NP-MRD: Showing NP-Card for Dipsanoside G (NP0071147)

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Record Information

Version

2.0

Created at

2022-04-28 16:32:52 UTC

Updated at

2022-04-28 16:32:52 UTC

NP-MRD ID

NP0071147

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dipsanoside G

Description

(3S,4R,4aR,6S,7R,7aR)-3-hydroxy-4-(methoxycarbonyl)-7-methyl-octahydrocyclopenta[c]pyran-6-yl (2S,3S,4S)-4-(2,2-dimethoxyethyl)-3-ethenyl-2-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate 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. Dipsanoside G is found in Dipsacus asper. Based on a literature review very few articles have been published on (3S,4R,4aR,6S,7R,7aR)-3-hydroxy-4-(methoxycarbonyl)-7-methyl-octahydrocyclopenta[c]pyran-6-yl (2S,3S,4S)-4-(2,2-dimethoxyethyl)-3-ethenyl-2-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218322D          

 44 47  0  0  1  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6462    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8837    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    0.0940    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8837   -0.6205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962   -1.3349    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -5.5337    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3587   -0.6205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5337   -2.0494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962   -2.7639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  1  0  0  0
 12 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
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 19 20  1  0  0  0  0
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 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
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 28 29  1  0  0  0  0
 22 30  1  1  0  0  0
 30 31  2  0  0  0  0
 21 32  1  1  0  0  0
 33 32  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
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 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 33 38  1  0  0  0  0
 38 39  1  1  0  0  0
 37 40  1  6  0  0  0
 36 41  1  6  0  0  0
 35 42  1  6  0  0  0
 42 43  1  0  0  0  0
  1 44  1  1  0  0  0
M  END

     RDKit          3D

 88 91  0  0  0  0  0  0  0  0999 V2000
   -3.7126   -1.2527   -1.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6602   -0.9698   -1.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3506   -1.7385    0.1809 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3528   -0.8107    1.3796 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5645    0.5036    1.0385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6562    1.1018    1.6354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4921    1.5631    0.6216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5630    2.3016    1.1119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4922    2.5917   -0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6042    3.3325    0.3566 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7574   -4.4327   -1.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
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 44 86  1  0
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M  END


  Mrv1652304282218322D          

 44 47  0  0  1  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    0.8085    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6462    1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    3.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    0.0940    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8837   -0.6205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962   -1.3349    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1212   -1.3349    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5337   -0.6205    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1212    0.0940    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5337    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3587   -0.6205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5337   -2.0494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962   -2.7639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  1  0  0  0
 12 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 22 30  1  1  0  0  0
 30 31  2  0  0  0  0
 21 32  1  1  0  0  0
 33 32  1  6  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
 33 38  1  0  0  0  0
 38 39  1  1  0  0  0
 37 40  1  6  0  0  0
 36 41  1  6  0  0  0
 35 42  1  6  0  0  0
 42 43  1  0  0  0  0
  1 44  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0071147

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(C[C@H]1[C@H](C=C)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)OC=C1C(=O)O[C@H]1C[C@@H]2[C@@H](CO[C@H](O)[C@@H]2C(=O)OC)[C@H]1C)OC

> <INCHI_IDENTIFIER>
InChI=1S/C29H44O15/c1-6-13-14(8-20(37-3)38-4)17(11-41-28(13)44-29-24(33)23(32)22(31)19(9-30)43-29)25(34)42-18-7-15-16(12(18)2)10-40-27(36)21(15)26(35)39-5/h6,11-16,18-24,27-33,36H,1,7-10H2,2-5H3/t12-,13+,14+,15-,16+,18+,19-,21+,22+,23+,24-,27+,28+,29+/m1/s1

> <INCHI_KEY>
HAOOAXFIOQPXIQ-RQAIGCQISA-N

> <FORMULA>
C29H44O15

> <MOLECULAR_WEIGHT>
632.656

> <EXACT_MASS>
632.268020717

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
61.18479707240982

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4R,4aR,6S,7R,7aR)-3-hydroxy-4-(methoxycarbonyl)-7-methyl-octahydrocyclopenta[c]pyran-6-yl (2S,3S,4S)-4-(2,2-dimethoxyethyl)-3-ethenyl-2-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

> <ALOGPS_LOGP>
-0.57

> <JCHEM_LOGP>
-0.689540492

> <ALOGPS_LOGS>
-2.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.36801139813863

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.74472037735652

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810847615592513

> <JCHEM_POLAR_SURFACE_AREA>
209.12999999999997

> <JCHEM_REFRACTIVITY>
147.09020000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4R,4aR,6S,7R,7aR)-3-hydroxy-4-(methoxycarbonyl)-7-methyl-octahydrocyclopenta[c]pyran-6-yl (4S,5S,6S)-4-(2,2-dimethoxyethyl)-5-ethenyl-6-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4H-pyran-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.258   2.073   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   5.923   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.590   6.693   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       6.258   6.693   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.258   8.233   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.320   2.843   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.320   0.175   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.630   1.509   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.400   0.175   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.940   0.175   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.710   1.509   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.940   2.843   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.400   2.843   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.630   4.177   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.400   5.510   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.940   5.510   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -5.710   6.844   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.630   6.844   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.090   6.844   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.710   4.177   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.250   4.177   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -7.250   1.509   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -8.020   0.175   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -7.250  -1.158   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -8.020  -2.492   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -9.560  -2.492   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -10.330  -1.158   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -9.560   0.175   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -10.330   1.509   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0     -11.870  -1.158   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -10.330  -3.826   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -7.250  -3.826   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -8.020  -5.159   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       7.591   4.383   0.000  0.00  0.00           O+0
CONECT    1    2    6   44                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12    4   14                                                  
CONECT   14   13                                                            
CONECT   15   12   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   32                                                  
CONECT   22   21   23   30                                                  
CONECT   23   22   18   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29                                                       
CONECT   29   28                                                            
CONECT   30   22   31                                                       
CONECT   31   30                                                            
CONECT   32   21   33                                                       
CONECT   33   32   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   42                                                  
CONECT   36   35   37   41                                                  
CONECT   37   36   38   40                                                  
CONECT   38   37   33   39                                                  
CONECT   39   38                                                            
CONECT   40   37                                                            
CONECT   41   36                                                            
CONECT   42   35   43                                                       
CONECT   43   42                                                            
CONECT   44    1                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Value	Source
(3S,4R,4AR,6S,7R,7ar)-3-hydroxy-4-(methoxycarbonyl)-7-methyl-octahydrocyclopenta[c]pyran-6-yl (2S,3S,4S)-4-(2,2-dimethoxyethyl)-3-ethenyl-2-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid	Generator

Chemical Formula

C₂₉H₄₄O₁₅

Average Mass

632.6560 Da

Monoisotopic Mass

632.26802 Da

IUPAC Name

Traditional Name

(3S,4R,4aR,6S,7R,7aR)-3-hydroxy-4-(methoxycarbonyl)-7-methyl-octahydrocyclopenta[c]pyran-6-yl (4S,5S,6S)-4-(2,2-dimethoxyethyl)-5-ethenyl-6-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4H-pyran-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC(C[C@H]1[C@H](C=C)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)OC=C1C(=O)O[C@H]1C[C@@H]2[C@@H](CO[C@H](O)[C@@H]2C(=O)OC)[C@H]1C)OC

InChI Identifier

InChI=1S/C29H44O15/c1-6-13-14(8-20(37-3)38-4)17(11-41-28(13)44-29-24(33)23(32)22(31)19(9-30)43-29)25(34)42-18-7-15-16(12(18)2)10-40-27(36)21(15)26(35)39-5/h6,11-16,18-24,27-33,36H,1,7-10H2,2-5H3/t12-,13+,14+,15-,16+,18+,19-,21+,22+,23+,24-,27+,28+,29+/m1/s1

InChI Key

HAOOAXFIOQPXIQ-RQAIGCQISA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Dipsacus asper	Plant	KNApSAcK

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
O-glycosyl compound
Secoiridoid-skeleton
Iridoid-skeleton
Glycosyl compound
Monoterpenoid
Bicyclic monoterpenoid
Sugar acid
Beta-hydroxy acid
Oxane
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Secondary alcohol
Hemiacetal
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
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	-0.57	ALOGPS
logP	-0.69	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	11.74	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	209.13 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	147.09 m³·mol⁻¹	ChemAxon
Polarizability	61.18 Å³	ChemAxon
Number of Rings	4	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

154496493

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Dipsanoside G (NP0071147)

MOL for NP0071147 (Dipsanoside G)

3D MOL for NP0071147 (Dipsanoside G)

3D SDF for NP0071147 (Dipsanoside G)

3D-SDF for NP0071147 (Dipsanoside G)

PDB for NP0071147 (Dipsanoside G)

3D PDB for NP0071147 (Dipsanoside G)

SMILES for NP0071147 (Dipsanoside G)

INCHI for NP0071147 (Dipsanoside G)

Structure for NP0071147 (Dipsanoside G)

3D Structure for NP0071147 (Dipsanoside G)