NP-MRD: Showing NP-Card for 4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate (NP0270190)

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Record Information

Version

2.0

Created at

2022-09-08 15:56:50 UTC

Updated at

2022-09-08 15:56:50 UTC

NP-MRD ID

NP0270190

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate

Description

4-Hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]Tricosan-20-yl acetate belongs to the class of organic compounds known as atisane diterpenoids. These are diterpenoids with a structure based on the atisane skeleton, which is a tetracyclic compound containing the [2,2,2]bicyc1ic ring system with the C15-C16 bridge attached at C12. 4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate is found in Spiraea japonica and Thalictrum javanicum. 4-Hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]Tricosan-20-yl acetate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161515562D          

 30 36  0  0  0  0            999 V2000
    4.0087   -1.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1045   -0.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8621   -0.3116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4428   -0.1456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5387    0.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1569    1.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9374    1.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704    2.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4329    2.3831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1333    2.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7644    2.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4541    1.5233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6312    1.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9250    0.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5474    0.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942    1.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3624    2.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016    3.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982    2.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8640    2.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717    3.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5553    3.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8320    2.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8216    1.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3879    1.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    1.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9022    2.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1515    2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2509    3.0028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  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  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 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
  6 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 19 30  1  0  0  0  0
  5 30  1  0  0  0  0
 14 30  1  0  0  0  0
M  END

     RDKit          3D

 65 71  0  0  0  0  0  0  0  0999 V2000
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   -0.4828    4.3018    0.2780 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0567   -2.7198    1.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5463    0.3010   -0.1408 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.1392   -1.1126   -2.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9940   -1.6529   -1.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104   -0.6750   -0.5152 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0433   -0.2612   -0.9539 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9255   -1.3027   -1.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3478   -0.7161   -1.4563 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3009    0.8041   -1.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6519    1.4759   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782    0.4014    0.1845 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7492   -0.5237    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8035   -1.0628   -0.0476 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1817   -0.5966    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7795   -2.4654    0.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1561    0.6127   -0.5035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3930    5.4692    2.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0941    1.5608    1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1650   -2.1663    0.8978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4234   -3.5216    1.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109   -2.8397    2.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4329    1.2848   -0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4317    1.8000    1.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0111   -1.0476   -1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6043    0.3927   -2.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6451   -1.9845   -2.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7901   -0.4759   -3.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2332   -2.0216   -2.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3439   -2.5735   -0.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8998    0.5195   -1.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219   -2.2713   -1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7194   -1.3955   -2.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9972   -1.1128   -2.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132    1.0700   -2.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1387    2.3951   -0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4281    1.7338    0.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2745   -2.8107   -0.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521    0.9347   -1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
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 29 64  1  0
 30 65  1  6
M  END


  Mrv1533004161515562D          

 30 36  0  0  0  0            999 V2000
    4.0087   -1.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1045   -0.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8621   -0.3116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4428   -0.1456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5387    0.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1569    1.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9374    1.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5704    2.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4329    2.3831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1333    2.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7644    2.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4541    1.5233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6312    1.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9250    0.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5474    0.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942    1.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3624    2.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016    3.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6982    2.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8640    2.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717    3.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5553    3.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8320    2.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8216    1.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3879    1.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    1.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9022    2.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1515    2.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2509    3.0028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  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
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  9 13  1  0  0  0  0
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 19 30  1  0  0  0  0
  5 30  1  0  0  0  0
 14 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0270190

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C2OC3N4CCOC4C4(C)CCCC3(C3CC5CCC23CC5(C)O)C14

> <INCHI_IDENTIFIER>
InChI=1S/C24H35NO5/c1-13(26)29-16-17-21(2)6-4-7-24(17)15-11-14-5-8-23(15,12-22(14,3)27)18(16)30-20(24)25-9-10-28-19(21)25/h14-20,27H,4-12H2,1-3H3

> <INCHI_KEY>
ZVGHBOHWOUTHNI-UHFFFAOYSA-N

> <FORMULA>
C24H35NO5

> <MOLECULAR_WEIGHT>
417.546

> <EXACT_MASS>
417.251523231

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
45.47955124569504

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate

> <ALOGPS_LOGP>
1.59

> <JCHEM_LOGP>
2.432579756666667

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.766815457582222

> <JCHEM_PKA_STRONGEST_BASIC>
5.460585764271164

> <JCHEM_POLAR_SURFACE_AREA>
68.23

> <JCHEM_REFRACTIVITY>
107.84930000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       7.483  -2.721   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.662  -1.192   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.076  -0.582   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.427  -0.272   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.605   1.258   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.893   2.665   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.350   3.484   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.531   4.943   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      10.141   4.449   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      11.449   5.262   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.627   4.270   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.048   2.844   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.511   2.954   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.193   1.823   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.489   0.454   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.323   3.269   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.143   4.184   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.470   5.735   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.903   4.321   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.346   4.788   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.427   6.106   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.903   5.671   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.420   4.174   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.400   2.430   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.457   3.418   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.646   3.382   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.684   4.660   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.283   4.021   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.468   5.605   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.633   2.473   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   30                                                  
CONECT    6    5    7   25                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    9   14                                                  
CONECT   14   13   15   16   30                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    8   20   30                                             
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    6   20   26                                             
CONECT   26   25   27                                                       
CONECT   27   26   22   28   29                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   19    5   14                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   72    0
END

View in JSmol

Synonyms

Value	Source
4-Hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2,.0,.0,.0,.0,]tricosan-20-yl acetic acid	Generator
4-Hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetic acid	Generator

Chemical Formula

C₂₄H₃₅NO₅

Average Mass

417.5460 Da

Monoisotopic Mass

417.25152 Da

IUPAC Name

4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate

Traditional Name

4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C2OC3N4CCOC4C4(C)CCCC3(C3CC5CCC23CC5(C)O)C14

InChI Identifier

InChI=1S/C24H35NO5/c1-13(26)29-16-17-21(2)6-4-7-24(17)15-11-14-5-8-23(15,12-22(14,3)27)18(16)30-20(24)25-9-10-28-19(21)25/h14-20,27H,4-12H2,1-3H3

InChI Key

ZVGHBOHWOUTHNI-UHFFFAOYSA-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
Spiraea japonica	LOTUS Database	35616633
Thalictrum javanicum Blume	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as atisane diterpenoids. These are diterpenoids with a structure based on the atisane skeleton, which is a tetracyclic compound containing the [2,2,2]bicyc1ic ring system with the C15-C16 bridge attached at C12.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Atisane diterpenoids

Alternative Parents

Substituents

Atisane diterpenoid
Alkaloid or derivatives
Oxane
Piperidine
Cyclic alcohol
Oxazolidine
Tertiary alcohol
Carboxylic acid ester
Hemiaminal
Oxacycle
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organonitrogen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Organic nitrogen 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	1.59	ALOGPS
logP	2.43	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	14.77	ChemAxon
pKa (Strongest Basic)	5.46	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	107.85 m³·mol⁻¹	ChemAxon
Polarizability	45.48 Å³	ChemAxon
Number of Rings	7	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14191508

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate (NP0270190)

MOL for NP0270190 (4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate)

3D MOL for NP0270190 (4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate)

3D SDF for NP0270190 (4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate)

3D-SDF for NP0270190 (4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate)

PDB for NP0270190 (4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate)

3D PDB for NP0270190 (4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate)

SMILES for NP0270190 (4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate)

INCHI for NP0270190 (4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate)

Structure for NP0270190 (4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate)

3D Structure for NP0270190 (4-hydroxy-4,12-dimethyl-14,19-dioxa-17-azaheptacyclo[10.7.2.2²,⁵.0²,⁷.0⁸,¹⁸.0⁸,²¹.0¹³,¹⁷]tricosan-20-yl acetate)