NP-MRD: Showing NP-Card for Penipanoid A (NP0009938)

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Record Information

Version

2.0

Created at

2021-01-05 19:37:33 UTC

Updated at

2021-07-15 17:04:40 UTC

NP-MRD ID

NP0009938

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Penipanoid A

Provided By

NPAtlas

Description

Penipanoid A is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Penipanoid A is found in Penicillium and Penicillium paneum. Penipanoid A was first documented in 2011 (PMID: 21495659). Based on a literature review a small amount of articles have been published on Penipanoid A (PMID: 34235296) (PMID: 33339375).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106533D          

 35 37  0  0  0  0            999 V2000
   -2.6756   -1.9744   -0.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575   -0.8645   -0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3444   -0.5595   -1.6540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155    0.1383    0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3215    1.3672    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318    2.3057    1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    2.0583    1.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444    0.8211    1.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6295   -0.1291    0.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800   -1.4141    0.8196 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1711   -2.4406    1.6314 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3904   -3.4746    1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -3.0709    0.2084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610   -1.7874   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5042   -0.9989   -1.2091 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7311   -0.2665   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9842   -0.8519   -0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1008   -0.1537   -0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524    1.1605   -0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800    1.8706    0.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8038    1.7366   -0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757    1.0492   -0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3010   -0.6795   -1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1871    1.5618   -0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452    3.2668    1.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199    2.8504    2.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848    0.6040    2.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3100   -4.4565    1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286   -0.2552   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7231   -1.6649   -2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0335   -1.8743   -1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0815   -0.6093   -0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7226    2.4271   -0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7100    2.7586    0.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407    1.5497   -0.3081 H   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  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  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
  9  4  1  0  0  0  0
 14 10  1  0  0  0  0
 22 16  1  0  0  0  0
  3 23  1  0  0  0  0
  5 24  1  0  0  0  0
  6 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 27  1  0  0  0  0
 12 28  1  0  0  0  0
 15 29  1  0  0  0  0
 15 30  1  0  0  0  0
 17 31  1  0  0  0  0
 18 32  1  0  0  0  0
 20 33  1  0  0  0  0
 21 34  1  0  0  0  0
 22 35  1  0  0  0  0
M  END

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
   -2.6756   -1.9744   -0.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575   -0.8645   -0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3444   -0.5595   -1.6540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155    0.1383    0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3215    1.3672    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318    2.3057    1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    2.0583    1.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444    0.8211    1.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6295   -0.1291    0.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800   -1.4141    0.8196 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1711   -2.4406    1.6314 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3904   -3.4746    1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -3.0709    0.2084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610   -1.7874   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5042   -0.9989   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7311   -0.2665   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9842   -0.8519   -0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1008   -0.1537   -0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524    1.1605   -0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800    1.8706    0.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8038    1.7366   -0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757    1.0492   -0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3010   -0.6795   -1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1871    1.5618   -0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452    3.2668    1.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199    2.8504    2.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848    0.6040    2.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3100   -4.4565    1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286   -0.2552   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7231   -1.6649   -2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0335   -1.8743   -1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0815   -0.6093   -0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7226    2.4271   -0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7100    2.7586    0.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407    1.5497   -0.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
  9  4  1  0
 14 10  1  0
 22 16  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 12 28  1  0
 15 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 20 33  1  0
 21 34  1  0
 22 35  1  0
M  END


  Mrv1652306242106533D          

 35 37  0  0  0  0            999 V2000
   -2.6756   -1.9744   -0.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575   -0.8645   -0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3444   -0.5595   -1.6540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155    0.1383    0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3215    1.3672    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318    2.3057    1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    2.0583    1.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444    0.8211    1.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6295   -0.1291    0.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800   -1.4141    0.8196 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1711   -2.4406    1.6314 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3904   -3.4746    1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -3.0709    0.2084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610   -1.7874   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5042   -0.9989   -1.2091 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7311   -0.2665   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9842   -0.8519   -0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1008   -0.1537   -0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524    1.1605   -0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800    1.8706    0.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8038    1.7366   -0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757    1.0492   -0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3010   -0.6795   -1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1871    1.5618   -0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452    3.2668    1.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199    2.8504    2.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848    0.6040    2.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3100   -4.4565    1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286   -0.2552   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7231   -1.6649   -2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0335   -1.8743   -1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0815   -0.6093   -0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7226    2.4271   -0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7100    2.7586    0.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407    1.5497   -0.3081 H   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  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  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
  9  4  1  0  0  0  0
 14 10  1  0  0  0  0
 22 16  1  0  0  0  0
  3 23  1  0  0  0  0
  5 24  1  0  0  0  0
  6 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 27  1  0  0  0  0
 12 28  1  0  0  0  0
 15 29  1  0  0  0  0
 15 30  1  0  0  0  0
 17 31  1  0  0  0  0
 18 32  1  0  0  0  0
 20 33  1  0  0  0  0
 21 34  1  0  0  0  0
 22 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009938

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])C([H])=C([H])C([H])=C1N1N=C([H])N=C1C([H])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H13N3O3/c20-12-7-5-11(6-8-12)9-15-17-10-18-19(15)14-4-2-1-3-13(14)16(21)22/h1-8,10,20H,9H2,(H,21,22)

> <INCHI_KEY>
OLKCKDFOTMJWNW-UHFFFAOYSA-N

> <FORMULA>
C16H13N3O3

> <MOLECULAR_WEIGHT>
295.298

> <EXACT_MASS>
295.095691291

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.432224139119075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{5-[(4-hydroxyphenyl)methyl]-1H-1,2,4-triazol-1-yl}benzoic acid

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
2.469104027082365

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.875871177096583

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.382728224565278

> <JCHEM_PKA_STRONGEST_BASIC>
2.092932714509558

> <JCHEM_POLAR_SURFACE_AREA>
88.24

> <JCHEM_REFRACTIVITY>
81.9935

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.82e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
penipanoid A

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
   -2.6756   -1.9744   -0.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575   -0.8645   -0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3444   -0.5595   -1.6540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155    0.1383    0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3215    1.3672    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318    2.3057    1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    2.0583    1.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444    0.8211    1.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6295   -0.1291    0.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800   -1.4141    0.8196 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1711   -2.4406    1.6314 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3904   -3.4746    1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -3.0709    0.2084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610   -1.7874   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5042   -0.9989   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7311   -0.2665   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9842   -0.8519   -0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1008   -0.1537   -0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524    1.1605   -0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800    1.8706    0.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8038    1.7366   -0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757    1.0492   -0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3010   -0.6795   -1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1871    1.5618   -0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452    3.2668    1.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199    2.8504    2.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848    0.6040    2.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3100   -4.4565    1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286   -0.2552   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7231   -1.6649   -2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0335   -1.8743   -1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0815   -0.6093   -0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7226    2.4271   -0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7100    2.7586    0.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407    1.5497   -0.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
  9  4  1  0
 14 10  1  0
 22 16  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 12 28  1  0
 15 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 20 33  1  0
 21 34  1  0
 22 35  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0      -2.676  -1.974  -0.885  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.257  -0.865  -0.863  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.344  -0.560  -1.654  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.716   0.138   0.075  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.321   1.367   0.144  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.832   2.306   1.014  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.748   2.058   1.825  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.144   0.821   1.750  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.630  -0.129   0.878  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.980  -1.414   0.820  0.00  0.00           N+0
HETATM   11  N   UNK     0      -1.171  -2.441   1.631  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.390  -3.475   1.275  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.304  -3.071   0.208  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.061  -1.787  -0.078  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.504  -0.999  -1.209  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.731  -0.267  -0.818  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.984  -0.852  -0.879  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.101  -0.154  -0.517  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.052   1.161  -0.072  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.180   1.871   0.297  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.804   1.737  -0.013  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.676   1.049  -0.373  0.00  0.00           C+0
HETATM   23  H   UNK     0      -5.301  -0.680  -1.389  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.187   1.562  -0.506  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.345   3.267   1.034  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.420   2.850   2.486  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.285   0.604   2.383  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.310  -4.457   1.734  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.229  -0.255  -1.579  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.723  -1.665  -2.090  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.034  -1.874  -1.224  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.082  -0.609  -0.564  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.723   2.427  -0.343  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.710   2.759   0.327  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.741   1.550  -0.308  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   23                                                       
CONECT    4    2    5    9                                                  
CONECT    5    4    6   24                                                  
CONECT    6    5    7   25                                                  
CONECT    7    6    8   26                                                  
CONECT    8    7    9   27                                                  
CONECT    9    8   10    4                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   28                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   10                                                  
CONECT   15   14   16   29   30                                             
CONECT   16   15   17   22                                                  
CONECT   17   16   18   31                                                  
CONECT   18   17   19   32                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   33                                                       
CONECT   21   19   22   34                                                  
CONECT   22   21   16   35                                                  
CONECT   23    3                                                            
CONECT   24    5                                                            
CONECT   25    6                                                            
CONECT   26    7                                                            
CONECT   27    8                                                            
CONECT   28   12                                                            
CONECT   29   15                                                            
CONECT   30   15                                                            
CONECT   31   17                                                            
CONECT   32   18                                                            
CONECT   33   20                                                            
CONECT   34   21                                                            
CONECT   35   22                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

RDKit          3D

35 37  0  0  0  0  0  0  0  0999 V2000
   -2.6756   -1.9744   -0.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575   -0.8645   -0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3444   -0.5595   -1.6540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155    0.1383    0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3215    1.3672    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318    2.3057    1.0135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7481    2.0583    1.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444    0.8211    1.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6295   -0.1291    0.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800   -1.4141    0.8196 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1711   -2.4406    1.6314 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3904   -3.4746    1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3040   -3.0709    0.2084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0610   -1.7874   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5042   -0.9989   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7311   -0.2665   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9842   -0.8519   -0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1008   -0.1537   -0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524    1.1605   -0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1800    1.8706    0.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8038    1.7366   -0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757    1.0492   -0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3010   -0.6795   -1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1871    1.5618   -0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3452    3.2668    1.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199    2.8504    2.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848    0.6040    2.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3100   -4.4565    1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286   -0.2552   -1.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7231   -1.6649   -2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0335   -1.8743   -1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0815   -0.6093   -0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7226    2.4271   -0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7100    2.7586    0.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407    1.5497   -0.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
  9  4  1  0
 14 10  1  0
 22 16  1  0
  3 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
 12 28  1  0
 15 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 20 33  1  0
 21 34  1  0
 22 35  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₆H₁₃N₃O₃

Average Mass

295.2980 Da

Monoisotopic Mass

295.09569 Da

IUPAC Name

2-{5-[(4-hydroxyphenyl)methyl]-1H-1,2,4-triazol-1-yl}benzoic acid

Traditional Name

penipanoid A

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC=CC=C1N1N=CN=C1CC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C16H13N3O3/c20-12-7-5-11(6-8-12)9-15-17-10-18-19(15)14-4-2-1-3-13(14)16(21)22/h1-8,10,20H,9H2,(H,21,22)

InChI Key

OLKCKDFOTMJWNW-UHFFFAOYSA-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
Penicillium	NPAtlas	21495659
Penicillium paneum	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	2.59	ALOGPS
logP	2.47	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.38	ChemAxon
pKa (Strongest Basic)	2.09	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	88.24 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.99 m³·mol⁻¹	ChemAxon
Polarizability	29.43 Å³	ChemAxon
Number of Rings	3	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

NPAtlas ID

NPA001416

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26631118

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53262703

PDB ID

Not Available

ChEBI ID

68109

Good Scents ID

Not Available

References

General References

Li CS, An CY, Li XM, Gao SS, Cui CM, Sun HF, Wang BG: Triazole and dihydroimidazole alkaloids from the marine sediment-derived fungus Penicillium paneum SD-44. J Nat Prod. 2011 May 27;74(5):1331-4. doi: 10.1021/np200037z. Epub 2011 Apr 15. [PubMed:21495659 ]
Abrol V, Kushwaha M, Arora D, Mallubhotla S, Jaglan S: Mutation, Chemoprofiling, Dereplication, and Isolation of Natural Products from Penicillium oxalicum. ACS Omega. 2021 Jun 18;6(25):16266-16272. doi: 10.1021/acsomega.1c00141. eCollection 2021 Jun 29. [PubMed:34235296 ]
Ahmad R, Lim CK, Marzuki NF, Goh YK, Azizan KA, Goh YK, Goh KJ, Ramzi AB, Baharum SN: Metabolic Profile of Scytalidium parasiticum-Ganoderma boninense Co-Cultures Revealed the Alkaloids, Flavonoids and Fatty Acids that Contribute to Anti-Ganoderma Activity. Molecules. 2020 Dec 16;25(24). pii: molecules25245965. doi: 10.3390/molecules25245965. [PubMed:33339375 ]

Showing NP-Card for Penipanoid A (NP0009938)

MOL for NP0009938 (Penipanoid A)

3D MOL for NP0009938 (Penipanoid A)

3D SDF for NP0009938 (Penipanoid A)

3D-SDF for NP0009938 (Penipanoid A)

PDB for NP0009938 (Penipanoid A)

3D PDB for NP0009938 (Penipanoid A)

SMILES for NP0009938 (Penipanoid A)

INCHI for NP0009938 (Penipanoid A)

Structure for NP0009938 (Penipanoid A)

3D Structure for NP0009938 (Penipanoid A)