NP-MRD: Showing NP-Card for 13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one (NP0184861)

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Record Information

Version

1.0

Created at

2022-09-04 00:05:52 UTC

Updated at

2022-09-04 00:05:52 UTC

NP-MRD ID

NP0184861

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one

Description

Broussonetine U belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms. 13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one is found in Broussonetia kazinoki and Broussonetia papyrifera. It was first documented in 2001 (PMID: 11310683). Based on a literature review a significant number of articles have been published on Broussonetine U (PMID: 36057450) (PMID: 36057449) (PMID: 36057448) (PMID: 36057447).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 57 57  0  0  0  0  0  0  0  0999 V2000
   -3.7014    1.9109   -0.5749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9840    0.7426   -0.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2559    0.2416   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1073    1.3002    0.5027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3877    0.6951    1.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1222   -0.3618    2.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3786   -0.8607    2.4762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0295   -0.1989   -1.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7908    0.5128   -1.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8659   -0.4536   -2.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4306   -1.5324   -1.5152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2483   -0.9807   -0.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4529   -0.1537   -0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4383   -0.9668   -1.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6825   -0.2371   -1.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5749    0.1814   -0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8203   -0.1877   -0.6675 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5063    0.3011    0.4487 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5990   -0.7710    1.5074 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3047   -1.8513    0.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6958    1.5040    0.8927 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9741    2.6160    0.1385 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2900    0.9953    0.4789 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8727    0.2963    1.6260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0084   -0.4934    0.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8312   -0.2275   -0.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4145    2.0782   -0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5778    1.8697    1.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1100    1.4589    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8274    0.1389    0.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5115   -0.0264    2.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6339   -1.2519    1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9839   -0.8909    1.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7643   -1.0175   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4776   -0.7005   -2.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2696    1.0490   -0.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1004    1.2833   -2.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168    0.0440   -2.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5016   -0.9612   -3.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2517   -2.2671   -2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2942   -2.1488   -1.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6028   -1.8288    0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4971   -0.3656    0.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8183    0.4377    0.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690    0.6521   -1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6729   -1.9420   -0.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9052   -1.3174   -2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2230   -0.8960   -2.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401    0.6792   -2.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5539    0.6359    0.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0725   -0.3982    2.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5964   -1.1637    1.7399 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1829   -2.6393    1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7746    1.6275    1.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8768    2.9418    0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6581    1.8908    0.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7163    1.0078    2.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 16  1  0
  7 33  1  0
  6 31  1  0
  6 32  1  0
  5 29  1  0
  5 30  1  0
  4 27  1  0
  4 28  1  0
  3 25  1  0
  3 26  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 18 50  1  6
 19 51  1  0
 19 52  1  0
 20 53  1  0
 21 54  1  1
 22 55  1  0
 23 56  1  6
 24 57  1  0
M  END


  Mrv1652309042202052D          

 24 24  0  0  1  0            999 V2000
   10.2689   -5.9515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2689   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5544   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8400   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1255   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4110   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6966   -7.1890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9834   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6979   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4123   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1268   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8413   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5557   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2702   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9847   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6991   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4528   -6.8534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0049   -7.4665    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.8253   -7.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1609   -6.6266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5924   -8.1810    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9279   -8.9346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7854   -8.0094    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1723   -8.5615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  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
  2  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
 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
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0184861

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCCCC(=O)CCCCCCCCC1=N[C@H](CO)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H33NO5/c20-12-8-7-10-14(22)9-5-3-1-2-4-6-11-15-17(23)18(24)16(13-21)19-15/h16-18,20-21,23-24H,1-13H2/t16-,17-,18-/m1/s1

> <INCHI_KEY>
PRALTWWUFVAKLH-KZNAEPCWSA-N

> <FORMULA>
C18H33NO5

> <MOLECULAR_WEIGHT>
343.464

> <EXACT_MASS>
343.235873167

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.29954938684361

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13-[(2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)-3,4-dihydro-2H-pyrrol-5-yl]-1-hydroxytridecan-5-one

> <JCHEM_LOGP>
1.2800256216666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.121273764873195

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.776649006338538

> <JCHEM_PKA_STRONGEST_BASIC>
4.110703165640127

> <JCHEM_POLAR_SURFACE_AREA>
110.35000000000001

> <JCHEM_REFRACTIVITY>
92.36009999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
13-[(3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3H-pyrrol-2-yl]-1-hydroxytridecan-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  O   UNK     0      19.169 -11.109   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      19.169 -12.649   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.835 -13.419   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.501 -12.649   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.168 -13.419   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.834 -12.649   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.500 -13.419   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      20.502 -13.419   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.836 -12.649   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.170 -13.419   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.503 -12.649   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.837 -13.419   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.171 -12.649   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.504 -13.419   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.838 -12.649   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.172 -13.419   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      32.579 -12.793   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      33.609 -13.937   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      35.141 -13.776   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      35.767 -12.370   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      32.839 -15.271   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      33.465 -16.678   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      31.333 -14.951   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      30.188 -15.981   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   23                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   16   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₃₃NO₅

Average Mass

343.4640 Da

Monoisotopic Mass

343.23587 Da

IUPAC Name

13-[(2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)-3,4-dihydro-2H-pyrrol-5-yl]-1-hydroxytridecan-5-one

Traditional Name

13-[(3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3H-pyrrol-2-yl]-1-hydroxytridecan-5-one

CAS Registry Number

Not Available

SMILES

OCCCCC(=O)CCCCCCCCC1=N[C@H](CO)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C18H33NO5/c20-12-8-7-10-14(22)9-5-3-1-2-4-6-11-15-17(23)18(24)16(13-21)19-15/h16-18,20-21,23-24H,1-13H2/t16-,17-,18-/m1/s1

InChI Key

PRALTWWUFVAKLH-KZNAEPCWSA-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
Broussonetia papyrifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolines

Sub Class

Not Available

Direct Parent

Pyrrolines

Alternative Parents

Substituents

Pyrroline
Ketimine
Ketone
Secondary alcohol
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carbonyl group
Organic nitrogen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Imine
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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
logP	1.28	ChemAxon
pKa (Strongest Acidic)	12.78	ChemAxon
pKa (Strongest Basic)	4.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	110.35 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	92.36 m³·mol⁻¹	ChemAxon
Polarizability	40.3 Å³	ChemAxon
Number of Rings	1	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

C00032780

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

101012236

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tsukamoto D, Shibano M, Okamoto R, Kusano G: Studies on the constituents of Broussonetia species VIII. Four new pyrrolidine alkaloids, broussonetines R, S, T, and V and a new pyrroline alkaloid, broussonetine U, from Broussonetia kazinoki Sieb. Chem Pharm Bull (Tokyo). 2001 Apr;49(4):492-6. doi: 10.1248/cpb.49.492. [PubMed:11310683 ]
Micalizzi E, Vaudano AE, Ballerini A, Talami F, Giovannini G, Turchi G, Cioclu MC, Giunta L, Meletti S: Ictal Apnea: a prospective monocentric study in patients with epilepsy. Eur J Neurol. 2022 Sep 3. doi: 10.1111/ene.15547. [PubMed:36057450 ]
Jiang S, Guo P, Heo HY, Zhang Y, Wu J, Jin Y, Laterra J, Eberhart CG, Lim M, Blakeley JO: Radiomics analysis of amide proton transfer-weighted and structural MR images for treatment response assessment in malignant gliomas. NMR Biomed. 2022 Sep 3:e4824. doi: 10.1002/nbm.4824. [PubMed:36057449 ]
Agarwal K, Saikia P, Podder I: Metabolic syndrome and Dyslipidemia in xanthelasma palpebrarum and associated risk-factors- a case-control study. J Cosmet Dermatol. 2022 Sep 3. doi: 10.1111/jocd.15353. [PubMed:36057448 ]
Lebel V, Argiropoulos N, Robins S, Charbonneau L, Feeley N: Family-centred care and breastfeeding self-efficacy determined how ready mothers were for their infants to be discharged from a neonatal intensive care unit. Acta Paediatr. 2022 Sep 3. doi: 10.1111/apa.16538. [PubMed:36057447 ]
LOTUS database [Link]

Showing NP-Card for 13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one (NP0184861)

MOL for NP0184861 (13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one)

3D MOL for NP0184861 (13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one)

3D SDF for NP0184861 (13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one)

3D-SDF for NP0184861 (13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one)

PDB for NP0184861 (13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one)

3D PDB for NP0184861 (13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one)

SMILES for NP0184861 (13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one)

INCHI for NP0184861 (13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one)

Structure for NP0184861 (13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one)

3D Structure for NP0184861 (13-[(3r,4r,5r)-3,4-dihydroxy-5-(hydroxymethyl)-4,5-dihydro-3h-pyrrol-2-yl]-1-hydroxytridecan-5-one)