NP-MRD: Showing NP-Card for (1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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 (NP0251128)

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Record Information

Version

2.0

Created at

2022-09-07 14:13:51 UTC

Updated at

2022-09-07 14:13:51 UTC

NP-MRD ID

NP0251128

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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

Spiramine U 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. (1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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. Based on a literature review very few articles have been published on Spiramine U.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072216132D          

 30 36  0  0  1  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  2  0  0  0  0  0  0  0  0  0
    3.1569    1.4279    0.0000 C   0  0  1  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  1  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  1  0  0  0  0  0  0  0  0  0
    4.9250    0.9765    0.0000 C   0  0  1  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  1  0  0  0  0  0  0  0  0  0
    4.0888    1.3250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8640    2.5651    0.0000 C   0  0  2  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  2  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  2  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  1  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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13  9  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  6  0  0  0
  8 19  1  0  0  0  0
 20 19  1  1  0  0  0
  5 20  1  0  0  0  0
 14 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  1  0  0  0
  6 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  6  0  0  0
M  END

     RDKit          3D

 65 71  0  0  0  0  0  0  0  0999 V2000
    0.1976    4.5762    0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5145    3.3248    0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926    3.3489    1.8721 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9461    0.8856    0.6571 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.1795   -1.1808    1.5776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9870   -1.6185    0.5005 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2138   -1.4086    1.1260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4017   -1.3158    2.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6321   -0.4029    2.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6465    0.3725    1.4518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2648   -0.5412    0.5587 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7280   -0.4633   -0.7236 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9471   -1.8809   -1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0812    0.1660   -2.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643   -0.3486   -2.8271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8418   -1.2018   -2.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5067   -0.9647   -0.7123 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4425    0.2537   -0.5291 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9150   -0.4457   -0.6638 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9514   -1.3097   -1.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073   -0.8582   -0.7933 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4599   -1.4977    0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2497   -1.1240    1.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4248   -0.0194    0.6560 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3644    1.0890    0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3854    0.6310   -0.5634 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7670    0.9098   -0.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2569    1.3367   -1.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5866    5.3796    0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9116    4.8711    1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585    4.5454   -0.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5967    1.2500    1.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    0.6622    2.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747   -2.7108    0.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7446   -2.3057    2.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5582   -0.9769    2.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4770    0.2706    3.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1911   -1.2211    0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0264   -2.2203   -0.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801   -2.7594   -0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553   -2.0297   -2.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057    1.2751   -1.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0273   -0.1646   -2.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4798    0.5618   -3.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889   -0.9474   -3.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8331   -2.2536   -2.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0810   -0.8889   -2.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1304    0.9628   -1.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8924    0.4862   -1.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0212   -1.2191   -2.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8579   -2.3748   -1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069   -1.1321   -1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5126   -2.6076    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4174   -1.2378    1.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4470   -0.7510    2.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6215   -2.0413    1.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1125    1.9396   -0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1258    1.6957   -2.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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  8  9  1  0
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 28 29  1  0
 28 30  1  6
 19 20  1  0
 20  5  1  0
 26  6  1  0
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 20 14  1  0
 28 23  1  0
  1 31  1  0
  1 32  1  0
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  5 34  1  1
  6 35  1  1
  8 36  1  6
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 18 50  1  0
 21 52  1  6
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 22 54  1  0
 23 55  1  6
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 25 59  1  0
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 27 61  1  0
 29 62  1  0
 29 63  1  0
 29 64  1  0
 30 65  1  0
 20 51  1  6
M  END


  Mrv1652309072216132D          

 30 36  0  0  1  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  2  0  0  0  0  0  0  0  0  0
    3.1569    1.4279    0.0000 C   0  0  1  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  1  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  1  0  0  0  0  0  0  0  0  0
    4.9250    0.9765    0.0000 C   0  0  1  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  1  0  0  0  0  0  0  0  0  0
    4.0888    1.3250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8640    2.5651    0.0000 C   0  0  2  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  2  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  2  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  1  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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13  9  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  6  0  0  0
  8 19  1  0  0  0  0
 20 19  1  1  0  0  0
  5 20  1  0  0  0  0
 14 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 23 22  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  1  0  0  0
  6 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0251128

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1[C@H]2O[C@H]3N4CCO[C@H]4[C@@]4(C)CCC[C@@]3([C@@H]3C[C@@H]5CC[C@]23C[C@]5(C)O)[C@H]14

> <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/t14-,15+,16-,17+,18+,19-,20+,21-,22-,23+,24+/m0/s1

> <INCHI_KEY>
ZVGHBOHWOUTHNI-WCEFKEHLSA-N

> <FORMULA>
C24H35NO5

> <MOLECULAR_WEIGHT>
417.546

> <EXACT_MASS>
417.251523231

> <ALOGPS_LOGP>
1.59

> <ALOGPS_LOGS>
-3.17

> <ALOGPS_SOLUBILITY>
2.84e-01 g/l

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         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       7.633   2.473   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.346   4.788   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.427   6.106   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.903   5.671   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.420   4.174   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.400   2.430   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.457   3.418   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.646   3.382   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.684   4.660   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.283   4.021   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.468   5.605   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   26                                                  
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   20                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    8   20   21                                             
CONECT   20   19    5   14                                                  
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    6   21   27                                             
CONECT   27   26   28                                                       
CONECT   28   27   23   29   30                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₅NO₅

Average Mass

417.5460 Da

Monoisotopic Mass

417.25152 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1[C@H]2O[C@H]3N4CCO[C@H]4[C@@]4(C)CCC[C@@]3([C@@H]3C[C@@H]5CC[C@]23C[C@]5(C)O)[C@H]14

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/t14-,15+,16-,17+,18+,19-,20+,21-,22-,23+,24+/m0/s1

InChI Key

ZVGHBOHWOUTHNI-WCEFKEHLSA-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

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
Piperidine
Oxane
Tertiary alcohol
Oxazolidine
Cyclic alcohol
Hemiaminal
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00024994

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

122404583

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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 (NP0251128)

MOL for NP0251128 ((1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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 NP0251128 ((1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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 NP0251128 ((1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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 NP0251128 ((1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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 NP0251128 ((1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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 NP0251128 ((1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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 NP0251128 ((1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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 NP0251128 ((1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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 NP0251128 ((1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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 NP0251128 ((1s,2r,4s,5s,7r,8r,12s,13s,18r,20s,21r)-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)