NP-MRD: Showing NP-Card for Oryzafuran (NP0027188)

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Record Information

Version

1.0

Created at

2021-06-19 18:52:45 UTC

Updated at

2021-06-29 23:53:09 UTC

NP-MRD ID

NP0027188

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Oryzafuran

Provided By

JEOL Database JEOL Logo

Description

Oryzafuran 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. Oryzafuran is found in Oryza sativa L. It was first documented in 2004 (PMID: 15516765). Based on a literature review very few articles have been published on oryzafuran (PMID: 21456058).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120523D          

 35 37  0  0  0  0            999 V2000
    1.9200   -3.9156    2.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -3.1574    1.6078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -2.4210    1.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1641   -2.4156    2.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8398   -1.6554    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9225   -1.4171   -0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -1.7176   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9648   -2.2668   -1.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3340   -2.5559   -1.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0883   -2.2880   -0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4295   -2.5467   -0.6291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -1.7350    0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2395   -1.4704    1.5535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1311   -1.4420    0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5226   -0.7018   -1.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992   -0.4394   -1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723    0.2816   -2.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177    0.4430   -2.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6913    1.1468   -3.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620   -0.0851   -1.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511   -0.8023   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2679   -1.2877    0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -0.9923   -0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -4.4447    2.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -3.2545    3.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -4.6550    2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3719   -2.4718   -2.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7804   -2.9810   -2.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7032   -2.9099   -1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1460   -1.7424    1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981   -0.9962    1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463    0.6929   -3.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5973    1.1920   -2.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5120    0.0478   -0.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983   -1.7216    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 18 17  1  0  0  0  0
  9 10  2  0  0  0  0
  6  5  2  0  0  0  0
 10 12  1  0  0  0  0
 17 16  2  0  0  0  0
 12 14  2  0  0  0  0
 14  7  1  0  0  0  0
 20 18  2  0  0  0  0
 21 22  1  0  0  0  0
 23 21  2  0  0  0  0
 18 19  1  0  0  0  0
 15  6  1  0  0  0  0
 12 13  1  0  0  0  0
  5 23  1  0  0  0  0
 10 11  1  0  0  0  0
 16 15  1  0  0  0  0
  5  3  1  0  0  0  0
 21 20  1  0  0  0  0
  3  2  1  0  0  0  0
  6  7  1  0  0  0  0
  3  4  2  0  0  0  0
 23 16  1  0  0  0  0
  2  1  1  0  0  0  0
 20 34  1  0  0  0  0
 17 32  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
 14 31  1  0  0  0  0
 22 35  1  0  0  0  0
 19 33  1  0  0  0  0
 13 30  1  0  0  0  0
 11 29  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    1.9200   -3.9156    2.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -3.1574    1.6078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -2.4210    1.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1641   -2.4156    2.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8398   -1.6554    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9225   -1.4171   -0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -1.7176   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9648   -2.2668   -1.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3340   -2.5559   -1.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0883   -2.2880   -0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4295   -2.5467   -0.6291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -1.7350    0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2395   -1.4704    1.5535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1311   -1.4420    0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5226   -0.7018   -1.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992   -0.4394   -1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723    0.2816   -2.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177    0.4430   -2.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6913    1.1468   -3.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620   -0.0851   -1.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511   -0.8023   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2679   -1.2877    0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -0.9923   -0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -4.4447    2.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -3.2545    3.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -4.6550    2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3719   -2.4718   -2.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7804   -2.9810   -2.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7032   -2.9099   -1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1460   -1.7424    1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981   -0.9962    1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463    0.6929   -3.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5973    1.1920   -2.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5120    0.0478   -0.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983   -1.7216    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
  8  9  1  0
 18 17  1  0
  9 10  2  0
  6  5  2  0
 10 12  1  0
 17 16  2  0
 12 14  2  0
 14  7  1  0
 20 18  2  0
 21 22  1  0
 23 21  2  0
 18 19  1  0
 15  6  1  0
 12 13  1  0
  5 23  1  0
 10 11  1  0
 16 15  1  0
  5  3  1  0
 21 20  1  0
  3  2  1  0
  6  7  1  0
  3  4  2  0
 23 16  1  0
  2  1  1  0
 20 34  1  0
 17 32  1  0
  8 27  1  0
  9 28  1  0
 14 31  1  0
 22 35  1  0
 19 33  1  0
 13 30  1  0
 11 29  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END


  Mrv1652306192120523D          

 35 37  0  0  0  0            999 V2000
    1.9200   -3.9156    2.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -3.1574    1.6078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -2.4210    1.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1641   -2.4156    2.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8398   -1.6554    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9225   -1.4171   -0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -1.7176   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9648   -2.2668   -1.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3340   -2.5559   -1.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0883   -2.2880   -0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4295   -2.5467   -0.6291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -1.7350    0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2395   -1.4704    1.5535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1311   -1.4420    0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5226   -0.7018   -1.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992   -0.4394   -1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723    0.2816   -2.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177    0.4430   -2.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6913    1.1468   -3.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620   -0.0851   -1.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511   -0.8023   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2679   -1.2877    0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -0.9923   -0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -4.4447    2.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -3.2545    3.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -4.6550    2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3719   -2.4718   -2.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7804   -2.9810   -2.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7032   -2.9099   -1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1460   -1.7424    1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981   -0.9962    1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463    0.6929   -3.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5973    1.1920   -2.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5120    0.0478   -0.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983   -1.7216    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 18 17  1  0  0  0  0
  9 10  2  0  0  0  0
  6  5  2  0  0  0  0
 10 12  1  0  0  0  0
 17 16  2  0  0  0  0
 12 14  2  0  0  0  0
 14  7  1  0  0  0  0
 20 18  2  0  0  0  0
 21 22  1  0  0  0  0
 23 21  2  0  0  0  0
 18 19  1  0  0  0  0
 15  6  1  0  0  0  0
 12 13  1  0  0  0  0
  5 23  1  0  0  0  0
 10 11  1  0  0  0  0
 16 15  1  0  0  0  0
  5  3  1  0  0  0  0
 21 20  1  0  0  0  0
  3  2  1  0  0  0  0
  6  7  1  0  0  0  0
  3  4  2  0  0  0  0
 23 16  1  0  0  0  0
  2  1  1  0  0  0  0
 20 34  1  0  0  0  0
 17 32  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
 14 31  1  0  0  0  0
 22 35  1  0  0  0  0
 19 33  1  0  0  0  0
 13 30  1  0  0  0  0
 11 29  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027188

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(O[H])=C2C(OC(=C2C(=O)OC([H])([H])[H])C2=C([H])C([H])=C(O[H])C(O[H])=C2[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O7/c1-22-16(21)14-13-11(20)5-8(17)6-12(13)23-15(14)7-2-3-9(18)10(19)4-7/h2-6,17-20H,1H3

> <INCHI_KEY>
BVFAKXZUPQTNKN-UHFFFAOYSA-N

> <FORMULA>
C16H12O7

> <MOLECULAR_WEIGHT>
316.265

> <EXACT_MASS>
316.058302726

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
31.2060032390001

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(3,4-dihydroxyphenyl)-4,6-dihydroxy-1-benzofuran-3-carboxylate

> <ALOGPS_LOGP>
2.56

> <JCHEM_LOGP>
2.488811379666666

> <ALOGPS_LOGS>
-2.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.664344623178303

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.763548620323292

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9627215013916874

> <JCHEM_POLAR_SURFACE_AREA>
120.36000000000001

> <JCHEM_REFRACTIVITY>
79.8617

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(3,4-dihydroxyphenyl)-4,6-dihydroxy-1-benzofuran-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    1.9200   -3.9156    2.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -3.1574    1.6078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -2.4210    1.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1641   -2.4156    2.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8398   -1.6554    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9225   -1.4171   -0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -1.7176   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9648   -2.2668   -1.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3340   -2.5559   -1.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0883   -2.2880   -0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4295   -2.5467   -0.6291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -1.7350    0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2395   -1.4704    1.5535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1311   -1.4420    0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5226   -0.7018   -1.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992   -0.4394   -1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723    0.2816   -2.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177    0.4430   -2.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6913    1.1468   -3.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620   -0.0851   -1.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511   -0.8023   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2679   -1.2877    0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -0.9923   -0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -4.4447    2.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -3.2545    3.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -4.6550    2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3719   -2.4718   -2.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7804   -2.9810   -2.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7032   -2.9099   -1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1460   -1.7424    1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981   -0.9962    1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463    0.6929   -3.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5973    1.1920   -2.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5120    0.0478   -0.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983   -1.7216    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
  8  9  1  0
 18 17  1  0
  9 10  2  0
  6  5  2  0
 10 12  1  0
 17 16  2  0
 12 14  2  0
 14  7  1  0
 20 18  2  0
 21 22  1  0
 23 21  2  0
 18 19  1  0
 15  6  1  0
 12 13  1  0
  5 23  1  0
 10 11  1  0
 16 15  1  0
  5  3  1  0
 21 20  1  0
  3  2  1  0
  6  7  1  0
  3  4  2  0
 23 16  1  0
  2  1  1  0
 20 34  1  0
 17 32  1  0
  8 27  1  0
  9 28  1  0
 14 31  1  0
 22 35  1  0
 19 33  1  0
 13 30  1  0
 11 29  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       1.920  -3.916   2.817  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.934  -3.157   1.608  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.812  -2.421   1.386  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.164  -2.416   2.131  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.840  -1.655   0.155  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.923  -1.417  -0.682  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.349  -1.718  -0.668  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.965  -2.267  -1.807  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.334  -2.556  -1.818  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.088  -2.288  -0.685  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.430  -2.547  -0.629  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.488  -1.735   0.444  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.239  -1.470   1.554  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.131  -1.442   0.461  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.523  -0.702  -1.774  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.199  -0.439  -1.635  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.572   0.282  -2.543  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.918   0.443  -2.219  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.691   1.147  -3.099  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.462  -0.085  -1.052  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.651  -0.802  -0.166  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.268  -1.288   0.967  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.282  -0.992  -0.454  0.00  0.00           C+0
HETATM   24  H   UNK     0       2.874  -4.445   2.896  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.818  -3.255   3.684  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.113  -4.655   2.796  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.372  -2.472  -2.697  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.780  -2.981  -2.711  0.00  0.00           H+0
HETATM   29  H   UNK     0       7.703  -2.910  -1.489  0.00  0.00           H+0
HETATM   30  H   UNK     0       7.146  -1.742   1.306  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.698  -0.996   1.351  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.146   0.693  -3.450  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.597   1.192  -2.749  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.512   0.048  -0.809  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.598  -1.722   1.538  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6   23    3                                                  
CONECT    6    5   15    7                                                  
CONECT    7    8   14    6                                                  
CONECT    8    7    9   27                                                  
CONECT    9    8   10   28                                                  
CONECT   10    9   12   11                                                  
CONECT   11   10   29                                                       
CONECT   12   10   14   13                                                  
CONECT   13   12   30                                                       
CONECT   14   12    7   31                                                  
CONECT   15    6   16                                                       
CONECT   16   17   15   23                                                  
CONECT   17   18   16   32                                                  
CONECT   18   17   20   19                                                  
CONECT   19   18   33                                                       
CONECT   20   18   21   34                                                  
CONECT   21   22   23   20                                                  
CONECT   22   21   35                                                       
CONECT   23   21    5   16                                                  
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    8                                                            
CONECT   28    9                                                            
CONECT   29   11                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   17                                                            
CONECT   33   19                                                            
CONECT   34   20                                                            
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
    1.9200   -3.9156    2.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -3.1574    1.6078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -2.4210    1.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1641   -2.4156    2.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8398   -1.6554    0.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9225   -1.4171   -0.6816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -1.7176   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9648   -2.2668   -1.8071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3340   -2.5559   -1.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0883   -2.2880   -0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4295   -2.5467   -0.6291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -1.7350    0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2395   -1.4704    1.5535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1311   -1.4420    0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5226   -0.7018   -1.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1992   -0.4394   -1.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723    0.2816   -2.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177    0.4430   -2.2194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6913    1.1468   -3.0988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620   -0.0851   -1.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6511   -0.8023   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2679   -1.2877    0.9674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -0.9923   -0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -4.4447    2.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -3.2545    3.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -4.6550    2.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3719   -2.4718   -2.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7804   -2.9810   -2.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7032   -2.9099   -1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1460   -1.7424    1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6981   -0.9962    1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463    0.6929   -3.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5973    1.1920   -2.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5120    0.0478   -0.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983   -1.7216    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
  8  9  1  0
 18 17  1  0
  9 10  2  0
  6  5  2  0
 10 12  1  0
 17 16  2  0
 12 14  2  0
 14  7  1  0
 20 18  2  0
 21 22  1  0
 23 21  2  0
 18 19  1  0
 15  6  1  0
 12 13  1  0
  5 23  1  0
 10 11  1  0
 16 15  1  0
  5  3  1  0
 21 20  1  0
  3  2  1  0
  6  7  1  0
  3  4  2  0
 23 16  1  0
  2  1  1  0
 20 34  1  0
 17 32  1  0
  8 27  1  0
  9 28  1  0
 14 31  1  0
 22 35  1  0
 19 33  1  0
 13 30  1  0
 11 29  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₂O₇

Average Mass

316.2650 Da

Monoisotopic Mass

316.05830 Da

IUPAC Name

methyl 2-(3,4-dihydroxyphenyl)-4,6-dihydroxy-1-benzofuran-3-carboxylate

Traditional Name

methyl 2-(3,4-dihydroxyphenyl)-4,6-dihydroxy-1-benzofuran-3-carboxylate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(O[H])=C2C(OC(=C2C(=O)OC([H])([H])[H])C2=C([H])C([H])=C(O[H])C(O[H])=C2[H])=C1[H]

InChI Identifier

InChI=1S/C16H12O7/c1-22-16(21)14-13-11(20)5-8(17)6-12(13)23-15(14)7-2-3-9(18)10(19)4-7/h2-6,17-20H,1H3

InChI Key

BVFAKXZUPQTNKN-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Oryza sativa	JEOL database	Han, S. J., et al, Chem. Pharm. Bull. 52, 1365 (2004)
Oryza sativa cv. Heugjinjubyeo	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
2-phenylbenzofuran
Phenylbenzofuran
Furoic acid ester
Benzofuran
Furoic acid or derivatives
Furan-3-carboxylic acid ester
Furan-3-carboxylic acid or derivatives
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carboxylic ester (CHEBI:66837 )
1-benzofurans (CHEBI:66837 )
polyphenol (CHEBI:66837 )

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	2.56	ALOGPS
logP	2.49	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.76	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	120.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	79.86 m³·mol⁻¹	ChemAxon
Polarizability	31.21 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

C00019252

Chemspider ID

8262635

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

66837

Good Scents ID

Not Available

References

General References

Han SJ, Ryu SN, Kang SS: A new 2-arylbenzofuran with antioxidant activity from the black colored rice (Oryza sativa L.) bran. Chem Pharm Bull (Tokyo). 2004 Nov;52(11):1365-6. doi: 10.1248/cpb.52.1365. [PubMed:15516765 ]
Moon HI, Lee JH, Lee YC, Kim SK: Inhibitory effects of isolated compounds from black coloured rice bran on the complement classical pathway. Phytother Res. 2011 Sep;25(9):1418-20. doi: 10.1002/ptr.3485. Epub 2011 Apr 1. [PubMed:21456058 ]
Han, S. J., et al. (2004). Han, S. J., et al, Chem. Pharm. Bull. 52, 1365 (2004). Chem. Pharm. Bull..

Showing NP-Card for Oryzafuran (NP0027188)

MOL for NP0027188 (Oryzafuran)

3D MOL for NP0027188 (Oryzafuran)

3D SDF for NP0027188 (Oryzafuran)

3D-SDF for NP0027188 (Oryzafuran)

PDB for NP0027188 (Oryzafuran)

3D PDB for NP0027188 (Oryzafuran)

SMILES for NP0027188 (Oryzafuran)

INCHI for NP0027188 (Oryzafuran)

Structure for NP0027188 (Oryzafuran)

3D Structure for NP0027188 (Oryzafuran)