NP-MRD: Showing NP-Card for (1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione (NP0330485)

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Record Information

Version

2.0

Created at

2022-09-12 15:53:20 UTC

Updated at

2022-09-12 15:53:20 UTC

NP-MRD ID

NP0330485

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione

Description

(1'S,2'R,3R,4S,5'R,7'R,10'S,11'R,14'R)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]Pentadecane]-3',6,13'-trione belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. (1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione is found in Citrus limon. Based on a literature review very few articles have been published on (1'S,2'R,3R,4S,5'R,7'R,10'S,11'R,14'R)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]Pentadecane]-3',6,13'-trione.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122217532D          

 46 52  0  0  1  0            999 V2000
    4.1720    2.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998    2.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8277    1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2569    2.3794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.8877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8247    1.0681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4871    0.5764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3925   -0.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549   -0.7349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2442    0.9042    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9067    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3389    1.7238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0959    2.0516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6764    2.2155    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7710    3.0351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7428    1.7238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0803    2.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232    1.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608    2.3794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2286    1.0681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9817    1.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8911    0.5764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7964   -0.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3769   -0.0792    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2823   -0.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6198   -0.4071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5252   -1.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1326   -1.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7894   -2.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302   -2.4405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1935   -1.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426    0.0847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0520    0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6104    1.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091    1.2321    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5662    1.5599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4715    0.7403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6481    0.9042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4052    1.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0676    0.7403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9730   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6354   -0.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2159   -0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535    0.0847    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1337   -0.6255    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
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  6  0  0  0
 16  2  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  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  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 32  2  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 38 37  1  6  0  0  0
 36 38  1  0  0  0  0
 25 38  1  0  0  0  0
 20 38  1  0  0  0  0
 22 39  1  0  0  0  0
 16 39  1  0  0  0  0
 39 40  1  1  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 39 45  1  0  0  0  0
 45 46  1  6  0  0  0
M  END


  Mrv1652309122217532D          

 46 52  0  0  1  0            999 V2000
    4.1720    2.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998    2.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8277    1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2569    2.3794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.8877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8247    1.0681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4871    0.5764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3925   -0.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0549   -0.7349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2442    0.9042    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9067    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3389    1.7238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0959    2.0516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6764    2.2155    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7710    3.0351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7428    1.7238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0803    2.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232    1.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608    2.3794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2286    1.0681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9817    1.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8911    0.5764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7964   -0.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3769   -0.0792    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2823   -0.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6198   -0.4071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5252   -1.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1326   -1.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7894   -2.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302   -2.4405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1935   -1.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426    0.0847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0520    0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6104    1.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091    1.2321    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5662    1.5599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4715    0.7403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6481    0.9042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4052    1.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0676    0.7403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9730   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6354   -0.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2159   -0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5535    0.0847    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1337   -0.6255    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
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  6  0  0  0
 16  2  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  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  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 32  2  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 38 37  1  6  0  0  0
 36 38  1  0  0  0  0
 25 38  1  0  0  0  0
 20 38  1  0  0  0  0
 22 39  1  0  0  0  0
 16 39  1  0  0  0  0
 39 40  1  1  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 39 45  1  0  0  0  0
 45 46  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0330485

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@H]1CC(=O)[C@]2(C)[C@H](CC[C@@]3(C)[C@@H](OC(=O)[C@@H]4O[C@]234)C2=COC=C2)[C@]11COC(=O)C[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C32H42O14/c1-28(2,46-27-23(39)22(38)21(37)15(11-33)43-27)17-9-18(34)30(4)16(31(17)13-42-20(36)10-19(31)35)5-7-29(3)24(14-6-8-41-12-14)44-26(40)25-32(29,30)45-25/h6,8,12,15-17,19,21-25,27,33,35,37-39H,5,7,9-11,13H2,1-4H3/t15-,16+,17+,19+,21-,22+,23-,24+,25+,27+,29+,30+,31-,32+/m1/s1

> <INCHI_KEY>
XXFBIXAPEIVYDP-VHWUBIICSA-N

> <FORMULA>
C32H42O14

> <MOLECULAR_WEIGHT>
650.674

> <EXACT_MASS>
650.257456032

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
64.1244557806656

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'S,2'R,3R,4S,5'R,7'R,10'S,11'R,14'R)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0^{1,14}.0^{2,7}]pentadecane]-3',6,13'-trione

> <JCHEM_LOGP>
-0.4753480770000023

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.17260646126331

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.206946413631359

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8728200697690816

> <JCHEM_POLAR_SURFACE_AREA>
214.95

> <JCHEM_REFRACTIVITY>
150.64260000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,2'R,3R,4S,5'R,7'R,10'S,11'R,14'R)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0^{1,14}.0^{2,7}]pentadecane]-3',6,13'-trione

> <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       7.788   5.243   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.400   3.830   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.012   2.416   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       9.813   4.442   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.049   3.524   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.873   1.994   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      12.109   1.076   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.933  -0.454   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.169  -1.372   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      13.523   1.688   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      14.759   0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.699   3.218   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      15.112   3.830   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.463   4.136   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.639   5.665   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.986   3.218   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.750   4.136   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.337   3.524   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.100   4.442   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.160   1.994   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.699   3.463   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.397   1.076   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.220  -0.454   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.807  -1.066   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.570  -0.148   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.394  -1.678   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.157  -0.760   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.980  -2.290   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.114  -3.332   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.473  -4.732   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.056  -4.556   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -0.361  -3.046   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.080   0.158   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.097   1.688   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -1.139   2.606   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.510   2.300   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.924   2.912   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       2.747   1.382   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.810   1.688   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.223   2.300   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       9.460   1.382   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       9.283  -0.148   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      10.519  -1.066   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       7.870  -0.760   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.633   0.158   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       5.850  -1.168   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   16                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    5   15                                                  
CONECT   15   14                                                            
CONECT   16    2   17   39                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22   38                                             
CONECT   21   20                                                            
CONECT   22   20   23   39                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   38                                             
CONECT   26   25                                                            
CONECT   27   25   28   33                                                  
CONECT   28   27   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   28                                                       
CONECT   33   27   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36   38                                                       
CONECT   38   37   36   25   20                                             
CONECT   39   22   16   40   45                                             
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   39   46                                                  
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  104    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₂O₁₄

Average Mass

650.6740 Da

Monoisotopic Mass

650.25746 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@H]1CC(=O)[C@]2(C)[C@H](CC[C@@]3(C)[C@@H](OC(=O)[C@@H]4O[C@]234)C2=COC=C2)[C@]11COC(=O)C[C@@H]1O

InChI Identifier

InChI=1S/C32H42O14/c1-28(2,46-27-23(39)22(38)21(37)15(11-33)43-27)17-9-18(34)30(4)16(31(17)13-42-20(36)10-19(31)35)5-7-29(3)24(14-6-8-41-12-14)44-26(40)25-32(29,30)45-25/h6,8,12,15-17,19,21-25,27,33,35,37-39H,5,7,9-11,13H2,1-4H3/t15-,16+,17+,19+,21-,22+,23-,24+,25+,27+,29+,30+,31-,32+/m1/s1

InChI Key

XXFBIXAPEIVYDP-VHWUBIICSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Citrus limon	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Terpene lactone
Sesquiterpenoid
Naphthopyran
Glycosyl compound
O-glycosyl compound
Naphthalene
1,4-dioxepane
Delta valerolactone
Dioxepane
Delta_valerolactone
Dicarboxylic acid or derivatives
Monosaccharide
Pyran
Oxane
Furan
Heteroaromatic compound
Carboxylic acid ester
Secondary alcohol
Lactone
Ketone
Polyol
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Organoheterocyclic compound
Acetal
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Primary alcohol
Alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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

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

163024966

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione (NP0330485)

MOL for NP0330485 ((1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione)

3D MOL for NP0330485 ((1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione)

3D SDF for NP0330485 ((1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione)

3D-SDF for NP0330485 ((1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione)

PDB for NP0330485 ((1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione)

3D PDB for NP0330485 ((1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione)

SMILES for NP0330485 ((1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione)

INCHI for NP0330485 ((1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione)

Structure for NP0330485 ((1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione)

3D Structure for NP0330485 ((1's,2'r,3r,4s,5'r,7'r,10's,11's,14'r)-11'-(furan-3-yl)-4-hydroxy-2',10'-dimethyl-5'-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-12',15'-dioxaspiro[oxane-3,6'-tetracyclo[8.5.0.0¹,¹⁴.0²,⁷]pentadecane]-3',6,13'-trione)