NP-MRD: Showing NP-Card for ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate (NP0159535)

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Record Information

Version

2.0

Created at

2022-09-02 17:18:18 UTC

Updated at

2022-09-02 17:18:18 UTC

NP-MRD ID

NP0159535

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate

Description

Daphmacromine B 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. ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate is found in Daphniphyllum macropodum. Based on a literature review very few articles have been published on Daphmacromine B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022219182D          

 31 35  0  0  1  0            999 V2000
    5.8279    2.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0510    2.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9028    1.5051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    1.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4971    1.7618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9777    0.4161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2340    0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3438   -0.7587    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2792   -0.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8084   -0.9666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -0.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7130   -1.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7581   -2.1251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4250   -2.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2205   -2.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5456   -1.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1554   -0.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5471   -0.1809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4691   -0.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3575   -1.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9532   -2.0582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220   -1.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0613   -1.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -1.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2054   -0.6507    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4156   -0.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2272   -1.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8335    0.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098    0.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -0.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6243   -0.4817    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
  4  5  2  0  0  0  0
  6  4  1  1  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  8 17  1  0  0  0  0
 18 17  1  6  0  0  0
  6 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 25 28  1  6  0  0  0
 28 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 22 31  1  0  0  0  0
M  END

     RDKit          3D

 68 72  0  0  0  0  0  0  0  0999 V2000
    5.1402   -3.3220    2.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1213   -3.0042    0.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4306   -1.8119    0.4353 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4452    2.9632    1.1730 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5504    1.9902   -0.8041 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8368    2.6554   -1.8748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110    1.8827   -2.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1249    1.3422   -2.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621    0.8037   -1.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2821   -0.1427   -1.0592 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3346    0.6515   -1.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4760    1.3148   -2.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8145    1.7646   -3.9415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0411    0.6960   -0.2590 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7511    0.3418    1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0253   -0.3509    0.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010   -1.7634    0.2292 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7247   -2.5674   -0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3621   -1.9864   -1.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0930   -2.3569    1.3688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9454   -2.5787    2.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5209   -1.6616   -0.6407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2899   -0.4413   -1.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3089   -2.3744    2.7179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9867   -4.0024    2.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7855   -3.8627    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5796   -1.2609    0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060   -0.2570    1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4457    2.6796    0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0848    1.8332    1.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7617    5.0330    1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0012    4.5084    1.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1922    4.3321    2.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7041    3.9808   -0.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5733    2.8556    0.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6381    1.8762   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5573    3.3332   -2.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855    3.3893   -1.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2524    2.6301   -3.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6920    1.1477   -3.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0573   -1.1071   -1.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1381    0.0589   -2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6953    1.4464   -1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8598    1.1418    1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0854   -0.4254    1.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7223   -0.3257    1.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4758    0.1026   -0.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4612   -3.6171   -0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8560   -1.0416   -1.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0938   -0.2030   -1.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  4  5  2  0
  4  6  1  0
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 10 12  1  0
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 17 18  1  0
 18 19  1  0
 19 20  1  0
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 25 30  1  0
 30 31  1  0
 18  6  1  0
 31 22  1  0
 17  8  1  0
 22  8  1  0
 20 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  6 37  1  1
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  7 39  1  0
  9 40  1  0
  9 41  1  0
 11 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
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 13 47  1  6
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 15 50  1  0
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 29 65  1  0
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 31 68  1  0
M  END


  Mrv1652309022219182D          

 31 35  0  0  1  0            999 V2000
    5.8279    2.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0510    2.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9028    1.5051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    1.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4971    1.7618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2792   -0.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8084   -0.9666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -0.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7581   -2.1251    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.2205   -2.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5456   -1.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1554   -0.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5471   -0.1809    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4691   -0.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3575   -1.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9532   -2.0582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220   -1.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0613   -1.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -1.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2054   -0.6507    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.2272   -1.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8335    0.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098    0.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661   -0.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 22 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0159535

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)[C@@H]1C[C@@]23CN(C)C[C@@H](CCC4=C2[C@H]1CC4=O)C31CC[C@](CC)(OC)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C25H37NO5/c1-5-25(29-4)10-9-23(15-31-25)16-7-8-17-20(27)11-18-19(22(28)30-6-2)12-24(23,21(17)18)14-26(3)13-16/h16,18-19H,5-15H2,1-4H3/t16-,18+,19-,23?,24-,25-/m1/s1

> <INCHI_KEY>
YJVZDJRKHRBYPE-FGYRZURESA-N

> <FORMULA>
C25H37NO5

> <MOLECULAR_WEIGHT>
431.573

> <EXACT_MASS>
431.267173295

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
48.44607437459476

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl (1'R,5'S,6R,11'S,12'R)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1^{1,5}.0^{11,14}]pentadecan]-8'(14')-ene-12'-carboxylate

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
2.4165878276666657

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.75613460668863

> <JCHEM_PKA_STRONGEST_BASIC>
9.26510501777208

> <JCHEM_POLAR_SURFACE_AREA>
65.07000000000001

> <JCHEM_REFRACTIVITY>
118.34889999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.26e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (1'R,5'S,6R,11'S,12'R)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1^{1,5}.0^{11,14}]pentadecan]-8'(14')-ene-12'-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      10.879   4.842   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.428   4.324   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.152   2.810   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       7.702   2.292   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.528   3.289   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       7.425   0.777   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.037   0.110   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.242  -1.416   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.254  -0.759   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       3.376  -1.804   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.842  -1.669   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.198  -3.265   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.148  -3.967   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.393  -4.873   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.878  -4.465   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.485  -3.050   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.757  -1.693   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.488  -0.338   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.209  -1.251   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.001  -2.777   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.113  -3.842   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.081  -2.428   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.848  -3.351   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.432  -2.744   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.250  -1.215   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.776  -1.660   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.424  -3.159   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.556   0.160   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.018   0.246   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.483  -0.292   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.899  -0.899   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   17   22                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16    8   18                                                  
CONECT   18   17    6   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   16   21                                                  
CONECT   21   20                                                            
CONECT   22   13    8   23   31                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   28   30                                             
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29                                                       
CONECT   29   28                                                            
CONECT   30   25   31                                                       
CONECT   31   30   22                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₇NO₅

Average Mass

431.5730 Da

Monoisotopic Mass

431.26717 Da

IUPAC Name

ethyl (1'R,5'S,6R,11'S,12'R)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1^{1,5}.0^{11,14}]pentadecan]-8'(14')-ene-12'-carboxylate

Traditional Name

ethyl (1'R,5'S,6R,11'S,12'R)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1^{1,5}.0^{11,14}]pentadecan]-8'(14')-ene-12'-carboxylate

CAS Registry Number

Not Available

SMILES

CCOC(=O)[C@@H]1C[C@@]23CN(C)C[C@@H](CCC4=C2[C@H]1CC4=O)C31CC[C@](CC)(OC)OC1

InChI Identifier

InChI=1S/C25H37NO5/c1-5-25(29-4)10-9-23(15-31-25)16-7-8-17-20(27)11-18-19(22(28)30-6-2)12-24(23,21(17)18)14-26(3)13-16/h16,18-19H,5-15H2,1-4H3/t16-,18+,19-,23?,24-,25-/m1/s1

InChI Key

YJVZDJRKHRBYPE-FGYRZURESA-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
Daphniphyllum macropodum	LOTUS Database	35616633

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
Azaspirodecane
Ketal
Oxane
Piperidine
Amino acid or derivatives
Carboxylic acid ester
Ketone
Tertiary amine
Tertiary aliphatic amine
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxide
Organopnictogen compound
Aldehyde
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organic oxygen compound
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	2.76	ALOGPS
logP	2.42	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	18.76	ChemAxon
pKa (Strongest Basic)	9.27	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	118.35 m³·mol⁻¹	ChemAxon
Polarizability	48.45 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

28522171

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70682263

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate (NP0159535)

MOL for NP0159535 (ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate)

3D MOL for NP0159535 (ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate)

3D SDF for NP0159535 (ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate)

3D-SDF for NP0159535 (ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate)

PDB for NP0159535 (ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate)

3D PDB for NP0159535 (ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate)

SMILES for NP0159535 (ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate)

INCHI for NP0159535 (ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate)

Structure for NP0159535 (ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate)

3D Structure for NP0159535 (ethyl (1'r,5's,6r,11's,12'r)-6-ethyl-6-methoxy-3'-methyl-9'-oxo-3'-azaspiro[oxane-3,15'-tetracyclo[6.5.1.1¹,⁵.0¹¹,¹⁴]pentadecan]-8'(14')-ene-12'-carboxylate)