NP-MRD: Showing NP-Card for pisonivanone (NP0035842)

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Record Information

Version

2.0

Created at

2021-06-20 19:10:33 UTC

Updated at

2021-06-30 00:07:06 UTC

NP-MRD ID

NP0035842

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pisonivanone

Provided By

JEOL Database JEOL Logo

Description

Pisonivanone belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Thus, pisonivanone is considered to be a flavonoid. Pisonivanone 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. pisonivanone is found in Pisonia aculeata. pisonivanone was first documented in 2011 (PMID: 21542597). Based on a literature review very few articles have been published on Pisonivanone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306202121103D          

 35 37  0  0  0  0            999 V2000
   -1.7052    1.9445   -0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6032    2.6269    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    3.9921    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004    4.6920   -0.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7805    4.6447    1.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3624    3.9303    2.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2887    4.6226    4.1584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0440    2.5737    2.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415    1.9295    1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    0.6023    1.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1371    0.1253    2.4255 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4294   -1.3423    2.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5192   -2.1845    1.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2420   -3.5365    1.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840   -4.0690    1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9346   -3.2525    2.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516   -1.9028    2.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5733   -1.0995    3.1733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911    0.3195    3.8393 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6360    1.7848    4.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    2.3252    5.1498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382    1.9811   -1.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4592    2.4167   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0100    0.8986   -0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4647    5.6157   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0149    5.6995    1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057    3.9953    4.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0613    0.6983    2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -1.7918    1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9854   -4.1729    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1968   -5.1216    1.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -3.6843    2.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666   -1.6270    3.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3357   -0.0248    4.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3399   -0.2059    3.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
  9  8  2  0  0  0  0
 20 21  2  0  0  0  0
  6  5  2  0  0  0  0
  6  7  1  0  0  0  0
  8  6  1  0  0  0  0
  3  4  1  0  0  0  0
  5  3  1  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
  3  2  2  0  0  0  0
 12 17  2  0  0  0  0
  2  9  1  0  0  0  0
 17 16  1  0  0  0  0
  9 10  1  0  0  0  0
 16 15  2  0  0  0  0
  8 20  1  0  0  0  0
 15 14  1  0  0  0  0
 20 19  1  0  0  0  0
 14 13  2  0  0  0  0
 13 12  1  0  0  0  0
 19 11  1  0  0  0  0
 17 18  1  0  0  0  0
  5 26  1  0  0  0  0
 19 34  1  0  0  0  0
 19 35  1  0  0  0  0
 11 28  1  1  0  0  0
  7 27  1  0  0  0  0
  4 25  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 16 32  1  0  0  0  0
 15 31  1  0  0  0  0
 14 30  1  0  0  0  0
 13 29  1  0  0  0  0
 18 33  1  0  0  0  0
M  END

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
   -1.7052    1.9445   -0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6032    2.6269    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    3.9921    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004    4.6920   -0.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7805    4.6447    1.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3624    3.9303    2.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2887    4.6226    4.1584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0440    2.5737    2.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415    1.9295    1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    0.6023    1.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1371    0.1253    2.4255 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4294   -1.3423    2.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5192   -2.1845    1.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2420   -3.5365    1.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840   -4.0690    1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9346   -3.2525    2.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516   -1.9028    2.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5733   -1.0995    3.1733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911    0.3195    3.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    1.7848    4.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    2.3252    5.1498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382    1.9811   -1.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4592    2.4167   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0100    0.8986   -0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4647    5.6157   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0149    5.6995    1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057    3.9953    4.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0613    0.6983    2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -1.7918    1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9854   -4.1729    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1968   -5.1216    1.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -3.6843    2.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666   -1.6270    3.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3357   -0.0248    4.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3399   -0.2059    3.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
  9  8  2  0
 20 21  2  0
  6  5  2  0
  6  7  1  0
  8  6  1  0
  3  4  1  0
  5  3  1  0
  2  1  1  0
 11 12  1  0
  3  2  2  0
 12 17  2  0
  2  9  1  0
 17 16  1  0
  9 10  1  0
 16 15  2  0
  8 20  1  0
 15 14  1  0
 20 19  1  0
 14 13  2  0
 13 12  1  0
 19 11  1  0
 17 18  1  0
  5 26  1  0
 19 34  1  0
 19 35  1  0
 11 28  1  1
  7 27  1  0
  4 25  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 16 32  1  0
 15 31  1  0
 14 30  1  0
 13 29  1  0
 18 33  1  0
M  END

  Mrv1652306202121103D          

 35 37  0  0  0  0            999 V2000
   -1.7052    1.9445   -0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6032    2.6269    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    3.9921    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004    4.6920   -0.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7805    4.6447    1.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3624    3.9303    2.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2887    4.6226    4.1584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0440    2.5737    2.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415    1.9295    1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    0.6023    1.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1371    0.1253    2.4255 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4294   -1.3423    2.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5192   -2.1845    1.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2420   -3.5365    1.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840   -4.0690    1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9346   -3.2525    2.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516   -1.9028    2.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5733   -1.0995    3.1733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911    0.3195    3.8393 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6360    1.7848    4.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    2.3252    5.1498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382    1.9811   -1.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4592    2.4167   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0100    0.8986   -0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4647    5.6157   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0149    5.6995    1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057    3.9953    4.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0613    0.6983    2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -1.7918    1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9854   -4.1729    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1968   -5.1216    1.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -3.6843    2.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666   -1.6270    3.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3357   -0.0248    4.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3399   -0.2059    3.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
  9  8  2  0  0  0  0
 20 21  2  0  0  0  0
  6  5  2  0  0  0  0
  6  7  1  0  0  0  0
  8  6  1  0  0  0  0
  3  4  1  0  0  0  0
  5  3  1  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
  3  2  2  0  0  0  0
 12 17  2  0  0  0  0
  2  9  1  0  0  0  0
 17 16  1  0  0  0  0
  9 10  1  0  0  0  0
 16 15  2  0  0  0  0
  8 20  1  0  0  0  0
 15 14  1  0  0  0  0
 20 19  1  0  0  0  0
 14 13  2  0  0  0  0
 13 12  1  0  0  0  0
 19 11  1  0  0  0  0
 17 18  1  0  0  0  0
  5 26  1  0  0  0  0
 19 34  1  0  0  0  0
 19 35  1  0  0  0  0
 11 28  1  1  0  0  0
  7 27  1  0  0  0  0
  4 25  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 16 32  1  0  0  0  0
 15 31  1  0  0  0  0
 14 30  1  0  0  0  0
 13 29  1  0  0  0  0
 18 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035842

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(O[H])=C(C2=C1C(=O)C([H])([H])[C@]([H])(O2)C1=C(O[H])C([H])=C([H])C([H])=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O5/c1-8-11(18)6-12(19)15-13(20)7-14(21-16(8)15)9-4-2-3-5-10(9)17/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1

> <INCHI_KEY>
SEHDRAXGPBPQKE-AWEZNQCLSA-N

> <FORMULA>
C16H14O5

> <MOLECULAR_WEIGHT>
286.283

> <EXACT_MASS>
286.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.30513781708406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-5,7-dihydroxy-2-(2-hydroxyphenyl)-8-methyl-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
3.348529439666666

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.082320575362688

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.19234475480829

> <JCHEM_PKA_STRONGEST_BASIC>
-4.946964242204087

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
76.331

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-5,7-dihydroxy-2-(2-hydroxyphenyl)-8-methyl-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
   -1.7052    1.9445   -0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6032    2.6269    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    3.9921    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004    4.6920   -0.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7805    4.6447    1.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3624    3.9303    2.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2887    4.6226    4.1584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0440    2.5737    2.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415    1.9295    1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    0.6023    1.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1371    0.1253    2.4255 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4294   -1.3423    2.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5192   -2.1845    1.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2420   -3.5365    1.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840   -4.0690    1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9346   -3.2525    2.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516   -1.9028    2.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5733   -1.0995    3.1733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911    0.3195    3.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    1.7848    4.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    2.3252    5.1498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382    1.9811   -1.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4592    2.4167   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0100    0.8986   -0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4647    5.6157   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0149    5.6995    1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057    3.9953    4.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0613    0.6983    2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -1.7918    1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9854   -4.1729    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1968   -5.1216    1.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -3.6843    2.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666   -1.6270    3.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3357   -0.0248    4.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3399   -0.2059    3.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
  9  8  2  0
 20 21  2  0
  6  5  2  0
  6  7  1  0
  8  6  1  0
  3  4  1  0
  5  3  1  0
  2  1  1  0
 11 12  1  0
  3  2  2  0
 12 17  2  0
  2  9  1  0
 17 16  1  0
  9 10  1  0
 16 15  2  0
  8 20  1  0
 15 14  1  0
 20 19  1  0
 14 13  2  0
 13 12  1  0
 19 11  1  0
 17 18  1  0
  5 26  1  0
 19 34  1  0
 19 35  1  0
 11 28  1  1
  7 27  1  0
  4 25  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 16 32  1  0
 15 31  1  0
 14 30  1  0
 13 29  1  0
 18 33  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      -1.705   1.944  -0.836  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.603   2.627   0.501  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.896   3.992   0.635  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.300   4.692  -0.468  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.781   4.645   1.863  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.362   3.930   2.979  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.289   4.623   4.158  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.044   2.574   2.869  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.141   1.930   1.630  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.826   0.602   1.468  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.137   0.125   2.426  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.429  -1.342   2.166  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.519  -2.184   1.562  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.242  -3.537   1.347  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.984  -4.069   1.740  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.935  -3.252   2.350  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.652  -1.903   2.561  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.573  -1.099   3.173  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.391   0.320   3.839  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.636   1.785   4.047  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.566   2.325   5.150  0.00  0.00           O+0
HETATM   22  H   UNK     0      -0.738   1.981  -1.347  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.459   2.417  -1.474  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.010   0.899  -0.726  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.465   5.616  -0.215  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.015   5.699   1.968  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.006   3.995   4.863  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.061   0.698   2.261  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.485  -1.792   1.250  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.985  -4.173   0.874  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.197  -5.122   1.571  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.883  -3.684   2.655  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.367  -1.627   3.368  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.336  -0.025   4.583  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.340  -0.206   3.999  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3    9                                                  
CONECT    3    4    5    2                                                  
CONECT    4    3   25                                                       
CONECT    5    6    3   26                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   27                                                       
CONECT    8    9    6   20                                                  
CONECT    9    8    2   10                                                  
CONECT   10   11    9                                                       
CONECT   11   10   12   19   28                                             
CONECT   12   11   17   13                                                  
CONECT   13   14   12   29                                                  
CONECT   14   15   13   30                                                  
CONECT   15   16   14   31                                                  
CONECT   16   17   15   32                                                  
CONECT   17   12   16   18                                                  
CONECT   18   17   33                                                       
CONECT   19   20   11   34   35                                             
CONECT   20   21    8   19                                                  
CONECT   21   20                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    7                                                            
CONECT   28   11                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   18                                                            
CONECT   34   19                                                            
CONECT   35   19                                                            
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
   -1.7052    1.9445   -0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6032    2.6269    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    3.9921    0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004    4.6920   -0.4680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7805    4.6447    1.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3624    3.9303    2.9795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2887    4.6226    4.1584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0440    2.5737    2.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415    1.9295    1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    0.6023    1.4682 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1371    0.1253    2.4255 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4294   -1.3423    2.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5192   -2.1845    1.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2420   -3.5365    1.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840   -4.0690    1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9346   -3.2525    2.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516   -1.9028    2.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5733   -1.0995    3.1733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3911    0.3195    3.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    1.7848    4.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    2.3252    5.1498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382    1.9811   -1.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4592    2.4167   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0100    0.8986   -0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4647    5.6157   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0149    5.6995    1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057    3.9953    4.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0613    0.6983    2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4851   -1.7918    1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9854   -4.1729    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1968   -5.1216    1.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -3.6843    2.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666   -1.6270    3.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3357   -0.0248    4.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3399   -0.2059    3.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
  9  8  2  0
 20 21  2  0
  6  5  2  0
  6  7  1  0
  8  6  1  0
  3  4  1  0
  5  3  1  0
  2  1  1  0
 11 12  1  0
  3  2  2  0
 12 17  2  0
  2  9  1  0
 17 16  1  0
  9 10  1  0
 16 15  2  0
  8 20  1  0
 15 14  1  0
 20 19  1  0
 14 13  2  0
 13 12  1  0
 19 11  1  0
 17 18  1  0
  5 26  1  0
 19 34  1  0
 19 35  1  0
 11 28  1  1
  7 27  1  0
  4 25  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 16 32  1  0
 15 31  1  0
 14 30  1  0
 13 29  1  0
 18 33  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2S)-5,7,2'-Trihydroxy-8-methylflavanone	ChEBI

Chemical Formula

C₁₆H₁₄O₅

Average Mass

286.2830 Da

Monoisotopic Mass

286.08412 Da

IUPAC Name

(2S)-5,7-dihydroxy-2-(2-hydroxyphenyl)-8-methyl-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2S)-5,7-dihydroxy-2-(2-hydroxyphenyl)-8-methyl-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(O[H])=C(C2=C1C(=O)C([H])([H])[C@]([H])(O2)C1=C(O[H])C([H])=C([H])C([H])=C1[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C16H14O5/c1-8-11(18)6-12(19)15-13(20)7-14(21-16(8)15)9-4-2-3-5-10(9)17/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1

InChI Key

SEHDRAXGPBPQKE-AWEZNQCLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-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
Pisonia aculeata	JEOL database	Wu, M. -C., et al, J. Nat. Prod. 74, 976 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanones

Alternative Parents

Substituents

5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

trihydroxyflavanone (CHEBI:67364 )

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	3.35	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	8.19	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	76.33 m³·mol⁻¹	ChemAxon
Polarizability	29.31 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

26631543

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

67364

Good Scents ID

Not Available

References

General References

Wu MC, Peng CF, Chen IS, Tsai IL: Antitubercular chromones and flavonoids from Pisonia aculeata. J Nat Prod. 2011 May 27;74(5):976-82. doi: 10.1021/np1008575. Epub 2011 May 4. [PubMed:21542597 ]
Wu, M. -C., et al. (2011). Wu, M. -C., et al, J. Nat. Prod. 74, 976 (2011). J. Nat. Prod..

Showing NP-Card for pisonivanone (NP0035842)

MOL for NP0035842 (pisonivanone)

3D MOL for NP0035842 (pisonivanone)

3D SDF for NP0035842 (pisonivanone)

3D-SDF for NP0035842 (pisonivanone)

PDB for NP0035842 (pisonivanone)

3D PDB for NP0035842 (pisonivanone)

SMILES for NP0035842 (pisonivanone)

INCHI for NP0035842 (pisonivanone)

Structure for NP0035842 (pisonivanone)

3D Structure for NP0035842 (pisonivanone)