NP-MRD: Showing NP-Card for (2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0220530)

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Record Information

Version

2.0

Created at

2022-09-05 21:52:05 UTC

Updated at

2022-09-05 21:52:05 UTC

NP-MRD ID

NP0220530

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

Nostocyclophane B belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. (2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Nostoc linckia. Based on a literature review very few articles have been published on Nostocyclophane B.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052223522D          

 55 58  0  0  1  0            999 V2000
   -0.2713   -0.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4776    0.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1517   -0.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5748   -0.3880    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1382    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8764    0.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    0.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5771    0.6999    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8356    1.4833    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3476    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9587   -0.3072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6577    0.1311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6276    0.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2460   -1.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4866   -1.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3681   -2.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5964   -2.6016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0076   -2.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7873   -2.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4454   -3.0113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2054   -2.6901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3072   -1.8714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0671   -1.5503    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1690   -0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5109   -0.2340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7252   -2.0478    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4851   -1.7267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6234   -2.8665    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2814   -3.3640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8634   -3.1876    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7616   -4.0063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9004   -1.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5814   -3.6083    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2555   -4.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1807   -4.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8548   -5.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7800   -6.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0180   -4.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798   -4.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4315   -4.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5791   -4.6961    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3205   -5.4795    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8086   -4.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1975   -3.6890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4985   -4.1273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7695   -3.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102   -2.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2557   -2.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3688   -1.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7107   -0.9850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1486   -1.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880   -1.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598   -1.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6695   -2.5058    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
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  6  0  0  0
 20 33  2  0  0  0  0
 15 33  1  0  0  0  0
 19 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  1  0  0  0
 46 47  1  0  0  0  0
 45 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  2  0  0  0  0
  5 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  2  0  0  0  0
 48 55  1  0  0  0  0
M  END


  Mrv1652309052223522D          

 55 58  0  0  1  0            999 V2000
   -0.2713   -0.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4776    0.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1517   -0.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5748   -0.3880    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1382    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8764    0.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247    0.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5771    0.6999    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8356    1.4833    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3476    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9587   -0.3072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6577    0.1311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6276    0.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2460   -1.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4866   -1.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3681   -2.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5964   -2.6016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0076   -2.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7873   -2.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4454   -3.0113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2054   -2.6901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3072   -1.8714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0671   -1.5503    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1690   -0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5109   -0.2340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7252   -2.0478    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4851   -1.7267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6234   -2.8665    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2814   -3.3640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8634   -3.1876    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7616   -4.0063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9004   -1.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5814   -3.6083    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2555   -4.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1807   -4.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8548   -5.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7800   -6.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0180   -4.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798   -4.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4315   -4.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5791   -4.6961    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3205   -5.4795    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8086   -4.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1975   -3.6890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4985   -4.1273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7695   -3.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102   -2.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2557   -2.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3688   -1.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7107   -0.9850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1486   -1.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880   -1.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598   -1.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6695   -2.5058    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
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  6  0  0  0
 20 33  2  0  0  0  0
 15 33  1  0  0  0  0
 19 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  1  0  0  0
 46 47  1  0  0  0  0
 45 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  2  0  0  0  0
  5 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  2  0  0  0  0
 48 55  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220530

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC[C@H]1CCC[C@@H](Cl)C[C@@H](OC)C2=CC(O)=C([C@@H](CCCC)CCC[C@@H](Cl)C[C@@H](OC)C3=CC(O)=C1C(O)=C3)C(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C42H64Cl2O11/c1-5-7-11-24-13-9-15-29(44)22-34(53-4)27-19-32(48)38(35(20-27)54-42-41(51)40(50)39(49)36(23-45)55-42)25(12-8-6-2)14-10-16-28(43)21-33(52-3)26-17-30(46)37(24)31(47)18-26/h17-20,24-25,28-29,33-34,36,39-42,45-51H,5-16,21-23H2,1-4H3/t24-,25-,28+,29+,33+,34+,36+,39+,40-,41-,42+/m0/s1

> <INCHI_KEY>
QSSPVYZUPDQNSI-LKIRGRMNSA-N

> <FORMULA>
C42H64Cl2O11

> <MOLECULAR_WEIGHT>
815.86

> <EXACT_MASS>
814.3825683

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
119

> <JCHEM_AVERAGE_POLARIZABILITY>
87.1558409967987

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5S,6R)-2-{[(2R,4R,8S,13R,15R,19S)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2^{9,12}]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_LOGP>
7.892322355999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.98085779434021

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.389966031215952

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923449079167

> <JCHEM_POLAR_SURFACE_AREA>
178.52999999999997

> <JCHEM_REFRACTIVITY>
213.34480000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5S,6R)-2-{[(2R,4R,8S,13R,15R,19S)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2^{9,12}]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.506  -0.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.892   0.406   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.150  -0.482   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.548   0.164   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.806  -0.724   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.858   0.488   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.236   1.295   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.819   1.565   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.411   1.306   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0      10.893   2.769   0.000  0.00  0.00          Cl+0
HETATM   11  C   UNK     0      11.849   0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.990  -0.573   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      14.294   0.245   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      14.238   1.784   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.526  -2.123   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.108  -2.782   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.887  -4.312   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.447  -4.856   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      13.081  -5.327   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.536  -4.692   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      15.765  -5.621   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      17.183  -5.022   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      17.373  -3.493   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      18.792  -2.894   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.982  -1.366   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      17.754  -0.437   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      20.020  -3.823   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      21.439  -3.223   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      19.830  -5.351   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      21.059  -6.280   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      18.412  -5.950   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      18.222  -7.478   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      14.747  -3.142   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.285  -6.735   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.544  -7.623   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      13.404  -9.157   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.662 -10.045   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      14.523 -11.578   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      11.234  -7.948   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.856  -8.754   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.272  -9.024   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.681  -8.766   0.000  0.00  0.00           C+0
HETATM   43 Cl   UNK     0       6.198 -10.228   0.000  0.00  0.00          Cl+0
HETATM   44  C   UNK     0       5.243  -8.023   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       4.102  -6.886   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       2.797  -7.704   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       1.436  -6.983   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       3.566  -5.337   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       2.344  -4.317   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       2.555  -2.767   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       1.327  -1.839   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       4.011  -2.132   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       5.204  -3.147   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       6.645  -2.603   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       4.983  -4.678   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   52                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   33                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   34                                                  
CONECT   20   19   21   33                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   22   32                                                  
CONECT   32   31                                                            
CONECT   33   20   15                                                       
CONECT   34   19   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37                                                            
CONECT   39   34   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46   48                                                  
CONECT   46   45   47                                                       
CONECT   47   46                                                            
CONECT   48   45   49   55                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50    5   53                                                  
CONECT   53   52   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   48                                                       
MASTER        0    0    0    0    0    0    0    0   55    0  116    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₂H₆₄Cl₂O₁₁

Average Mass

815.8600 Da

Monoisotopic Mass

814.38257 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCC[C@H]1CCC[C@@H](Cl)C[C@@H](OC)C2=CC(O)=C([C@@H](CCCC)CCC[C@@H](Cl)C[C@@H](OC)C3=CC(O)=C1C(O)=C3)C(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)=C2

InChI Identifier

InChI=1S/C42H64Cl2O11/c1-5-7-11-24-13-9-15-29(44)22-34(53-4)27-19-32(48)38(35(20-27)54-42-41(51)40(50)39(49)36(23-45)55-42)25(12-8-6-2)14-10-16-28(43)21-33(52-3)26-17-30(46)37(24)31(47)18-26/h17-20,24-25,28-29,33-34,36,39-42,45-51H,5-16,21-23H2,1-4H3/t24-,25-,28+,29+,33+,34+,36+,39+,40-,41-,42+/m0/s1

InChI Key

QSSPVYZUPDQNSI-LKIRGRMNSA-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
Nostoc linckia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monosaccharide
Benzenoid
Oxane
Secondary alcohol
Acetal
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Alkyl chloride
Alkyl halide
Organohalogen compound
Organochloride
Primary alcohol
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

34502053

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71768287

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0220530)

MOL for NP0220530 ((2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0220530 ((2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0220530 ((2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0220530 ((2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0220530 ((2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0220530 ((2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0220530 ((2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0220530 ((2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0220530 ((2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0220530 ((2s,3s,4s,5s,6r)-2-{[(2r,4r,8s,13r,15r,19s)-8,19-dibutyl-4,15-dichloro-21,24,26-trihydroxy-2,13-dimethoxytricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9(26),10,12(25),20,23-hexaen-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol)