK     0      36.009  -8.470   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      34.676  -9.240   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      34.676 -10.780   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      33.342 -11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.342  -8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      33.342  -6.930   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      32.008  -6.160   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      30.675  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.341  -6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.007  -6.930   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      28.007  -8.470   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      26.674  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.674 -10.780   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      28.007 -11.550   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      28.007 -13.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.341 -13.860   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      30.675 -13.090   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      29.341 -15.400   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.007 -16.170   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      28.007 -17.710   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      26.674 -15.400   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      25.340 -16.170   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      26.674 -13.860   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      30.675 -16.170   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      25.340 -11.550   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      24.006 -10.780   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      22.673 -11.550   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      24.006  -9.240   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      22.673  -8.470   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      25.340  -8.470   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      25.340 -13.090   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      26.674  -6.160   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      25.340  -6.930   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      24.006  -6.160   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      22.673  -6.930   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      21.339  -6.160   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      20.005  -6.930   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      18.672  -6.160   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      16.004  -6.160   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      13.337  -6.160   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      30.675  -8.470   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      34.676  -6.160   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      36.009  -6.930   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      37.343  -6.160   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      38.677  -6.930   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      40.010  -6.160   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      41.344  -6.930   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      42.678  -6.160   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      44.011  -6.930   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      45.345  -6.160   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      46.679  -6.930   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      48.012  -6.160   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7   44                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   43                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   32                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   30                                                  
CONECT   13   12   14   25                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   24                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   15                                                       
CONECT   24   18                                                            
CONECT   25   13   26   31                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   12                                                       
CONECT   31   25                                                            
CONECT   32   10   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41                                                            
CONECT   43    8                                                            
CONECT   44    6   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  110    0
END

View in JSmol

Synonyms

Value	Source
1-O-Methoxy-1-oxotetradecan-3-yl 3-[α-L-rhamnopyranosyl-1→2-α-L-rhamnopyranosyl]oxytetradecanoic acid	Generator

Chemical Formula

C₄₁H₇₆O₁₃

Average Mass

777.0460 Da

Monoisotopic Mass

776.52859 Da

IUPAC Name

(3R)-1-methoxy-1-oxotetradecan-3-yl (3R)-3-{[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}tetradecanoate

Traditional Name

(3R)-1-methoxy-1-oxotetradecan-3-yl (3R)-3-{[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}tetradecanoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C41H76O13/c1-6-8-10-12-14-16-18-20-22-24-30(26-32(42)49-5)52-33(43)27-31(25-23-21-19-17-15-13-11-9-7-2)53-41-39(37(47)35(45)29(4)51-41)54-40-38(48)36(46)34(44)28(3)50-40/h28-31,34-41,44-48H,6-27H2,1-5H3/t28-,29-,30+,31+,34-,35-,36+,37+,38+,39+,40-,41-/m0/s1

InChI Key

BDHCPAVBOFQCPW-ZKFCBJATSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 126 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C5D5N, experimental)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500.303089352, C5D5deposition_typeN, simulated)	charles.gauthier@inrs.ca	Institut national de la recherche scientifique	Charles Gauthier	2024-05-03	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
lata		Not Available

Chemical Taxonomy

Classification

Not classified

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	7.64	ChemAxon
pKa (Strongest Acidic)	12.11	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	190.67 Å²	ChemAxon
Rotatable Bond Count	31	ChemAxon
Refractivity	201.81 m³·mol⁻¹	ChemAxon
Polarizability	90.57 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Anu SJ, Rao JM: Oxanthrone esters from the aerial parts of Cassia kleinii. Phytochemistry. 2001 Jun;57(4):583-5. doi: 10.1016/s0031-9422(01)00114-5. [PubMed:11394862 ]

Gauthier C, Lavoie S, Kubicki S, Piochon M, Cloutier M, Dagenais-Roy M, Groleau MC, Pichette A, Thies S, Deziel E: Structural characterization of a nonionic rhamnolipid from Burkholderia lata. Carbohydr Res. 2024 Jan;535:108991. doi: 10.1016/j.carres.2023.108991. Epub 2023 Nov 26. [PubMed:38065042 ]

Showing NP-Card for 1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate (NP0332197)

MOL for NP0332197 (1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate)

3D MOL for NP0332197 (1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate)

3D SDF for NP0332197 (1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate)

3D-SDF for NP0332197 (1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate)

PDB for NP0332197 (1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate)

3D PDB for NP0332197 (1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate)

SMILES for NP0332197 (1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate)

INCHI for NP0332197 (1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate)

Structure for NP0332197 (1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate)

3D Structure for NP0332197 (1-O-methoxy-1-oxotetradecan-3-yl 3-[α-l-rhamnopyranosyl-1→2-α-l-rhamnopyranosyl]oxytetradecanoate)