NP-MRD: Showing NP-Card for piliostigmol (NP0037620)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 20:30:13 UTC

Updated at

2021-06-30 00:09:55 UTC

NP-MRD ID

NP0037620

Secondary Accession Numbers

None

Natural Product Identification

Common Name

piliostigmol

Provided By

JEOL Database JEOL Logo

Description

piliostigmol is found in Piliostigma reticulatum. piliostigmol was first documented in 2008 (Babajide, O. J., et al.). Based on a literature review very few articles have been published on 3,5-dihydroxy-2-(4-hydroxyphenoxy)-7-methoxy-6-methyl-4H-chromen-4-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122303D          

 38 40  0  0  0  0            999 V2000
   -0.3262    1.1519   -3.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0672    1.2431   -3.0371 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5422    0.6236   -1.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441   -0.0784   -0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3206   -0.6951    0.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4698   -1.3624    0.9546 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887   -2.0199    2.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138   -2.6988    2.9244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889   -2.8259    2.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1734   -2.1131    3.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108   -2.2448    2.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8437   -3.0993    1.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1370   -3.2575    1.3693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8653   -3.8272    1.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5289   -3.6980    1.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2963   -2.0165    2.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -2.6586    3.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2423   -1.2991    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4439   -1.2831    1.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6908   -0.6211    0.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006    0.0799   -0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8602    0.1589   -0.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9339    0.7234   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8055    1.4574   -2.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123    1.6327   -2.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5220    1.6891   -4.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    0.1109   -3.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -0.1670   -1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982   -1.4573    4.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708   -1.6819    3.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7086   -2.7215    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1444   -4.4977    0.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -4.2744    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7810   -2.4919    3.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1120   -0.3272    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400    1.8003   -2.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    0.8011   -3.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3051    2.3554   -3.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
  3 23  2  0  0  0  0
  9 10  2  0  0  0  0
  3  4  1  0  0  0  0
 10 11  1  0  0  0  0
 23 21  1  0  0  0  0
 11 12  2  0  0  0  0
 21 20  2  0  0  0  0
 12 14  1  0  0  0  0
  5  4  2  0  0  0  0
 14 15  2  0  0  0  0
 15  9  1  0  0  0  0
  5  6  1  0  0  0  0
 12 13  1  0  0  0  0
 20 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 16  1  0  0  0  0
 21 22  1  0  0  0  0
 16  7  2  0  0  0  0
 23 24  1  0  0  0  0
  7  6  1  0  0  0  0
  3  2  1  0  0  0  0
  5 20  1  0  0  0  0
  2  1  1  0  0  0  0
  7  8  1  0  0  0  0
 16 17  1  0  0  0  0
  4 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  0  0  0  0
 14 32  1  0  0  0  0
 15 33  1  0  0  0  0
 13 31  1  0  0  0  0
 22 35  1  0  0  0  0
 24 36  1  0  0  0  0
 24 37  1  0  0  0  0
 24 38  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
 17 34  1  0  0  0  0
M  END

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
   -0.3262    1.1519   -3.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0672    1.2431   -3.0371 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5422    0.6236   -1.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441   -0.0784   -0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3206   -0.6951    0.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4698   -1.3624    0.9546 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887   -2.0199    2.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138   -2.6988    2.9244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889   -2.8259    2.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1734   -2.1131    3.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108   -2.2448    2.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8437   -3.0993    1.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1370   -3.2575    1.3693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8653   -3.8272    1.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5289   -3.6980    1.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2963   -2.0165    2.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -2.6586    3.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2423   -1.2991    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4439   -1.2831    1.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6908   -0.6211    0.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006    0.0799   -0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8602    0.1589   -0.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9339    0.7234   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8055    1.4574   -2.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123    1.6327   -2.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5220    1.6891   -4.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    0.1109   -3.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -0.1670   -1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982   -1.4573    4.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708   -1.6819    3.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7086   -2.7215    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1444   -4.4977    0.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -4.2744    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7810   -2.4919    3.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1120   -0.3272    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400    1.8003   -2.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    0.8011   -3.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3051    2.3554   -3.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  3 23  2  0
  9 10  2  0
  3  4  1  0
 10 11  1  0
 23 21  1  0
 11 12  2  0
 21 20  2  0
 12 14  1  0
  5  4  2  0
 14 15  2  0
 15  9  1  0
  5  6  1  0
 12 13  1  0
 20 18  1  0
 18 19  2  0
 18 16  1  0
 21 22  1  0
 16  7  2  0
 23 24  1  0
  7  6  1  0
  3  2  1  0
  5 20  1  0
  2  1  1  0
  7  8  1  0
 16 17  1  0
  4 28  1  0
 10 29  1  0
 11 30  1  0
 14 32  1  0
 15 33  1  0
 13 31  1  0
 22 35  1  0
 24 36  1  0
 24 37  1  0
 24 38  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 17 34  1  0
M  END


  Mrv1652306202122303D          

 38 40  0  0  0  0            999 V2000
   -0.3262    1.1519   -3.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0672    1.2431   -3.0371 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5422    0.6236   -1.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441   -0.0784   -0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3206   -0.6951    0.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4698   -1.3624    0.9546 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887   -2.0199    2.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138   -2.6988    2.9244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889   -2.8259    2.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1734   -2.1131    3.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108   -2.2448    2.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8437   -3.0993    1.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1370   -3.2575    1.3693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8653   -3.8272    1.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5289   -3.6980    1.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2963   -2.0165    2.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -2.6586    3.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2423   -1.2991    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4439   -1.2831    1.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6908   -0.6211    0.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006    0.0799   -0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8602    0.1589   -0.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9339    0.7234   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8055    1.4574   -2.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123    1.6327   -2.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5220    1.6891   -4.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    0.1109   -3.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -0.1670   -1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982   -1.4573    4.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708   -1.6819    3.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7086   -2.7215    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1444   -4.4977    0.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -4.2744    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7810   -2.4919    3.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1120   -0.3272    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400    1.8003   -2.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    0.8011   -3.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3051    2.3554   -3.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
  3 23  2  0  0  0  0
  9 10  2  0  0  0  0
  3  4  1  0  0  0  0
 10 11  1  0  0  0  0
 23 21  1  0  0  0  0
 11 12  2  0  0  0  0
 21 20  2  0  0  0  0
 12 14  1  0  0  0  0
  5  4  2  0  0  0  0
 14 15  2  0  0  0  0
 15  9  1  0  0  0  0
  5  6  1  0  0  0  0
 12 13  1  0  0  0  0
 20 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 16  1  0  0  0  0
 21 22  1  0  0  0  0
 16  7  2  0  0  0  0
 23 24  1  0  0  0  0
  7  6  1  0  0  0  0
  3  2  1  0  0  0  0
  5 20  1  0  0  0  0
  2  1  1  0  0  0  0
  7  8  1  0  0  0  0
 16 17  1  0  0  0  0
  4 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  0  0  0  0
 14 32  1  0  0  0  0
 15 33  1  0  0  0  0
 13 31  1  0  0  0  0
 22 35  1  0  0  0  0
 24 36  1  0  0  0  0
 24 37  1  0  0  0  0
 24 38  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
 17 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037620

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(OC2=C(O[H])C(=O)C3=C(O[H])C(=C(OC([H])([H])[H])C([H])=C3O2)C([H])([H])[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O7/c1-8-11(22-2)7-12-13(14(8)19)15(20)16(21)17(24-12)23-10-5-3-9(18)4-6-10/h3-7,18-19,21H,1-2H3

> <INCHI_KEY>
OPNJPLVHMZCVPJ-UHFFFAOYSA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.292

> <EXACT_MASS>
330.073952791

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.509658232532786

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dihydroxy-2-(4-hydroxyphenoxy)-7-methoxy-6-methyl-4H-chromen-4-one

> <ALOGPS_LOGP>
2.36

> <JCHEM_LOGP>
3.7611097636666666

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.302172929821264

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.243810018934097

> <JCHEM_PKA_STRONGEST_BASIC>
-4.392280180528798

> <JCHEM_POLAR_SURFACE_AREA>
105.45

> <JCHEM_REFRACTIVITY>
94.26009999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dihydroxy-2-(4-hydroxyphenoxy)-7-methoxy-6-methylchromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
   -0.3262    1.1519   -3.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0672    1.2431   -3.0371 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5422    0.6236   -1.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441   -0.0784   -0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3206   -0.6951    0.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4698   -1.3624    0.9546 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887   -2.0199    2.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138   -2.6988    2.9244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889   -2.8259    2.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1734   -2.1131    3.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108   -2.2448    2.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8437   -3.0993    1.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1370   -3.2575    1.3693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8653   -3.8272    1.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5289   -3.6980    1.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2963   -2.0165    2.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -2.6586    3.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2423   -1.2991    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4439   -1.2831    1.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6908   -0.6211    0.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006    0.0799   -0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8602    0.1589   -0.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9339    0.7234   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8055    1.4574   -2.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123    1.6327   -2.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5220    1.6891   -4.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    0.1109   -3.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -0.1670   -1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982   -1.4573    4.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708   -1.6819    3.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7086   -2.7215    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1444   -4.4977    0.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -4.2744    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7810   -2.4919    3.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1120   -0.3272    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400    1.8003   -2.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    0.8011   -3.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3051    2.3554   -3.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  3 23  2  0
  9 10  2  0
  3  4  1  0
 10 11  1  0
 23 21  1  0
 11 12  2  0
 21 20  2  0
 12 14  1  0
  5  4  2  0
 14 15  2  0
 15  9  1  0
  5  6  1  0
 12 13  1  0
 20 18  1  0
 18 19  2  0
 18 16  1  0
 21 22  1  0
 16  7  2  0
 23 24  1  0
  7  6  1  0
  3  2  1  0
  5 20  1  0
  2  1  1  0
  7  8  1  0
 16 17  1  0
  4 28  1  0
 10 29  1  0
 11 30  1  0
 14 32  1  0
 15 33  1  0
 13 31  1  0
 22 35  1  0
 24 36  1  0
 24 37  1  0
 24 38  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 17 34  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.326   1.152  -3.306  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.067   1.243  -3.037  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.542   0.624  -1.910  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.744  -0.078  -1.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.321  -0.695   0.111  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.470  -1.362   0.955  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.989  -2.020   2.068  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.114  -2.699   2.924  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.189  -2.826   2.513  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.173  -2.113   3.197  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.511  -2.245   2.820  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.844  -3.099   1.771  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.137  -3.257   1.369  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.865  -3.827   1.101  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.529  -3.698   1.478  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.296  -2.017   2.375  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.816  -2.659   3.486  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.242  -1.299   1.494  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.444  -1.283   1.752  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.691  -0.621   0.319  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.501   0.080  -0.581  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.860   0.159  -0.414  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.934   0.723  -1.694  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.805   1.457  -2.681  0.00  0.00           C+0
HETATM   25  H   UNK     0      -0.912   1.633  -2.516  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.522   1.689  -4.239  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.633   0.111  -3.451  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.330  -0.167  -1.131  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.898  -1.457   4.019  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.271  -1.682   3.352  0.00  0.00           H+0
HETATM   31  H   UNK     0      -5.709  -2.721   1.943  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.144  -4.498   0.293  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.762  -4.274   0.969  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.781  -2.492   3.456  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.112  -0.327   0.402  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.740   1.800  -2.226  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.046   0.801  -3.523  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.305   2.355  -3.059  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3   23    4    2                                                  
CONECT    4    3    5   28                                                  
CONECT    5    4    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7   16    6    8                                                  
CONECT    8    9    7                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   29                                                  
CONECT   11   10   12   30                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12   31                                                       
CONECT   14   12   15   32                                                  
CONECT   15   14    9   33                                                  
CONECT   16   18    7   17                                                  
CONECT   17   16   34                                                       
CONECT   18   20   19   16                                                  
CONECT   19   18                                                            
CONECT   20   21   18    5                                                  
CONECT   21   23   20   22                                                  
CONECT   22   21   35                                                       
CONECT   23    3   21   24                                                  
CONECT   24   23   36   37   38                                             
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   17                                                            
CONECT   35   22                                                            
CONECT   36   24                                                            
CONECT   37   24                                                            
CONECT   38   24                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
   -0.3262    1.1519   -3.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0672    1.2431   -3.0371 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5422    0.6236   -1.9099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441   -0.0784   -0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3206   -0.6951    0.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4698   -1.3624    0.9546 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9887   -2.0199    2.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1138   -2.6988    2.9244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889   -2.8259    2.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1734   -2.1131    3.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108   -2.2448    2.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8437   -3.0993    1.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1370   -3.2575    1.3693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8653   -3.8272    1.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5289   -3.6980    1.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2963   -2.0165    2.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -2.6586    3.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2423   -1.2991    1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4439   -1.2831    1.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6908   -0.6211    0.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5006    0.0799   -0.5813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8602    0.1589   -0.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9339    0.7234   -1.6941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8055    1.4574   -2.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123    1.6327   -2.5161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5220    1.6891   -4.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331    0.1109   -3.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3298   -0.1670   -1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982   -1.4573    4.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2708   -1.6819    3.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7086   -2.7215    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1444   -4.4977    0.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7623   -4.2744    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7810   -2.4919    3.4557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1120   -0.3272    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400    1.8003   -2.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    0.8011   -3.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3051    2.3554   -3.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  3 23  2  0
  9 10  2  0
  3  4  1  0
 10 11  1  0
 23 21  1  0
 11 12  2  0
 21 20  2  0
 12 14  1  0
  5  4  2  0
 14 15  2  0
 15  9  1  0
  5  6  1  0
 12 13  1  0
 20 18  1  0
 18 19  2  0
 18 16  1  0
 21 22  1  0
 16  7  2  0
 23 24  1  0
  7  6  1  0
  3  2  1  0
  5 20  1  0
  2  1  1  0
  7  8  1  0
 16 17  1  0
  4 28  1  0
 10 29  1  0
 11 30  1  0
 14 32  1  0
 15 33  1  0
 13 31  1  0
 22 35  1  0
 24 36  1  0
 24 37  1  0
 24 38  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 17 34  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₇

Average Mass

330.2920 Da

Monoisotopic Mass

330.07395 Da

IUPAC Name

3,5-dihydroxy-2-(4-hydroxyphenoxy)-7-methoxy-6-methyl-4H-chromen-4-one

Traditional Name

3,5-dihydroxy-2-(4-hydroxyphenoxy)-7-methoxy-6-methylchromen-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(OC2=C(O[H])C(=O)C3=C(O[H])C(=C(OC([H])([H])[H])C([H])=C3O2)C([H])([H])[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C17H14O7/c1-8-11(22-2)7-12-13(14(8)19)15(20)16(21)17(24-12)23-10-5-3-9(18)4-6-10/h3-7,18-19,21H,1-2H3

InChI Key

OPNJPLVHMZCVPJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, 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
Piliostigma reticulatum	JEOL database	Babajide, O. J., et al, Phytochem. 69, 2245 (2008)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Chromone
Coumarin
Diaryl ether
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous ester
Heteroaromatic compound
Vinylogous acid
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.36	ALOGPS
logP	3.76	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.24	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.26 m³·mol⁻¹	ChemAxon
Polarizability	32.51 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28285522

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25023570

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Babajide, O. J., et al. (2008). Babajide, O. J., et al, Phytochem. 69, 2245 (2008). Phytochem..

Showing NP-Card for piliostigmol (NP0037620)

MOL for NP0037620 (piliostigmol)

3D MOL for NP0037620 (piliostigmol)

3D SDF for NP0037620 (piliostigmol)

3D-SDF for NP0037620 (piliostigmol)

PDB for NP0037620 (piliostigmol)

3D PDB for NP0037620 (piliostigmol)

SMILES for NP0037620 (piliostigmol)

INCHI for NP0037620 (piliostigmol)

Structure for NP0037620 (piliostigmol)

3D Structure for NP0037620 (piliostigmol)