NP-MRD: Showing NP-Card for 1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone (NP0146324)

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Record Information

Version

2.0

Created at

2022-09-02 01:42:22 UTC

Updated at

2022-09-02 01:42:22 UTC

NP-MRD ID

NP0146324

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone

Description

Broussonetine J belongs to the class of organic compounds known as n-acylpiperidines. N-acylpiperidines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of a piperidine. 1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone is found in Broussonetia kazinoki. 1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone was first documented in 2013 (PMID: 23829312). Based on a literature review very few articles have been published on Broussonetine J.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022203422D          

 31 32  0  0  1  0            999 V2000
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9454    1.2330    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3323    1.7850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7524    1.4045    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0879    2.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1649    0.6900    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9854    0.6038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4703    1.2712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6129    0.0769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7844   -0.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1713   -1.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5690   -0.9850    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
  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
  4  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 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
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
M  END

     RDKit          3D

 71 72  0  0  0  0  0  0  0  0999 V2000
    6.3828    1.9698   -2.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4626    0.5026   -2.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0008   -0.0664   -3.2800 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7585    0.7050    0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6255    0.1506    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2389    0.4947    1.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368   -0.0535    1.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5370    0.4995    0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9668   -0.0050    0.8500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0854   -1.4818    0.6729 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4136   -2.1677    1.8250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1692   -1.6182   -0.3995 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0319   -2.7942   -1.1118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8532   -0.3967   -1.2506 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9422   -0.1230   -2.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0458   -1.1100   -3.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7270    0.6211   -0.2435 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1772    1.9456   -0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9329    2.8434    0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8213    2.4287   -1.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9885    2.4027   -3.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8227    2.3156   -1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3337    2.2809   -2.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5962   -2.0092   -2.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0229   -2.1808   -1.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2135   -3.0782    0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7653   -2.7579   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5319    1.3604   -0.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366   -0.9655   -0.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4237    0.2122   -2.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202    0.1765    1.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0104    2.4682    0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527   -0.9648    1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2939    0.3775    2.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7330    1.8234    0.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1457    0.4290   -0.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438    0.4961   -0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5290   -0.9750    0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5913    0.2025    2.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3661    1.6153    1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5372   -1.1661    1.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9585    0.1977    2.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1585    0.1952   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5860    1.6050    0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3835    0.3017    1.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1609   -1.9176    0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0969    3.5480    0.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8421    3.4821    1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
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 29 28  1  0
 28 25  1  0
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 18 17  1  0
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  4  9  1  0
 30 69  1  0
 30 70  1  0
 30 71  1  0
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 27 68  1  0
 23 63  1  1
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 18 56  1  0
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 15 50  1  0
 15 51  1  0
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  9 43  1  1
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  6 37  1  0
  6 38  1  0
  5 35  1  0
  5 36  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END


  Mrv1652309022203422D          

 31 32  0  0  1  0            999 V2000
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9454    1.2330    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3323    1.7850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7524    1.4045    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0879    2.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1649    0.6900    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9854    0.6038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4703    1.2712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6129    0.0769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7844   -0.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1713   -1.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5690   -0.9850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  7  8  1  0  0  0  0
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  4  9  1  0  0  0  0
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 10 11  1  1  0  0  0
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 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0146324

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)N1[C@H](CO)[C@@H](O)[C@H](O)[C@H]1CCCCCC[C@H](O)[C@@H](O)[C@H]1CCCCN1C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H40N2O7/c1-14(26)23-12-8-7-9-16(23)20(29)19(28)11-6-4-3-5-10-17-21(30)22(31)18(13-25)24(17)15(2)27/h16-22,25,28-31H,3-13H2,1-2H3/t16-,17-,18-,19+,20+,21-,22-/m1/s1

> <INCHI_KEY>
YIEPZDPKKNJALX-OWLUANBVSA-N

> <FORMULA>
C22H40N2O7

> <MOLECULAR_WEIGHT>
444.569

> <EXACT_MASS>
444.283551636

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
48.666972683002854

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R,3R,4R,5R)-2-[(7S,8S)-8-[(2R)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethan-1-one

> <ALOGPS_LOGP>
0.23

> <JCHEM_LOGP>
-1.3350996483333335

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.624398111467688

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.01886815930176

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7845534829171009

> <JCHEM_POLAR_SURFACE_AREA>
141.77

> <JCHEM_REFRACTIVITY>
113.78949999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.36e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R,3R,4R,5R)-2-[(7S,8S)-8-[(2R)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone

> <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       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       2.667   3.080   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.335  -1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.831   2.302   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.687   3.332   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      16.338   2.622   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      16.964   4.029   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      17.108   1.288   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.639   1.127   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      19.545   2.373   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      16.077   0.144   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      16.398  -1.363   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.253  -2.393   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      17.862  -1.839   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   20   29                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₄₀N₂O₇

Average Mass

444.5690 Da

Monoisotopic Mass

444.28355 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)N1[C@H](CO)[C@@H](O)[C@H](O)[C@H]1CCCCCC[C@H](O)[C@@H](O)[C@H]1CCCCN1C(C)=O

InChI Identifier

InChI=1S/C22H40N2O7/c1-14(26)23-12-8-7-9-16(23)20(29)19(28)11-6-4-3-5-10-17-21(30)22(31)18(13-25)24(17)15(2)27/h16-22,25,28-31H,3-13H2,1-2H3/t16-,17-,18-,19+,20+,21-,22-/m1/s1

InChI Key

YIEPZDPKKNJALX-OWLUANBVSA-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
Broussonetia kazinoki	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acylpiperidines. N-acylpiperidines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of a piperidine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

N-acylpiperidines

Direct Parent

N-acylpiperidines

Alternative Parents

Substituents

N-acyl-piperidine
N-acylpyrrolidine
Pyrrolidine
Acetamide
Tertiary carboxylic acid amide
Carboxamide group
Secondary alcohol
Carboxylic acid derivative
Azacycle
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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

C00027967

Chemspider ID

9012319

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10837020

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhao H, Kato A, Sato K, Jia YM, Yu CY: Total synthesis and glycosidase inhibition of broussonetine I and J(2). J Org Chem. 2013 Aug 16;78(16):7896-902. doi: 10.1021/jo4010553. Epub 2013 Jul 29. [PubMed:23829312 ]
LOTUS database [Link]

Showing NP-Card for 1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone (NP0146324)

MOL for NP0146324 (1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone)

3D MOL for NP0146324 (1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone)

3D SDF for NP0146324 (1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone)

3D-SDF for NP0146324 (1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone)

PDB for NP0146324 (1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone)

3D PDB for NP0146324 (1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone)

SMILES for NP0146324 (1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone)

INCHI for NP0146324 (1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone)

Structure for NP0146324 (1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone)

3D Structure for NP0146324 (1-[(2r,3r,4r,5r)-2-[(7s,8s)-8-[(2r)-1-acetylpiperidin-2-yl]-7,8-dihydroxyoctyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-yl]ethanone)