NP-MRD: Showing NP-Card for Broussonetine I (NP0069647)

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Record Information

Version

2.0

Created at

2022-04-28 15:01:18 UTC

Updated at

2022-04-28 15:01:18 UTC

NP-MRD ID

NP0069647

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Broussonetine I

Description

Broussonetine I 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. Broussonetine I is found in Broussonetia kazinoki and Broussonetia papyrifera. Broussonetine I was first documented in 2013 (PMID: 23829312). Based on a literature review very few articles have been published on Broussonetine I.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217012D          

 28 29  0  0  1  0            999 V2000
    1.9558   -3.5775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3427   -4.1295    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6753   -5.2856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1232   -4.6725    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5357   -3.9580    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2002   -3.2043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6972   -4.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1822   -4.0913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  5  8  1  6  0  0  0
  8  9  1  0  0  0  0
  3 10  1  1  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  1  0  0  0  0
 18 17  1  6  0  0  0
 18 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
 18 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 17 27  1  1  0  0  0
 16 28  1  1  0  0  0
M  END

     RDKit          3D

 66 67  0  0  0  0  0  0  0  0999 V2000
   -6.6611   -1.8026   -3.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6166   -1.7831   -1.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8494   -2.7685   -1.8797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4824   -0.7132   -1.0806 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3692    0.4089   -1.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0520    1.5674   -0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7010    1.1275    1.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0520   -0.2210    1.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4294   -0.7375   -0.0538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2494   -0.1143   -0.6508 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9591   -0.9492   -1.8009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9519   -0.1254    0.1440 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0389    0.3297   -0.9174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8911    1.0213    1.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7969    1.1898    2.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6222    1.2773    1.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3644    0.1180    1.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8592    0.4822    0.9550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4907   -0.7740    0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9533   -0.6286    0.1302 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2207    0.4008   -0.8569 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6574    0.5531   -0.7863 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2513   -0.4303   -1.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6259   -0.3802   -1.8288 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0782    0.2149    0.6096 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7241    1.2434    1.2579 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7615   -0.1643    1.3022 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9506   -1.1245    2.2684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6289   -0.8240   -3.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4524   -2.5780   -3.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6582   -2.0337   -2.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4074    0.7308   -2.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3890    0.0255   -0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2775    2.2568   -0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9662    2.2174   -0.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6366    1.1622    1.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0587    1.9319    1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5271   -0.3329    2.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9666   -0.9237    1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -1.8423    0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3927    0.8812   -1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791   -1.6980   -1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742   -1.0731    0.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7653   -0.4860   -1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159    1.9551    0.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8572    1.1165    1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9649    0.4377    2.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261    2.1644    2.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396    1.6421    2.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488    2.1917    1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0066   -0.2322    0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4284   -0.7166    1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9550    1.3522    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3067    0.7007    1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3130   -1.5846    1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9850   -1.0249   -0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3337   -1.5976   -0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9190    0.0372   -1.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9988    1.5563   -1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8686   -1.4482   -1.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8521   -0.2078   -2.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9934   -1.2843   -2.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7000   -0.7147    0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3268    1.3596    2.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3414    0.7697    1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3724   -1.9077    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
  9  4  1  0
 27 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  1
 10 41  1  6
 11 42  1  0
 12 43  1  1
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  6
 21 58  1  0
 22 59  1  6
 23 60  1  0
 23 61  1  0
 24 62  1  0
 25 63  1  6
 26 64  1  0
 27 65  1  1
 28 66  1  0
M  END


  Mrv1652304282217012D          

 28 29  0  0  1  0            999 V2000
    1.9558   -3.5775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3427   -4.1295    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6753   -5.2856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1232   -4.6725    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5357   -3.9580    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2002   -3.2043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6972   -4.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1822   -4.0913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  5  8  1  6  0  0  0
  8  9  1  0  0  0  0
  3 10  1  1  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  1  0  0  0  0
 18 17  1  6  0  0  0
 18 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
 18 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 17 27  1  1  0  0  0
 16 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0069647

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)N1CCCC[C@@H]1[C@H](O)[C@@H](O)CCCCCC[C@H]1N[C@H](CO)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H38N2O6/c1-13(24)22-11-7-6-9-16(22)20(28)17(25)10-5-3-2-4-8-14-18(26)19(27)15(12-23)21-14/h14-21,23,25-28H,2-12H2,1H3/t14-,15-,16-,17+,18-,19-,20+/m1/s1

> <INCHI_KEY>
JOZUWNJNFDODBK-KDQPAEPOSA-N

> <FORMULA>
C20H38N2O6

> <MOLECULAR_WEIGHT>
402.532

> <EXACT_MASS>
402.272986952

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
44.89413377021151

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.00

> <JCHEM_LOGP>
-0.9450419233333329

> <ALOGPS_LOGS>
-1.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.633928146776775

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.0359503039335

> <JCHEM_PKA_STRONGEST_BASIC>
9.63097838601379

> <JCHEM_POLAR_SURFACE_AREA>
133.49

> <JCHEM_REFRACTIVITY>
104.22359999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.19e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  O   UNK     0       3.651  -6.678   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.506  -7.708   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.260  -9.866   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.230  -8.722   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.000  -7.388   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.374  -5.981   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.302  -8.883   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.207  -7.637   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      16.004  -9.240   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      17.338  -6.930   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.337  -7.700   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    2    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8                                                            
CONECT   10    3   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   28                                                  
CONECT   17   16   18   27                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   19   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   17                                                            
CONECT   28   16                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₈N₂O₆

Average Mass

402.5320 Da

Monoisotopic Mass

402.27299 Da

IUPAC Name

1-[(2R)-2-[(1S,2S)-8-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-1,2-dihydroxyoctyl]piperidin-1-yl]ethan-1-one

Traditional Name

1-[(2R)-2-[(1S,2S)-8-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-1,2-dihydroxyoctyl]piperidin-1-yl]ethanone

CAS Registry Number

Not Available

SMILES

CC(=O)N1CCCC[C@@H]1[C@H](O)[C@@H](O)CCCCCC[C@H]1N[C@H](CO)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C20H38N2O6/c1-13(24)22-11-7-6-9-16(22)20(28)17(25)10-5-3-2-4-8-14-18(26)19(27)15(12-23)21-14/h14-21,23,25-28H,2-12H2,1H3/t14-,15-,16-,17+,18-,19-,20+/m1/s1

InChI Key

JOZUWNJNFDODBK-KDQPAEPOSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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	Plant	KNApSAcK
Broussonetia papyrifera	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
Acetamide
Tertiary carboxylic acid amide
Pyrrolidine
1,2-aminoalcohol
Amino acid or derivatives
Carboxamide group
Secondary alcohol
Carboxylic acid derivative
Azacycle
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Amine
Alcohol
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	0	ALOGPS
logP	-0.95	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	13.04	ChemAxon
pKa (Strongest Basic)	9.63	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	133.49 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	104.22 m³·mol⁻¹	ChemAxon
Polarizability	44.89 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00027966

Chemspider ID

8820169

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10644810

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 ]

Showing NP-Card for Broussonetine I (NP0069647)

MOL for NP0069647 (Broussonetine I)

3D MOL for NP0069647 (Broussonetine I)

3D SDF for NP0069647 (Broussonetine I)

3D-SDF for NP0069647 (Broussonetine I)

PDB for NP0069647 (Broussonetine I)

3D PDB for NP0069647 (Broussonetine I)

SMILES for NP0069647 (Broussonetine I)

INCHI for NP0069647 (Broussonetine I)

Structure for NP0069647 (Broussonetine I)

3D Structure for NP0069647 (Broussonetine I)