NP-MRD: Showing NP-Card for pharnilatin B (NP0040014)

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Record Information

Version

2.0

Created at

2021-06-20 22:17:03 UTC

Updated at

2021-06-30 00:13:40 UTC

NP-MRD ID

NP0040014

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pharnilatin B

Provided By

JEOL Database JEOL Logo

Description

Pharanillatin B belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. pharnilatin B is found in Pharbitis nil. pharnilatin B was first documented in 2010 (Kim, K. H., et al.). Based on a literature review very few articles have been published on Pharanillatin B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100173D          

 37 37  0  0  0  0            999 V2000
   -4.5590    0.0470    1.5446 N   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1641    0.3653    1.8767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0241    1.7432    2.5442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7110    1.7101    3.8139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5867    2.9173    1.7241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3930    4.1206    2.4960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0247    3.0473    0.2970 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5742    2.9760    0.1805 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    3.9481    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1267    4.9104    1.3071 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6856    3.8398    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547    2.7439    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727    1.3680    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468    0.4044   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6891   -0.9151   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3701   -1.2658    1.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104   -2.5386    1.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4069   -0.3228    2.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7586    0.9963    1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6316   -0.9549    1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1077    0.2123    2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5600    0.3065    0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029   -0.4021    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719    1.9269    2.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983    2.6530    4.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6764    2.8200    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5639    4.5453    2.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316    4.0098   -0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4254    2.2519   -0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    2.2332   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362    4.8115    0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4920    2.8620   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033    0.6736   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -1.6484   -1.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741   -3.0977    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620   -0.6125    3.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892    1.7262    2.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0  0  0  0
 16 18  1  0  0  0  0
  9  8  1  0  0  0  0
 13 14  2  0  0  0  0
  9 10  2  0  0  0  0
 14 15  1  0  0  0  0
  8  7  1  0  0  0  0
 15 16  2  0  0  0  0
  7  5  1  0  0  0  0
 16 17  1  0  0  0  0
  5  3  1  0  0  0  0
 18 19  2  0  0  0  0
  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
 12 11  2  0  0  0  0
  5  6  1  0  0  0  0
 19 13  1  0  0  0  0
  3  4  1  0  0  0  0
 12 13  1  0  0  0  0
 15 34  1  0  0  0  0
 18 36  1  0  0  0  0
 19 37  1  0  0  0  0
 14 33  1  0  0  0  0
 17 35  1  0  0  0  0
 12 32  1  0  0  0  0
 11 31  1  0  0  0  0
  8 30  1  0  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
  5 26  1  6  0  0  0
  3 24  1  1  0  0  0
  2 22  1  0  0  0  0
  2 23  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  6 27  1  0  0  0  0
  4 25  1  0  0  0  0
M  END

     RDKit          3D

 37 37  0  0  0  0  0  0  0  0999 V2000
   -4.5590    0.0470    1.5446 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1641    0.3653    1.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241    1.7432    2.5442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7110    1.7101    3.8139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5867    2.9173    1.7241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3930    4.1206    2.4960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0247    3.0473    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742    2.9760    0.1805 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    3.9481    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1267    4.9104    1.3071 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6856    3.8398    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547    2.7439    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727    1.3680    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468    0.4044   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6891   -0.9151   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3701   -1.2658    1.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104   -2.5386    1.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4069   -0.3228    2.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7586    0.9963    1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6316   -0.9549    1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1077    0.2123    2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5600    0.3065    0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029   -0.4021    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719    1.9269    2.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983    2.6530    4.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6764    2.8200    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5639    4.5453    2.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316    4.0098   -0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4254    2.2519   -0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    2.2332   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362    4.8115    0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4920    2.8620   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033    0.6736   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -1.6484   -1.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741   -3.0977    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620   -0.6125    3.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892    1.7262    2.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0
 16 18  1  0
  9  8  1  0
 13 14  2  0
  9 10  2  0
 14 15  1  0
  8  7  1  0
 15 16  2  0
  7  5  1  0
 16 17  1  0
  5  3  1  0
 18 19  2  0
  3  2  1  0
  2  1  1  0
 12 11  2  0
  5  6  1  0
 19 13  1  0
  3  4  1  0
 12 13  1  0
 15 34  1  0
 18 36  1  0
 19 37  1  0
 14 33  1  0
 17 35  1  0
 12 32  1  0
 11 31  1  0
  8 30  1  0
  7 28  1  0
  7 29  1  0
  5 26  1  6
  3 24  1  1
  2 22  1  0
  2 23  1  0
  1 20  1  0
  1 21  1  0
  6 27  1  0
  4 25  1  0
M  END


  Mrv1652306212100173D          

 37 37  0  0  0  0            999 V2000
   -4.5590    0.0470    1.5446 N   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1641    0.3653    1.8767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0241    1.7432    2.5442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7110    1.7101    3.8139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5867    2.9173    1.7241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3930    4.1206    2.4960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0247    3.0473    0.2970 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5742    2.9760    0.1805 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    3.9481    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1267    4.9104    1.3071 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6856    3.8398    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547    2.7439    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727    1.3680    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468    0.4044   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6891   -0.9151   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3701   -1.2658    1.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104   -2.5386    1.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4069   -0.3228    2.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7586    0.9963    1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6316   -0.9549    1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1077    0.2123    2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5600    0.3065    0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029   -0.4021    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719    1.9269    2.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983    2.6530    4.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6764    2.8200    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5639    4.5453    2.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316    4.0098   -0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4254    2.2519   -0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    2.2332   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362    4.8115    0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4920    2.8620   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033    0.6736   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -1.6484   -1.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741   -3.0977    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620   -0.6125    3.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892    1.7262    2.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0  0  0  0
 16 18  1  0  0  0  0
  9  8  1  0  0  0  0
 13 14  2  0  0  0  0
  9 10  2  0  0  0  0
 14 15  1  0  0  0  0
  8  7  1  0  0  0  0
 15 16  2  0  0  0  0
  7  5  1  0  0  0  0
 16 17  1  0  0  0  0
  5  3  1  0  0  0  0
 18 19  2  0  0  0  0
  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
 12 11  2  0  0  0  0
  5  6  1  0  0  0  0
 19 13  1  0  0  0  0
  3  4  1  0  0  0  0
 12 13  1  0  0  0  0
 15 34  1  0  0  0  0
 18 36  1  0  0  0  0
 19 37  1  0  0  0  0
 14 33  1  0  0  0  0
 17 35  1  0  0  0  0
 12 32  1  0  0  0  0
 11 31  1  0  0  0  0
  8 30  1  0  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
  5 26  1  6  0  0  0
  3 24  1  1  0  0  0
  2 22  1  0  0  0  0
  2 23  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  6 27  1  0  0  0  0
  4 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040014

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(\C([H])=C(\[H])C(=O)N([H])C([H])([H])[C@]([H])(O[H])[C@@]([H])(O[H])C([H])([H])N([H])[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H18N2O4/c14-7-11(17)12(18)8-15-13(19)6-3-9-1-4-10(16)5-2-9/h1-6,11-12,16-18H,7-8,14H2,(H,15,19)/b6-3-/t11-,12-/m0/s1

> <INCHI_KEY>
LXMCDWFRMKYSHE-QGILPKKRSA-N

> <FORMULA>
C13H18N2O4

> <MOLECULAR_WEIGHT>
266.297

> <EXACT_MASS>
266.126657068

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
26.535899497415976

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-N-[(2S,3S)-4-amino-2,3-dihydroxybutyl]-3-(4-hydroxyphenyl)prop-2-enamide

> <ALOGPS_LOGP>
-0.96

> <JCHEM_LOGP>
-1.1913004215993908

> <ALOGPS_LOGS>
-2.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.501345532444478

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.53699786915903

> <JCHEM_PKA_STRONGEST_BASIC>
8.793206623439744

> <JCHEM_POLAR_SURFACE_AREA>
115.81000000000002

> <JCHEM_REFRACTIVITY>
71.6345

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.46e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-N-[(2S,3S)-4-amino-2,3-dihydroxybutyl]-3-(4-hydroxyphenyl)prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 37  0  0  0  0  0  0  0  0999 V2000
   -4.5590    0.0470    1.5446 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1641    0.3653    1.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241    1.7432    2.5442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7110    1.7101    3.8139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5867    2.9173    1.7241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3930    4.1206    2.4960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0247    3.0473    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742    2.9760    0.1805 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    3.9481    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1267    4.9104    1.3071 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6856    3.8398    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547    2.7439    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727    1.3680    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468    0.4044   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6891   -0.9151   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3701   -1.2658    1.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104   -2.5386    1.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4069   -0.3228    2.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7586    0.9963    1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6316   -0.9549    1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1077    0.2123    2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5600    0.3065    0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029   -0.4021    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719    1.9269    2.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983    2.6530    4.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6764    2.8200    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5639    4.5453    2.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316    4.0098   -0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4254    2.2519   -0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    2.2332   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362    4.8115    0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4920    2.8620   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033    0.6736   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -1.6484   -1.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741   -3.0977    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620   -0.6125    3.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892    1.7262    2.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0
 16 18  1  0
  9  8  1  0
 13 14  2  0
  9 10  2  0
 14 15  1  0
  8  7  1  0
 15 16  2  0
  7  5  1  0
 16 17  1  0
  5  3  1  0
 18 19  2  0
  3  2  1  0
  2  1  1  0
 12 11  2  0
  5  6  1  0
 19 13  1  0
  3  4  1  0
 12 13  1  0
 15 34  1  0
 18 36  1  0
 19 37  1  0
 14 33  1  0
 17 35  1  0
 12 32  1  0
 11 31  1  0
  8 30  1  0
  7 28  1  0
  7 29  1  0
  5 26  1  6
  3 24  1  1
  2 22  1  0
  2 23  1  0
  1 20  1  0
  1 21  1  0
  6 27  1  0
  4 25  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  N   UNK     0      -4.559   0.047   1.545  0.00  0.00           N+0
HETATM    2  C   UNK     0      -3.164   0.365   1.877  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.024   1.743   2.544  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.711   1.710   3.814  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.587   2.917   1.724  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.393   4.121   2.496  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.025   3.047   0.297  0.00  0.00           C+0
HETATM    8  N   UNK     0      -1.574   2.976   0.181  0.00  0.00           N+0
HETATM    9  C   UNK     0      -0.740   3.948   0.653  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.127   4.910   1.307  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.686   3.840   0.260  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.455   2.744   0.164  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.073   1.368   0.481  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.047   0.404  -0.535  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.689  -0.915  -0.246  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.370  -1.266   1.062  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.010  -2.539   1.389  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.407  -0.323   2.082  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.759   0.996   1.793  0.00  0.00           C+0
HETATM   20  H   UNK     0      -4.632  -0.955   1.369  0.00  0.00           H+0
HETATM   21  H   UNK     0      -5.108   0.212   2.395  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.560   0.307   0.967  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.803  -0.402   2.571  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.972   1.927   2.785  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.798   2.653   4.066  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.676   2.820   1.652  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.564   4.545   2.180  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.332   4.010  -0.129  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.425   2.252  -0.340  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.184   2.233  -0.385  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.136   4.811   0.072  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.492   2.862  -0.145  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.303   0.674  -1.558  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.669  -1.648  -1.046  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.074  -3.098   0.597  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.162  -0.613   3.101  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.789   1.726   2.599  0.00  0.00           H+0
CONECT    1    2   20   21                                                  
CONECT    2    3    1   22   23                                             
CONECT    3    5    2    4   24                                             
CONECT    4    3   25                                                       
CONECT    5    7    3    6   26                                             
CONECT    6    5   27                                                       
CONECT    7    8    5   28   29                                             
CONECT    8    9    7   30                                                  
CONECT    9   11    8   10                                                  
CONECT   10    9                                                            
CONECT   11    9   12   31                                                  
CONECT   12   11   13   32                                                  
CONECT   13   14   19   12                                                  
CONECT   14   13   15   33                                                  
CONECT   15   14   16   34                                                  
CONECT   16   18   15   17                                                  
CONECT   17   16   35                                                       
CONECT   18   16   19   36                                                  
CONECT   19   18   13   37                                                  
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    2                                                            
CONECT   23    2                                                            
CONECT   24    3                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29    7                                                            
CONECT   30    8                                                            
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   14                                                            
CONECT   34   15                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   19                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   74    0
END

RDKit          3D

37 37  0  0  0  0  0  0  0  0999 V2000
   -4.5590    0.0470    1.5446 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1641    0.3653    1.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241    1.7432    2.5442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7110    1.7101    3.8139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5867    2.9173    1.7241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3930    4.1206    2.4960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0247    3.0473    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742    2.9760    0.1805 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    3.9481    0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1267    4.9104    1.3071 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6856    3.8398    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547    2.7439    0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727    1.3680    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468    0.4044   -0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6891   -0.9151   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3701   -1.2658    1.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104   -2.5386    1.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4069   -0.3228    2.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7586    0.9963    1.7926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6316   -0.9549    1.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1077    0.2123    2.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5600    0.3065    0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029   -0.4021    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9719    1.9269    2.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983    2.6530    4.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6764    2.8200    1.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5639    4.5453    2.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316    4.0098   -0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4254    2.2519   -0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    2.2332   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362    4.8115    0.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4920    2.8620   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033    0.6736   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -1.6484   -1.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741   -3.0977    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620   -0.6125    3.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892    1.7262    2.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0
 16 18  1  0
  9  8  1  0
 13 14  2  0
  9 10  2  0
 14 15  1  0
  8  7  1  0
 15 16  2  0
  7  5  1  0
 16 17  1  0
  5  3  1  0
 18 19  2  0
  3  2  1  0
  2  1  1  0
 12 11  2  0
  5  6  1  0
 19 13  1  0
  3  4  1  0
 12 13  1  0
 15 34  1  0
 18 36  1  0
 19 37  1  0
 14 33  1  0
 17 35  1  0
 12 32  1  0
 11 31  1  0
  8 30  1  0
  7 28  1  0
  7 29  1  0
  5 26  1  6
  3 24  1  1
  2 22  1  0
  2 23  1  0
  1 20  1  0
  1 21  1  0
  6 27  1  0
  4 25  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₈N₂O₄

Average Mass

266.2970 Da

Monoisotopic Mass

266.12666 Da

IUPAC Name

(2Z)-N-[(2S,3S)-4-amino-2,3-dihydroxybutyl]-3-(4-hydroxyphenyl)prop-2-enamide

Traditional Name

(2Z)-N-[(2S,3S)-4-amino-2,3-dihydroxybutyl]-3-(4-hydroxyphenyl)prop-2-enamide

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(\C([H])=C(\[H])C(=O)N([H])C([H])([H])[C@]([H])(O[H])[C@@]([H])(O[H])C([H])([H])N([H])[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C13H18N2O4/c14-7-11(17)12(18)8-15-13(19)6-3-9-1-4-10(16)5-2-9/h1-6,11-12,16-18H,7-8,14H2,(H,15,19)/b6-3-/t11-,12-/m0/s1

InChI Key

LXMCDWFRMKYSHE-QGILPKKRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ipomoea nil	JEOL database	Kim, K. H., et al, Chem. Pharm. Bull. 58, 1532 (2010)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Cinnamic acid amide
Coumaric acid or derivatives
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
1,3-aminoalcohol
1,2-aminoalcohol
1,2-diol
Amino acid or derivatives
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Carbonyl group
Primary amine
Hydrocarbon derivative
Amine
Alcohol
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	-0.96	ALOGPS
logP	-1.2	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	9.54	ChemAxon
pKa (Strongest Basic)	8.79	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	115.81 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	71.63 m³·mol⁻¹	ChemAxon
Polarizability	26.54 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

Not Available

Chemspider ID

28288101

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49800617

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kim, K. H., et al. (2010). Kim, K. H., et al, Chem. Pharm. Bull. 58, 1532 (2010). Chem. Pharm. Bull..

Showing NP-Card for pharnilatin B (NP0040014)

MOL for NP0040014 ( pharnilatin B)

3D MOL for NP0040014 ( pharnilatin B)

3D SDF for NP0040014 ( pharnilatin B)

3D-SDF for NP0040014 ( pharnilatin B)

PDB for NP0040014 ( pharnilatin B)

3D PDB for NP0040014 ( pharnilatin B)

SMILES for NP0040014 ( pharnilatin B)

INCHI for NP0040014 ( pharnilatin B)

Structure for NP0040014 ( pharnilatin B)

3D Structure for NP0040014 ( pharnilatin B)