NP-MRD: Showing NP-Card for Radiatoside C (NP0057408)

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Record Information

Version

2.0

Created at

2022-04-28 02:51:17 UTC

Updated at

2022-04-28 02:51:17 UTC

NP-MRD ID

NP0057408

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Radiatoside C

Description

(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-{[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]Dec-7-en-5-yl (1S,4aS,7aS)-7-methylidene-1-{[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate 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. Radiatoside C is found in Argylia radiata. Based on a literature review very few articles have been published on (1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-{[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0²,⁴]Dec-7-en-5-yl (1S,4aS,7aS)-7-methylidene-1-{[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282204512D          

 49 55  0  0  1  0            999 V2000
    3.2883   -0.3728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0334    0.4118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5854    1.0249    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3924    0.8534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6473    0.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0953   -0.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3305    1.8096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8825    2.4226    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6276    3.2073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1796    3.8204    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9866    3.6488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2415    2.8642    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6895    2.2511    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9444    1.4665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0485    2.6927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5386    4.2619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9247    4.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9077   -5.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4014    0.2403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1222    1.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685    1.5679    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  6  0  0  0
  3  7  1  6  0  0  0
  8  7  1  6  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
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 12 15  1  6  0  0  0
 11 16  1  1  0  0  0
 10 17  1  1  0  0  0
 17 18  1  0  0  0  0
  2 19  1  1  0  0  0
 19 20  1  0  0  0  0
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  1 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
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 28 29  1  0  0  0  0
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 25 30  1  0  0  0  0
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 31 32  1  0  0  0  0
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 29 33  1  6  0  0  0
 33 34  2  0  0  0  0
 28 35  1  1  0  0  0
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 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
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 40 41  1  0  0  0  0
 36 41  1  0  0  0  0
 41 42  1  6  0  0  0
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 39 44  1  1  0  0  0
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 45 46  1  0  0  0  0
 20 47  1  6  0  0  0
 19 47  1  0  0  0  0
 19 48  1  1  0  0  0
 48 49  1  0  0  0  0
M  END

     RDKit          3D

 91 97  0  0  0  0  0  0  0  0999 V2000
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    3.4793   -0.2529   -3.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2340   -1.0734   -4.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.7373   -0.0025    2.5502 C   0  0  1  0  0  0  0  0  0  0  0  0
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 23 68  1  0
 24 69  1  6
 25 70  1  0
 26 71  1  6
 27 72  1  0
 47 89  1  6
 48 90  1  0
 45 87  1  1
 46 88  1  0
 43 85  1  1
 44 86  1  0
M  END


  Mrv1652304282204512D          

 49 55  0  0  1  0            999 V2000
    3.2883   -0.3728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0334    0.4118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5854    1.0249    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3924    0.8534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6473    0.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0953   -0.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3305    1.8096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8825    2.4226    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6276    3.2073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1796    3.8204    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9866    3.6488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2415    2.8642    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6895    2.2511    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9444    1.4665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0485    2.6927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5386    4.2619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9247    4.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1177    4.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2084    0.4118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9535   -0.3728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6209   -0.8577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6209   -1.6827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3354   -2.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0498   -1.6827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3354   -2.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0498   -3.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0498   -4.1577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3354   -4.5702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6209   -4.1577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6209   -3.3327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8363   -3.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3513   -3.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8363   -4.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5813   -5.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3354   -5.3952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0498   -5.8077    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7643   -5.3952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4788   -5.8077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4788   -6.6327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7643   -7.0452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0498   -6.6327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3354   -7.0452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7643   -7.8702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1932   -7.0452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1932   -5.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9077   -5.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4014    0.2403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1222    1.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3685    1.5679    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  6  0  0  0
  3  7  1  6  0  0  0
  8  7  1  6  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
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 12 15  1  6  0  0  0
 11 16  1  1  0  0  0
 10 17  1  1  0  0  0
 17 18  1  0  0  0  0
  2 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  1 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 33  1  6  0  0  0
 33 34  2  0  0  0  0
 28 35  1  1  0  0  0
 36 35  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 36 41  1  0  0  0  0
 41 42  1  6  0  0  0
 40 43  1  1  0  0  0
 39 44  1  1  0  0  0
 38 45  1  6  0  0  0
 45 46  1  0  0  0  0
 20 47  1  6  0  0  0
 19 47  1  0  0  0  0
 19 48  1  1  0  0  0
 48 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0057408

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@H]3CCC(=C)[C@@H]23)C(=O)O[C@@H]2[C@@H]3O[C@]3(CO)[C@@H]3[C@@H]2C=CO[C@H]3O[C@@H]2O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C31H42O18/c1-10-2-3-11-13(8-43-27(16(10)11)47-29-22(39)20(37)18(35)14(6-32)44-29)26(41)46-24-12-4-5-42-28(17(12)31(9-34)25(24)49-31)48-30-23(40)21(38)19(36)15(7-33)45-30/h4-5,8,11-12,14-25,27-30,32-40H,1-3,6-7,9H2/t11-,12+,14-,15+,16-,17-,18-,19-,20-,21+,22+,23+,24+,25+,27+,28+,29+,30+,31-/m1/s1

> <INCHI_KEY>
DHZDTIROSIGKIG-RZHVVGFJSA-N

> <FORMULA>
C31H42O18

> <MOLECULAR_WEIGHT>
702.659

> <EXACT_MASS>
702.237114512

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
67.94364327198264

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-{[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-5-yl (1S,4aS,7aS)-7-methylidene-1-{[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate

> <ALOGPS_LOGP>
-1.44

> <JCHEM_LOGP>
-3.789253019333333

> <ALOGPS_LOGS>
-1.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.425118943328904

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.904991620730652

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084761563502

> <JCHEM_POLAR_SURFACE_AREA>
276.28

> <JCHEM_REFRACTIVITY>
154.58960000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.39e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-{[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-5-yl (1S,4aS,7aS)-7-methylidene-1-{[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7aH-cyclopenta[c]pyran-4-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       6.138  -0.696   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.662   0.769   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.693   1.913   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.199   1.593   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.675   0.128   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.645  -1.016   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.217   3.378   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.247   4.522   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.771   5.987   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.802   7.131   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.308   6.811   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.784   5.347   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.754   4.202   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.230   2.737   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      11.291   5.026   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      10.339   7.956   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.326   8.596   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.820   8.916   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.122   0.769   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.646  -0.696   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.892  -1.601   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.892  -3.141   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.226  -3.911   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.560  -3.141   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.226  -5.451   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.560  -6.221   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.560  -7.761   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.226  -8.531   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.892  -7.761   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.892  -6.221   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.428  -5.745   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.523  -6.991   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.428  -8.237   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.952  -9.702   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.226 -10.071   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       7.560 -10.841   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       8.893 -10.071   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      10.227 -10.841   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.227 -12.381   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.893 -13.151   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       7.560 -12.381   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       6.226 -13.151   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       8.893 -14.691   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      11.561 -13.151   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      11.561 -10.071   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      12.894 -10.841   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       2.616   0.449   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       3.961   2.300   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       2.554   2.927   0.000  0.00  0.00           O+0
CONECT    1    2    6   21                                                  
CONECT    2    1    3   19                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16   11                                                            
CONECT   17   10   18                                                       
CONECT   18   17                                                            
CONECT   19    2   20   47   48                                             
CONECT   20   19   21   47                                                  
CONECT   21   20    1   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   35                                                  
CONECT   29   28   30   33                                                  
CONECT   30   29   25   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   29   34                                                  
CONECT   34   33                                                            
CONECT   35   28   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   45                                                  
CONECT   39   38   40   44                                                  
CONECT   40   39   41   43                                                  
CONECT   41   40   36   42                                                  
CONECT   42   41                                                            
CONECT   43   40                                                            
CONECT   44   39                                                            
CONECT   45   38   46                                                       
CONECT   46   45                                                            
CONECT   47   20   19                                                       
CONECT   48   19   49                                                       
CONECT   49   48                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  110    0
END

View in JSmol

Synonyms

Value	Source
(1S,2S,4S,5S,6S,10S)-2-(Hydroxymethyl)-10-{[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0,]dec-7-en-5-yl (1S,4as,7as)-7-methylidene-1-{[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4ah,5H,6H,7H,7ah-cyclopenta[c]pyran-4-carboxylic acid	Generator

Chemical Formula

C₃₁H₄₂O₁₈

Average Mass

702.6590 Da

Monoisotopic Mass

702.23711 Da

IUPAC Name

(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-{[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0^{2,4}]dec-7-en-5-yl (1S,4aS,7aS)-7-methylidene-1-{[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@H]3CCC(=C)[C@@H]23)C(=O)O[C@@H]2[C@@H]3O[C@]3(CO)[C@@H]3[C@@H]2C=CO[C@H]3O[C@@H]2O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C31H42O18/c1-10-2-3-11-13(8-43-27(16(10)11)47-29-22(39)20(37)18(35)14(6-32)44-29)26(41)46-24-12-4-5-42-28(17(12)31(9-34)25(24)49-31)48-30-23(40)21(38)19(36)15(7-33)45-30/h4-5,8,11-12,14-25,27-30,32-40H,1-3,6-7,9H2/t11-,12+,14-,15+,16-,17-,18-,19-,20-,21+,22+,23+,24+,25+,27+,28+,29+,30+,31-/m1/s1

InChI Key

DHZDTIROSIGKIG-RZHVVGFJSA-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
Argylia radiata	Plant	KNApSAcK

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

O-glycosyl compound
Oxane
Monosaccharide
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
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	-1.4	ALOGPS
logP	-3.8	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	11.9	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	276.28 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	154.59 m³·mol⁻¹	ChemAxon
Polarizability	67.94 Å³	ChemAxon
Number of Rings	7	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

163103835

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Radiatoside C (NP0057408)

MOL for NP0057408 (Radiatoside C)

3D MOL for NP0057408 (Radiatoside C)

3D SDF for NP0057408 (Radiatoside C)

3D-SDF for NP0057408 (Radiatoside C)

PDB for NP0057408 (Radiatoside C)

3D PDB for NP0057408 (Radiatoside C)

SMILES for NP0057408 (Radiatoside C)

INCHI for NP0057408 (Radiatoside C)

Structure for NP0057408 (Radiatoside C)

3D Structure for NP0057408 (Radiatoside C)