NP-MRD: Showing NP-Card for methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate (NP0241749)

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Record Information

Version

2.0

Created at

2022-09-07 01:54:21 UTC

Updated at

2022-09-07 01:54:21 UTC

NP-MRD ID

NP0241749

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate

Description

Citrifolinin b epimer b belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate is found in Morinda citrifolia. methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate was first documented in 2005 (PMID: 15844957). Based on a literature review very few articles have been published on citrifolinin b epimer b.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072203542D          

 29 33  0  0  1  0            999 V2000
   -0.2810   -1.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5111   -1.7608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1070   -1.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8991   -1.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9107   -0.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186   -0.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    0.6432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5182    1.2138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3220    2.0151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4701    2.2458    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0659    1.6752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8580    1.9059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4539    1.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2576    0.5340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0543    2.7072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8464    2.9380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4584    3.2779    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6547    4.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6664    3.0472    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0705    3.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103    0.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066    0.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    0.1208    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1467    0.2322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415    0.8845    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0118    1.4174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6532    2.1604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4759    2.0994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2190    2.4580    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 25 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
M  END

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
    6.2763    2.7200   -2.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9319    2.5746   -1.9736 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5985    1.6340   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5485    0.9509   -0.5330 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2374    1.4576   -0.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2516    2.1821   -1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9268    2.0080   -0.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4802    0.7871   -0.0068 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5195    0.2328   -0.8407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7519    0.1931   -0.2401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1750   -1.1339   -0.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4080   -1.2225    0.4455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6601   -2.6786    0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8822   -2.8218    1.3972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4899   -0.6555   -0.4163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3360    0.1808    0.3266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8582    0.0678   -1.5798 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3502   -0.8513   -2.4766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7954    0.9909   -1.0221 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4253    1.9391   -0.2383 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912   -0.1626    0.0710 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9295    0.4684    0.4857 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7958   -0.7523    0.4947 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4837   -1.8100   -0.3824 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8959   -1.9207    0.8661 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5073   -1.2827    1.0234 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4209   -2.0842    1.1921 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8996   -1.3356    2.2917 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0783   -0.3514    2.8120 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6052    1.9011   -3.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9862    2.8045   -1.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3412    3.6707   -2.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3940    2.9347   -1.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0323    1.0403    0.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7771    0.5880    0.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3385   -0.6008    1.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8776   -2.9976    1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6098   -3.2443   -0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4377   -2.0490    1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1300   -1.4582   -0.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9467    0.6312   -0.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6454    0.7097   -2.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4418   -1.7856   -2.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150    1.4876   -1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3634    2.8552   -0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7839   -0.5789   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8674    0.8728    1.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8118   -0.7113    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236   -2.6594    1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149   -2.0152    3.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6147   -0.7193    3.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
 27 28  1  0
 28 29  1  0
 22  5  1  0
 25 23  1  0
 28 26  1  0
 19 10  1  0
 26 21  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  6 33  1  0
  8 34  1  1
 10 35  1  1
 12 36  1  1
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  6
 16 41  1  0
 17 42  1  6
 18 43  1  0
 19 44  1  6
 20 45  1  0
 21 46  1  6
 22 47  1  1
 23 48  1  1
 25 49  1  1
 28 50  1  1
 29 51  1  0
M  END


  Mrv1652309072203542D          

 29 33  0  0  1  0            999 V2000
   -0.2810   -1.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5111   -1.7608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1070   -1.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8991   -1.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9107   -0.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186   -0.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    0.6432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5182    1.2138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3220    2.0151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4701    2.2458    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0659    1.6752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8580    1.9059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4539    1.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2576    0.5340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0543    2.7072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8464    2.9380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4584    3.2779    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6547    4.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6664    3.0472    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0705    3.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103    0.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066    0.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    0.1208    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1467    0.2322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415    0.8845    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0118    1.4174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6532    2.1604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4759    2.0994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2190    2.4580    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 25 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0241749

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C2C1[C@@H]1O[C@@H]1[C@]21O[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O12/c1-24-13(22)4-3-25-14(7-6(4)11-12(27-11)17(7)16(23)29-17)28-15-10(21)9(20)8(19)5(2-18)26-15/h3,5-12,14-16,18-21,23H,2H2,1H3/t5-,6?,7?,8-,9+,10-,11+,12+,14+,15+,16+,17-/m1/s1

> <INCHI_KEY>
UXNDFLAYYHSFII-HRVAGKKISA-N

> <FORMULA>
C17H22O12

> <MOLECULAR_WEIGHT>
418.351

> <EXACT_MASS>
418.111126148

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.48056936544009

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2R,2'S,3S,4'S,7'S)-3-hydroxy-7'-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0^{2,4}]decan]-9'-ene-10'-carboxylate

> <JCHEM_LOGP>
-2.820042719000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.275884542092165

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.419897324524104

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847601930304

> <JCHEM_POLAR_SURFACE_AREA>
180.20000000000002

> <JCHEM_REFRACTIVITY>
85.47959999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2R,2'S,3S,4'S,7'S)-3-hydroxy-7'-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0^{2,4}]decan]-9'-ene-10'-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.524  -2.856   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.954  -3.287   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.066  -2.222   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.545  -2.652   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.700  -0.726   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.221  -0.295   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.145   1.201   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.967   2.266   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.601   3.762   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.878   4.192   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.990   3.127   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.468   3.558   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.581   2.493   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.214   0.997   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.835   5.054   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.313   5.484   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.722   6.119   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.089   7.614   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.244   5.688   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.132   6.753   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.446   1.835   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.812   0.339   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.348   0.226   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.874   0.433   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.931   1.651   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.755   2.646   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.086   4.033   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.622   3.919   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.009   4.588   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   10   20                                                  
CONECT   20   19                                                            
CONECT   21    8   22   26                                                  
CONECT   22   21    5   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   25                                                       
CONECT   25   24   23   26                                                  
CONECT   26   25   21   27   28                                             
CONECT   27   26   28                                                       
CONECT   28   27   26   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₂O₁₂

Average Mass

418.3510 Da

Monoisotopic Mass

418.11113 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C2C1[C@@H]1O[C@@H]1[C@]21O[C@@H]1O

InChI Identifier

InChI=1S/C17H22O12/c1-24-13(22)4-3-25-14(7-6(4)11-12(27-11)17(7)16(23)29-17)28-15-10(21)9(20)8(19)5(2-18)26-15/h3,5-12,14-16,18-21,23H,2H2,1H3/t5-,6?,7?,8-,9+,10-,11+,12+,14+,15+,16+,17-/m1/s1

InChI Key

UXNDFLAYYHSFII-HRVAGKKISA-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
Morinda citrifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
O-glycosyl compound
Monosaccharide
Oxane
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous ester
Secondary alcohol
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Polyol
Organoheterocyclic compound
Oxacycle
Organic oxide
Primary alcohol
Hydrocarbon derivative
Alcohol
Carbonyl group
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00042396

Chemspider ID

9048738

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10873461

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Su BN, Pawlus AD, Jung HA, Keller WJ, McLaughlin JL, Kinghorn AD: Chemical constituents of the fruits of Morinda citrifolia (Noni) and their antioxidant activity. J Nat Prod. 2005 Apr;68(4):592-5. doi: 10.1021/np0495985. [PubMed:15844957 ]
LOTUS database [Link]

Showing NP-Card for methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate (NP0241749)

MOL for NP0241749 (methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate)

3D MOL for NP0241749 (methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate)

3D SDF for NP0241749 (methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate)

3D-SDF for NP0241749 (methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate)

PDB for NP0241749 (methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate)

3D PDB for NP0241749 (methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate)

SMILES for NP0241749 (methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate)

INCHI for NP0241749 (methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate)

Structure for NP0241749 (methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate)

3D Structure for NP0241749 (methyl (2r,2's,3s,4's,7's)-3-hydroxy-7'-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3',8'-dioxaspiro[oxirane-2,5'-tricyclo[4.4.0.0²,⁴]decan]-9'-ene-10'-carboxylate)