NP-MRD: Showing NP-Card for (1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one (NP0223417)

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Record Information

Version

2.0

Created at

2022-09-06 01:30:38 UTC

Updated at

2022-09-06 01:30:38 UTC

NP-MRD ID

NP0223417

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one

Description

(1R,3S,4S,7S,8S,10R,12S,13R,14S,21R,25R,26S)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]Nonacosa-5,16,18,22,28-pentaen-24-one belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Based on a literature review very few articles have been published on (1R,3S,4S,7S,8S,10R,12S,13R,14S,21R,25R,26S)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]Nonacosa-5,16,18,22,28-pentaen-24-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062203302D          

 39 45  0  0  1  0            999 V2000
    1.7068    1.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7340    0.3093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4616   -0.0794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5556    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2216    1.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5629    0.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3684    0.4551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9096    1.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5848    1.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565    1.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    0.3612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6226   -0.5049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2993   -1.3022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5051   -1.6619    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8078   -1.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9328   -0.3833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9937   -1.4347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9613   -2.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982   -2.8135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4735   -3.6290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3869   -2.4912    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2855   -3.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0563   -2.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8126   -2.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4601   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9371   -1.8534    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6561   -1.3917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7736   -2.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4478   -1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0445   -1.0538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8362   -1.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8494   -0.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0576   -0.0204    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8625    0.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4610   -0.5901    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1274   -0.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1225   -1.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384   -2.0626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8259   -0.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
 12 11  1  6  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 26 24  1  6  0  0  0
 13 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 12  1  6  0  0  0
 27 35  1  0  0  0  0
 17 36  1  6  0  0  0
  3 36  1  0  0  0  0
 17 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
  3 39  1  0  0  0  0
M  END


  Mrv1652309062203302D          

 39 45  0  0  1  0            999 V2000
    1.7068    1.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7340    0.3093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4616   -0.0794    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5556    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2216    1.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5629    0.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3684    0.4551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9096    1.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5848    1.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7565    1.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    0.3612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6226   -0.5049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2993   -1.3022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5051   -1.6619    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8078   -1.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9328   -0.3833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9937   -1.4347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9613   -2.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982   -2.8135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4735   -3.6290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3869   -2.4912    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2855   -3.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0563   -2.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8126   -2.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4601   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9371   -1.8534    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6561   -1.3917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7736   -2.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4478   -1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0445   -1.0538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8362   -1.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8494   -0.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0576   -0.0204    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8625    0.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4610   -0.5901    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1274   -0.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1225   -1.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384   -2.0626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8259   -0.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
 12 11  1  6  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 26 24  1  6  0  0  0
 13 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 12  1  6  0  0  0
 27 35  1  0  0  0  0
 17 36  1  6  0  0  0
  3 36  1  0  0  0  0
 17 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
  3 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223417

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@]12C[C@]3(C[C@H](O)[C@@]4(C)C=C(C)[C@@H]5[C@H]([C@H](OC6=CC=C(C1)C=C6)[C@@H]1[C@@H](C)C[C@@H](C)C[C@@]51C)[C@H]4C3=O)C(O)=N2

> <INCHI_IDENTIFIER>
InChI=1S/C33H43NO5/c1-17-11-18(2)25-27-23-24(31(25,5)12-17)19(3)13-30(4)22(35)15-32(28(36)26(23)30)16-33(38-6,34-29(32)37)14-20-7-9-21(39-27)10-8-20/h7-10,13,17-18,22-27,35H,11-12,14-16H2,1-6H3,(H,34,37)/t17-,18+,22+,23+,24-,25+,26+,27+,30-,31+,32+,33-/m1/s1

> <INCHI_KEY>
ZQWRYWUCSVPDSS-LYERDLQISA-N

> <FORMULA>
C33H43NO5

> <MOLECULAR_WEIGHT>
533.709

> <EXACT_MASS>
533.314123489

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
59.72277643981639

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,4S,7S,8S,10R,12S,13R,14S,21R,25R,26S)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2^{16,19}.1^{1,21}.0^{4,25}.0^{7,26}.0^{8,13}]nonacosa-5,16,18,22,28-pentaen-24-one

> <JCHEM_LOGP>
5.375236155999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.604194277133253

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.169005811697646

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5305830479121573

> <JCHEM_POLAR_SURFACE_AREA>
88.35000000000001

> <JCHEM_REFRACTIVITY>
149.621

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,4S,7S,8S,10R,12S,13R,14S,21R,25R,26S)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2^{16,19}.1^{1,21}.0^{4,25}.0^{7,26}.0^{8,13}]nonacosa-5,16,18,22,28-pentaen-24-one

> <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       3.186   2.117   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.237   0.577   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.595  -0.148   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.770   1.465   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.014   2.482   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.651   1.086   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.154   0.849   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.165   1.991   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.558   3.474   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.012   3.706   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.106   0.674   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.496  -0.943   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.892  -2.431   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.409  -3.102   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.108  -2.238   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.341  -0.715   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.588  -2.678   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.528  -4.268   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.717  -5.252   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.484  -6.774   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.189  -4.650   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.000  -6.179   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.438  -5.570   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.850  -4.999   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.059  -5.954   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.083  -3.460   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.425  -2.598   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.644  -4.122   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.903  -3.031   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.016  -1.967   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.494  -2.400   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.652  -0.471   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.174  -0.038   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.810   1.458   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.060  -1.102   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.838  -1.099   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.962  -2.603   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       3.058  -3.850   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0       3.408  -1.143   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   36   39                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13   35                                                  
CONECT   13   12   14   26                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   36   37                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   14   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   13   27                                                  
CONECT   27   26   28   29   35                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   12   27                                                  
CONECT   36   17    3                                                       
CONECT   37   17   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37    3                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₃NO₅

Average Mass

533.7090 Da

Monoisotopic Mass

533.31412 Da

IUPAC Name

(1R,3S,4S,7S,8S,10R,12S,13R,14S,21R,25R,26S)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2^{16,19}.1^{1,21}.0^{4,25}.0^{7,26}.0^{8,13}]nonacosa-5,16,18,22,28-pentaen-24-one

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@@]12C[C@]3(C[C@H](O)[C@@]4(C)C=C(C)[C@@H]5[C@H]([C@H](OC6=CC=C(C1)C=C6)[C@@H]1[C@@H](C)C[C@@H](C)C[C@@]51C)[C@H]4C3=O)C(O)=N2

InChI Identifier

InChI=1S/C33H43NO5/c1-17-11-18(2)25-27-23-24(31(25,5)12-17)19(3)13-30(4)22(35)15-32(28(36)26(23)30)16-33(38-6,34-29(32)37)14-20-7-9-21(39-27)10-8-20/h7-10,13,17-18,22-27,35H,11-12,14-16H2,1-6H3,(H,34,37)/t17-,18+,22+,23+,24-,25+,26+,27+,30-,31+,32+,33-/m1/s1

InChI Key

ZQWRYWUCSVPDSS-LYERDLQISA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Alkyl aryl ether
Benzenoid
Cyclic carboximidic acid
Pyrroline
Cyclic alcohol
Secondary alcohol
Ketone
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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
logP	5.38	ChemAxon
pKa (Strongest Acidic)	4.17	ChemAxon
pKa (Strongest Basic)	-0.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	88.35 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	149.62 m³·mol⁻¹	ChemAxon
Polarizability	59.72 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	No	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

64835248

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139590336

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one (NP0223417)

MOL for NP0223417 ((1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one)

3D MOL for NP0223417 ((1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one)

3D SDF for NP0223417 ((1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one)

3D-SDF for NP0223417 ((1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one)

PDB for NP0223417 ((1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one)

3D PDB for NP0223417 ((1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one)

SMILES for NP0223417 ((1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one)

INCHI for NP0223417 ((1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one)

Structure for NP0223417 ((1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one)

3D Structure for NP0223417 ((1r,3s,4s,7s,8s,10r,12s,13r,14s,21r,25r,26s)-3,23-dihydroxy-21-methoxy-4,6,8,10,12-pentamethyl-15-oxa-22-azaheptacyclo[12.9.3.2¹⁶,¹⁹.1¹,²¹.0⁴,²⁵.0⁷,²⁶.0⁸,¹³]nonacosa-5,16,18,22,28-pentaen-24-one)