NP-MRD: Showing NP-Card for (2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate (NP0223116)

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Record Information

Version

2.0

Created at

2022-09-06 01:07:16 UTC

Updated at

2022-09-06 01:07:16 UTC

NP-MRD ID

NP0223116

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate

Description

Cylindrocyclophane D belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. (2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate is found in Nostoc linckia. (2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate was first documented in 2018 (PMID: 29381355). Based on a literature review very few articles have been published on cylindrocyclophane D.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062203072D          

 48 50  0  0  1  0            999 V2000
    2.7992    2.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7244    1.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9755    0.9092    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  0  0  0  0  0  0  0  0  0  0
    6.3476    0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8338    0.9685    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
    8.3867   -0.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0857    0.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4168   -1.0795    0.0000 O   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
    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
    6.4318   -5.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -6.0731    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  0  0  0  0  0  0  0  0  0  0
    2.8086   -4.2983    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3224   -4.9648    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
    0.0705   -4.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7394   -2.9167    0.0000 O   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  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 17 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 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
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 36 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 36 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
  5 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  2  0  0  0  0
 41 48  1  0  0  0  0
M  END


  Mrv1652309062203072D          

 48 50  0  0  1  0            999 V2000
    2.7992    2.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7244    1.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9755    0.9092    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  0  0  0  0  0  0  0  0  0  0
    6.3476    0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8338    0.9685    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
    8.3867   -0.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0857    0.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4168   -1.0795    0.0000 O   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
    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
    6.4318   -5.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569   -6.0731    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  0  0  0  0  0  0  0  0  0  0
    2.8086   -4.2983    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3224   -4.9648    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
    0.0705   -4.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7394   -2.9167    0.0000 O   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  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 17 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 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
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 36 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 36 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
  5 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  2  0  0  0  0
 41 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223116

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C40H60O8/c1-7-9-17-29-19-13-11-15-25(3)40(48-28(6)42)32-23-35(45)38(36(46)24-32)30(18-10-8-2)20-14-12-16-26(4)39(47-27(5)41)31-21-33(43)37(29)34(44)22-31/h21-26,29-30,39-40,43-46H,7-20H2,1-6H3/t25-,26-,29-,30-,39+,40+/m0/s1

> <INCHI_KEY>
ISFVAVZOVOHZSB-IUWWWGALSA-N

> <FORMULA>
C40H60O8

> <MOLECULAR_WEIGHT>
668.912

> <EXACT_MASS>
668.428818892

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
108

> <JCHEM_AVERAGE_POLARIZABILITY>
76.09218367894385

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,8S,13R,14S,19S)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2^{9,12}]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate

> <JCHEM_LOGP>
10.696175269333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.87220853465559

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.307266944465631

> <JCHEM_PKA_STRONGEST_BASIC>
-5.42841698705868

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
189.5904000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,8S,13R,14S,19S)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2^{9,12}]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       5.225   3.877   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.086   2.343   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.688   1.697   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  C   UNK     0      11.849   0.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.756   1.808   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      15.655  -0.476   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.960   0.342   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      15.711  -2.015   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.526  -2.123   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.108  -2.782   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.887  -4.312   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.447  -4.856   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      13.081  -5.327   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.536  -4.692   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      15.765  -5.621   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      14.747  -3.142   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.285  -6.735   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.544  -7.623   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.404  -9.157   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.006  -9.803   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.866 -11.336   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.234  -7.948   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.856  -8.754   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.272  -9.024   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.681  -8.766   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.243  -8.023   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.335  -9.268   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.102  -6.886   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.797  -7.704   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       1.436  -6.983   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.132  -7.802   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       1.380  -5.444   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       3.566  -5.337   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.344  -4.317   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.555  -2.767   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       1.327  -1.839   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       4.011  -2.132   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.204  -3.147   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       6.645  -2.603   0.000  0.00  0.00           O+0
HETATM   48  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   45                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   25                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   17                                                       
CONECT   25   21   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   25   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   36   42   48                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43    5   46                                                  
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   41                                                       
MASTER        0    0    0    0    0    0    0    0   48    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₆₀O₈

Average Mass

668.9120 Da

Monoisotopic Mass

668.42882 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C40H60O8/c1-7-9-17-29-19-13-11-15-25(3)40(48-28(6)42)32-23-35(45)38(36(46)24-32)30(18-10-8-2)20-14-12-16-26(4)39(47-27(5)41)31-21-33(43)37(29)34(44)22-31/h21-26,29-30,39-40,43-46H,7-20H2,1-6H3/t25-,26-,29-,30-,39+,40+/m0/s1

InChI Key

ISFVAVZOVOHZSB-IUWWWGALSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

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 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-4-unsubstituted benzenoids

Direct Parent

1-hydroxy-4-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Dicarboxylic acid or derivatives
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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

8434395

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10258912

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

May DS, Kang HS, Santarsiero BD, Krunic A, Shen Q, Burdette JE, Swanson SM, Orjala J: Ribocyclophanes A-E, Glycosylated Cyclophanes with Antiproliferative Activity from Two Cultured Terrestrial Cyanobacteria. J Nat Prod. 2018 Mar 23;81(3):572-578. doi: 10.1021/acs.jnatprod.7b00954. Epub 2018 Jan 30. [PubMed:29381355 ]
LOTUS database [Link]

Showing NP-Card for (2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate (NP0223116)

MOL for NP0223116 ((2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate)

3D MOL for NP0223116 ((2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate)

3D SDF for NP0223116 ((2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate)

3D-SDF for NP0223116 ((2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate)

PDB for NP0223116 ((2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate)

3D PDB for NP0223116 ((2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate)

SMILES for NP0223116 ((2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate)

INCHI for NP0223116 ((2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate)

Structure for NP0223116 ((2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate)

3D Structure for NP0223116 ((2r,3s,8s,13r,14s,19s)-13-(acetyloxy)-8,19-dibutyl-10,21,24,26-tetrahydroxy-3,14-dimethyltricyclo[18.2.2.2⁹,¹²]hexacosa-1(22),9,11,20,23,25-hexaen-2-yl acetate)