NP-MRD: Showing NP-Card for (1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate (NP0256947)

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Record Information

Version

2.0

Created at

2022-09-07 21:56:15 UTC

Updated at

2022-09-07 21:56:16 UTC

NP-MRD ID

NP0256947

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate

Description

(1S,6S,7R)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-1-yl 3-methylbutanoate 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. (1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate is found in Viburnum tinus. Based on a literature review very few articles have been published on (1S,6S,7R)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-1-yl 3-methylbutanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072223562D          

 43 45  0  0  1  0            999 V2000
    3.8661   -3.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6194   -2.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8143   -2.6571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5676   -1.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1260   -1.2626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7624   -1.6899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5157   -0.9026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7338   -0.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425    0.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352    0.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6521    0.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8320   -0.3080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6193   -0.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992   -1.3598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5865   -1.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7665   -2.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5537   -2.6584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -1.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9810   -1.2948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0138   -0.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6211    0.3155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2266    0.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    0.8089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152    1.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1024    1.7957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7097    1.2373    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1542    1.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713    0.9202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267    1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0205    2.2395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884    1.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5438    1.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4375    2.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3054    1.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5297    0.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0076   -0.2403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7306    0.1571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221   -0.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4366   -0.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4366    0.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1510   -0.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8655   -0.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5800   -0.6528    0.0000 C   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  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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  9 35  1  0  0  0  0
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 36 38  1  1  0  0  0
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 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

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   -2.9307   -4.3557    2.3287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4267   -3.0845    2.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3941   -2.5598    3.5861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9465   -2.3344    1.3900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4447   -1.0579    1.5380 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0088   -0.9908    0.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938    0.4591    1.0878 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2341    1.1136    0.2873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2690    0.4987   -0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8383    2.7584   -0.2816 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2297    5.1794   -0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0126    7.0841   -1.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3569    0.1523    1.0702 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309072223562D          

 43 45  0  0  1  0            999 V2000
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    3.6194   -2.8371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7624   -1.6899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7425    0.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352    0.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6521    0.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8320   -0.3080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6193   -0.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7992   -1.3598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5865   -1.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7665   -2.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5537   -2.6584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -1.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9810   -1.2948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0138   -0.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6211    0.3155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2266    0.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0466    0.8089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152    1.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1024    1.7957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7097    1.2373    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1542    1.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713    0.9202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267    1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0205    2.2395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8884    1.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5438    1.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4375    2.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3054    1.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5297    0.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0076   -0.2403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7306    0.1571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221   -0.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4366   -0.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4366    0.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1510   -0.6528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8655   -0.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5800   -0.6528    0.0000 C   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  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 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
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 10 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 26 35  1  0  0  0  0
  9 35  1  0  0  0  0
 35 36  1  0  0  0  0
  7 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0256947

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)O[C@H]1CC2C([C@@]1(O)OC(=O)OCC)[C@](C)(OC(=O)CC(C)C)OC=C2COC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H42O16/c1-6-36-24(33)41-17-9-15-14(11-38-23-21(32)20(31)19(30)16(10-28)40-23)12-39-26(5,42-18(29)8-13(3)4)22(15)27(17,35)43-25(34)37-7-2/h12-13,15-17,19-23,28,30-32,35H,6-11H2,1-5H3/t15?,16?,17-,19?,20?,21?,22?,23?,26-,27-/m0/s1

> <INCHI_KEY>
FXXFDXIHVTUMKG-RWPFOECKSA-N

> <FORMULA>
C27H42O16

> <MOLECULAR_WEIGHT>
622.617

> <EXACT_MASS>
622.247285272

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
62.145032172511414

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,6S,7R)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-1-yl 3-methylbutanoate

> <JCHEM_LOGP>
0.8487444066666654

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.218491774464292

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.517820417498701

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835523452752

> <JCHEM_POLAR_SURFACE_AREA>
226.19999999999996

> <JCHEM_REFRACTIVITY>
139.7564

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,6S,7R)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4aH,5H,6H,7aH-cyclopenta[c]pyran-1-yl 3-methylbutanoate

> <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       7.217  -6.765   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.756  -5.296   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.253  -4.960   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.793  -3.490   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.835  -2.357   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       3.290  -3.154   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.829  -1.685   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.370  -1.194   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.386   0.346   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.252   1.389   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.217   0.928   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.553  -0.575   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.023  -1.035   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.359  -2.538   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.828  -2.999   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.164  -4.502   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -6.634  -4.962   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.962  -1.956   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -7.431  -2.417   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -5.626  -0.454   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -6.759   0.589   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.156   0.007   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.820   1.510   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.588   2.891   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.058   3.352   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.191   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.021   3.607   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.613   1.718   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.837   2.653   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.638   4.180   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       7.258   2.061   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.482   2.997   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.283   4.524   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.903   2.405   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.855   0.807   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.748  -0.449   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.097   0.293   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       5.081  -1.219   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.415  -0.449   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       6.415   1.091   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       7.749  -1.219   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       9.082  -0.449   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      10.416  -1.219   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   36                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   35                                                  
CONECT   10    9   11   24                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   13   23                                                  
CONECT   23   22                                                            
CONECT   24   10   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   35                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   26    9   36                                                  
CONECT   36   35    7   37   38                                             
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

View in JSmol

Synonyms

Value	Source
(1S,6S,7R)-6,7-Bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-1H,4ah,5H,6H,7H,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₂₇H₄₂O₁₆

Average Mass

622.6170 Da

Monoisotopic Mass

622.24729 Da

IUPAC Name

(1S,6S,7R)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-1-yl 3-methylbutanoate

Traditional Name

(1S,6S,7R)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4aH,5H,6H,7aH-cyclopenta[c]pyran-1-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

CCOC(=O)O[C@H]1CC2C([C@@]1(O)OC(=O)OCC)[C@](C)(OC(=O)CC(C)C)OC=C2COC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C27H42O16/c1-6-36-24(33)41-17-9-15-14(11-38-23-21(32)20(31)19(30)16(10-28)40-23)12-39-26(5,42-18(29)8-13(3)4)22(15)27(17,35)43-25(34)37-7-2/h12-13,15-17,19-23,28,30-32,35H,6-11H2,1-5H3/t15?,16?,17-,19?,20?,21?,22?,23?,26-,27-/m0/s1

InChI Key

FXXFDXIHVTUMKG-RWPFOECKSA-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
Viburnum tinus	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
Ketal
Fatty acid ester
Fatty acyl
Oxane
Monosaccharide
Carbonic acid diester
Cyclic alcohol
Secondary alcohol
Carbonic acid derivative
Hemiacetal
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxide
Hydrocarbon derivative
Primary alcohol
Carbonyl group
Alcohol
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
logP	0.85	ChemAxon
pKa (Strongest Acidic)	10.52	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	226.2 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	139.76 m³·mol⁻¹	ChemAxon
Polarizability	62.15 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

162817625

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate (NP0256947)

MOL for NP0256947 ((1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

3D MOL for NP0256947 ((1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

3D SDF for NP0256947 ((1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

3D-SDF for NP0256947 ((1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

PDB for NP0256947 ((1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

3D PDB for NP0256947 ((1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

SMILES for NP0256947 ((1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

INCHI for NP0256947 ((1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

Structure for NP0256947 ((1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)

3D Structure for NP0256947 ((1s,6s,7r)-6,7-bis[(ethoxycarbonyl)oxy]-7-hydroxy-1-methyl-4-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4ah,5h,6h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate)