NP-MRD: Showing NP-Card for (-)-Linckoside A (NP0071437)

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Record Information

Version

2.0

Created at

2022-04-28 16:49:12 UTC

Updated at

2022-04-28 16:49:12 UTC

NP-MRD ID

NP0071437

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Linckoside A

Description

(1R,2R,5S,8R,10S,11S,12R,13R,14R,15R)-5-{[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy}-14-[(2R,5R)-5-(2-{[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}ethyl)-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-6-ene-8,10,12,13-tetrol belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. (-)-Linckoside A is found in Linckia laevigata. Based on a literature review very few articles have been published on (1R,2R,5S,8R,10S,11S,12R,13R,14R,15R)-5-{[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy}-14-[(2R,5R)-5-(2-{[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}ethyl)-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-6-ene-8,10,12,13-tetrol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218492D          

 54 59  0  0  1  0            999 V2000
   -3.8560    1.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4080    1.8769    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1531    2.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461    2.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7941    2.2199    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0490    1.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871    2.3915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7322    3.1761    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2842    3.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0912    3.6176    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6432    4.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9252    3.3476    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3732    2.7345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6281    1.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    1.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3805    3.0701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2943    3.8905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5127    4.0621    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8483    4.8157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9074    4.4426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0950    2.6576    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0950    1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8094    3.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2384    3.0701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9529    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6673    3.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3818    2.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0963    3.0701    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1825    3.8905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9895    4.0621    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4020    3.3476    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8499    2.7345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0215    1.9275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2225    3.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3250    4.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1455    4.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2384    3.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9529    4.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239    4.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2399    2.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4772    3.9607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2421    1.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2150    1.7053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7670    2.3184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5740    2.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1260    2.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8711    3.5446    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0641    3.7162    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5121    3.1031    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7051    3.2746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4502    4.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8092    4.5008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4231    4.1577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  6  0  0  0
  8 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  6  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  1  0  0  0
 17 20  1  6  0  0  0
 16 21  1  6  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 33  1  0  0  0  0
 33 34  1  6  0  0  0
 32 35  1  6  0  0  0
 31 36  1  1  0  0  0
 36 37  1  0  0  0  0
 25 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 13 41  1  6  0  0  0
  8 42  1  6  0  0  0
  5 43  1  6  0  0  0
  2 44  1  6  0  0  0
 45 44  1  6  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 45 50  1  0  0  0  0
 50 51  1  1  0  0  0
 51 52  1  0  0  0  0
 49 53  1  6  0  0  0
 48 54  1  1  0  0  0
M  END

     RDKit          3D

122127  0  0  0  0  0  0  0  0999 V2000
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   -3.1847    0.2327   -2.8051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0012    0.0903   -1.8810 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8334   -1.2749   -1.6726 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3303    0.2649   -3.8055 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.4541    2.3953   -3.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6291    1.0609   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3236   -0.1057   -1.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0471    1.4080    1.8042 C   0  0  0  0  0  0  0  0  0  0  0  0
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 53121  1  6
 54122  1  0
M  END


  Mrv1652304282218492D          

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 31 36  1  1  0  0  0
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 51 52  1  0  0  0  0
 49 53  1  6  0  0  0
 48 54  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0071437

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1[C@H](O[C@H]2CC[C@]3(C)[C@H]4CC[C@]5(C)[C@@H]([C@H](C)CC[C@H](CCO[C@H]6O[C@@H](CO)[C@H](O)[C@@H]6O)C(C)C)[C@@H](O)[C@H](O)[C@H]5[C@]4(O)C[C@@H](O)C3=C2)OC[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C40H68O14/c1-19(2)21(11-14-51-36-33(48)30(45)26(17-41)54-36)8-7-20(3)28-31(46)32(47)35-39(28,5)13-10-27-38(4)12-9-22(15-23(38)24(42)16-40(27,35)49)53-37-34(50-6)29(44)25(43)18-52-37/h15,19-22,24-37,41-49H,7-14,16-18H2,1-6H3/t20-,21-,22+,24-,25-,26+,27-,28+,29+,30+,31-,32+,33+,34-,35-,36+,37+,38+,39-,40+/m1/s1

> <INCHI_KEY>
PELCRPYRGYHBOK-ATAILYPTSA-N

> <FORMULA>
C40H68O14

> <MOLECULAR_WEIGHT>
772.97

> <EXACT_MASS>
772.46090687

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
122

> <JCHEM_AVERAGE_POLARIZABILITY>
86.02686659182258

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5S,8R,10S,11S,12R,13R,14R,15R)-5-{[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy}-14-[(2R,5R)-5-(2-{[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}ethyl)-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-8,10,12,13-tetrol

> <ALOGPS_LOGP>
0.51

> <JCHEM_LOGP>
0.12081421666666575

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.810177558102122

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.148797987550177

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0189814380209095

> <JCHEM_POLAR_SURFACE_AREA>
228.21999999999994

> <JCHEM_REFRACTIVITY>
195.04880000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.56e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,8R,10S,11S,12R,13R,14R,15R)-5-{[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy}-14-[(2R,5R)-5-(2-{[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}ethyl)-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-8,10,12,13-tetrol

> <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      -7.198   2.359   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.228   3.503   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.752   4.968   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.246   5.288   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.216   4.144   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.692   2.679   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.709   4.464   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.233   5.929   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.264   7.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.770   6.753   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.801   7.897   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.727   6.249   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.697   5.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.172   3.640   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.679   3.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.710   5.731   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.549   7.262   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.957   7.583   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.583   8.989   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.694   8.293   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.044   4.961   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.044   3.421   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.378   5.731   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.711   4.961   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.045   5.731   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.379   4.961   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.712   5.731   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.046   4.961   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      11.380   5.731   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      11.541   7.262   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      13.047   7.583   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.817   6.249   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.787   5.104   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      13.107   3.598   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      15.349   6.088   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      13.673   8.989   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      15.205   9.150   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       6.045   7.271   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.379   8.041   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.711   8.041   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.448   4.074   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -2.758   7.393   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -4.185   2.999   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -9.735   3.183   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0     -10.765   4.328   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0     -12.271   4.008   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0     -13.302   5.152   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -12.826   6.617   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -11.320   6.937   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -10.289   5.792   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -8.783   6.113   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -8.307   7.577   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0     -10.844   8.401   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -13.857   7.761   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   44                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   43                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   15                                                  
CONECT    8    7    9   12   42                                             
CONECT    9    8   10                                                       
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13   18                                                  
CONECT   13   12   14   16   41                                             
CONECT   14   13   15                                                       
CONECT   15   14    7                                                       
CONECT   16   13   17   21                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   12   19                                                  
CONECT   19   18                                                            
CONECT   20   17                                                            
CONECT   21   16   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   38                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   33                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33   35                                                  
CONECT   33   32   29   34                                                  
CONECT   34   33                                                            
CONECT   35   32                                                            
CONECT   36   31   37                                                       
CONECT   37   36                                                            
CONECT   38   25   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   13                                                            
CONECT   42    8                                                            
CONECT   43    5                                                            
CONECT   44    2   45                                                       
CONECT   45   44   46   50                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   54                                                  
CONECT   49   48   50   53                                                  
CONECT   50   49   45   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51                                                            
CONECT   53   49                                                            
CONECT   54   48                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  118    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₆₈O₁₄

Average Mass

772.9700 Da

Monoisotopic Mass

772.46091 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@H]1[C@H](O[C@H]2CC[C@]3(C)[C@H]4CC[C@]5(C)[C@@H]([C@H](C)CC[C@H](CCO[C@H]6O[C@@H](CO)[C@H](O)[C@@H]6O)C(C)C)[C@@H](O)[C@H](O)[C@H]5[C@]4(O)C[C@@H](O)C3=C2)OC[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C40H68O14/c1-19(2)21(11-14-51-36-33(48)30(45)26(17-41)54-36)8-7-20(3)28-31(46)32(47)35-39(28,5)13-10-27-38(4)12-9-22(15-23(38)24(42)16-40(27,35)49)53-37-34(50-6)29(44)25(43)18-52-37/h15,19-22,24-37,41-49H,7-14,16-18H2,1-6H3/t20-,21-,22+,24-,25-,26+,27-,28+,29+,30+,31-,32+,33+,34-,35-,36+,37+,38+,39-,40+/m1/s1

InChI Key

PELCRPYRGYHBOK-ATAILYPTSA-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
Linckia laevigata	Animalia	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

Triterpenoid
Stigmastane-skeleton
Steroidal glycoside
16-hydroxysteroid
16-beta-hydroxysteroid
Hydroxysteroid
15-hydroxysteroid
6-hydroxysteroid
Delta-4-steroid
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Fatty acyl
Oxane
Monosaccharide
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Acetal
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
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	0.51	ALOGPS
logP	0.12	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	12.15	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	228.22 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	195.05 m³·mol⁻¹	ChemAxon
Polarizability	86.03 Å³	ChemAxon
Number of Rings	6	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

163013587

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Linckoside A (NP0071437)

MOL for NP0071437 ((-)-Linckoside A)

3D MOL for NP0071437 ((-)-Linckoside A)

3D SDF for NP0071437 ((-)-Linckoside A)

3D-SDF for NP0071437 ((-)-Linckoside A)

PDB for NP0071437 ((-)-Linckoside A)

3D PDB for NP0071437 ((-)-Linckoside A)

SMILES for NP0071437 ((-)-Linckoside A)

INCHI for NP0071437 ((-)-Linckoside A)

Structure for NP0071437 ((-)-Linckoside A)

3D Structure for NP0071437 ((-)-Linckoside A)