NP-MRD: Showing NP-Card for corsifuran A (NP0027772)

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Record Information

Version

2.0

Created at

2021-06-19 19:50:27 UTC

Updated at

2021-06-29 23:54:05 UTC

NP-MRD ID

NP0027772

Secondary Accession Numbers

None

Natural Product Identification

Common Name

corsifuran A

Provided By

JEOL Database JEOL Logo

Description

corsifuran A is found in Corsinia coriandrina. corsifuran A was first documented in 2004 (PMID: 15541739). Based on a literature review very few articles have been published on (+)-Corsifuran A (PMID: 18336034).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192121503D          

 35 37  0  0  0  0            999 V2000
   -2.7710    3.7017    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    3.6375    0.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525    2.9872   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204    2.3635    0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    1.7300   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441    1.7150   -1.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444    1.0087   -2.6301 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2119   -0.4707   -2.8992 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5746   -1.0403   -2.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343   -2.3003   -3.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -2.6201   -2.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7338   -3.8861   -3.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0839   -4.2676   -3.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2205   -1.6714   -2.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374   -0.4044   -1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4178   -0.1148   -2.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8115    1.0779   -1.9161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6009    2.3380   -2.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6362    2.9689   -1.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8493    2.7011    1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9080    4.2434    1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    4.2578    1.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898    2.3487    1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2124    1.2468    0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116    1.5359   -3.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.6073   -3.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -0.9072   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721   -3.0343   -3.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194   -4.2572   -1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2067   -5.2946   -3.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7757   -3.6339   -3.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2613   -1.8916   -2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3813    0.3316   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    2.3407   -3.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4388    3.4520   -2.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0  0  0  0
 10  9  2  0  0  0  0
 16  9  1  0  0  0  0
  6  5  2  0  0  0  0
 15 14  1  0  0  0  0
  5  4  1  0  0  0  0
 16 15  2  0  0  0  0
  4  3  2  0  0  0  0
 14 11  2  0  0  0  0
  3 19  1  0  0  0  0
 19 18  2  0  0  0  0
 18  6  1  0  0  0  0
  7  6  1  0  0  0  0
 11 10  1  0  0  0  0
  3  2  1  0  0  0  0
  9  8  1  0  0  0  0
  2  1  1  0  0  0  0
  8  7  1  0  0  0  0
 11 12  1  0  0  0  0
  7 17  1  0  0  0  0
 12 13  1  0  0  0  0
 15 33  1  0  0  0  0
 14 32  1  0  0  0  0
 10 28  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  7 25  1  6  0  0  0
  5 24  1  0  0  0  0
  4 23  1  0  0  0  0
 19 35  1  0  0  0  0
 18 34  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
 13 29  1  0  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
M  END

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
   -2.7710    3.7017    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    3.6375    0.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525    2.9872   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204    2.3635    0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    1.7300   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441    1.7150   -1.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444    1.0087   -2.6301 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2119   -0.4707   -2.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5746   -1.0403   -2.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343   -2.3003   -3.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -2.6201   -2.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7338   -3.8861   -3.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0839   -4.2676   -3.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2205   -1.6714   -2.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374   -0.4044   -1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4178   -0.1148   -2.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8115    1.0779   -1.9161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6009    2.3380   -2.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6362    2.9689   -1.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8493    2.7011    1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9080    4.2434    1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    4.2578    1.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898    2.3487    1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2124    1.2468    0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116    1.5359   -3.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.6073   -3.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -0.9072   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721   -3.0343   -3.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194   -4.2572   -1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2067   -5.2946   -3.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7757   -3.6339   -3.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2613   -1.8916   -2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3813    0.3316   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    2.3407   -3.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4388    3.4520   -2.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 10  9  2  0
 16  9  1  0
  6  5  2  0
 15 14  1  0
  5  4  1  0
 16 15  2  0
  4  3  2  0
 14 11  2  0
  3 19  1  0
 19 18  2  0
 18  6  1  0
  7  6  1  0
 11 10  1  0
  3  2  1  0
  9  8  1  0
  2  1  1  0
  8  7  1  0
 11 12  1  0
  7 17  1  0
 12 13  1  0
 15 33  1  0
 14 32  1  0
 10 28  1  0
  8 26  1  0
  8 27  1  0
  7 25  1  6
  5 24  1  0
  4 23  1  0
 19 35  1  0
 18 34  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
M  END


  Mrv1652306192121503D          

 35 37  0  0  0  0            999 V2000
   -2.7710    3.7017    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    3.6375    0.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525    2.9872   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204    2.3635    0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    1.7300   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441    1.7150   -1.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444    1.0087   -2.6301 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2119   -0.4707   -2.8992 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5746   -1.0403   -2.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343   -2.3003   -3.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -2.6201   -2.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7338   -3.8861   -3.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0839   -4.2676   -3.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2205   -1.6714   -2.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374   -0.4044   -1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4178   -0.1148   -2.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8115    1.0779   -1.9161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6009    2.3380   -2.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6362    2.9689   -1.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8493    2.7011    1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9080    4.2434    1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    4.2578    1.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898    2.3487    1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2124    1.2468    0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116    1.5359   -3.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.6073   -3.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -0.9072   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721   -3.0343   -3.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194   -4.2572   -1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2067   -5.2946   -3.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7757   -3.6339   -3.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2613   -1.8916   -2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3813    0.3316   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    2.3407   -3.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4388    3.4520   -2.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0  0  0  0
 10  9  2  0  0  0  0
 16  9  1  0  0  0  0
  6  5  2  0  0  0  0
 15 14  1  0  0  0  0
  5  4  1  0  0  0  0
 16 15  2  0  0  0  0
  4  3  2  0  0  0  0
 14 11  2  0  0  0  0
  3 19  1  0  0  0  0
 19 18  2  0  0  0  0
 18  6  1  0  0  0  0
  7  6  1  0  0  0  0
 11 10  1  0  0  0  0
  3  2  1  0  0  0  0
  9  8  1  0  0  0  0
  2  1  1  0  0  0  0
  8  7  1  0  0  0  0
 11 12  1  0  0  0  0
  7 17  1  0  0  0  0
 12 13  1  0  0  0  0
 15 33  1  0  0  0  0
 14 32  1  0  0  0  0
 10 28  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  7 25  1  6  0  0  0
  5 24  1  0  0  0  0
  4 23  1  0  0  0  0
 19 35  1  0  0  0  0
 18 34  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
 13 29  1  0  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027772

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C2O[C@]([H])(C3=C([H])C([H])=C(OC([H])([H])[H])C([H])=C3[H])C([H])([H])C2=C([H])C(OC([H])([H])[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O3/c1-17-13-5-3-11(4-6-13)16-10-12-9-14(18-2)7-8-15(12)19-16/h3-9,16H,10H2,1-2H3/t16-/m0/s1

> <INCHI_KEY>
KEACUMVIRAXAES-INIZCTEOSA-N

> <FORMULA>
C16H16O3

> <MOLECULAR_WEIGHT>
256.301

> <EXACT_MASS>
256.109944375

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.13410680476224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-5-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-1-benzofuran

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
3.3243607126666666

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.357588445029145

> <JCHEM_POLAR_SURFACE_AREA>
27.69

> <JCHEM_REFRACTIVITY>
73.04000000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.27e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-5-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-1-benzofuran

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
   -2.7710    3.7017    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    3.6375    0.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525    2.9872   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204    2.3635    0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    1.7300   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441    1.7150   -1.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444    1.0087   -2.6301 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2119   -0.4707   -2.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5746   -1.0403   -2.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343   -2.3003   -3.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -2.6201   -2.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7338   -3.8861   -3.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0839   -4.2676   -3.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2205   -1.6714   -2.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374   -0.4044   -1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4178   -0.1148   -2.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8115    1.0779   -1.9161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6009    2.3380   -2.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6362    2.9689   -1.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8493    2.7011    1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9080    4.2434    1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    4.2578    1.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898    2.3487    1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2124    1.2468    0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116    1.5359   -3.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.6073   -3.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -0.9072   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721   -3.0343   -3.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194   -4.2572   -1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2067   -5.2946   -3.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7757   -3.6339   -3.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2613   -1.8916   -2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3813    0.3316   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    2.3407   -3.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4388    3.4520   -2.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 10  9  2  0
 16  9  1  0
  6  5  2  0
 15 14  1  0
  5  4  1  0
 16 15  2  0
  4  3  2  0
 14 11  2  0
  3 19  1  0
 19 18  2  0
 18  6  1  0
  7  6  1  0
 11 10  1  0
  3  2  1  0
  9  8  1  0
  2  1  1  0
  8  7  1  0
 11 12  1  0
  7 17  1  0
 12 13  1  0
 15 33  1  0
 14 32  1  0
 10 28  1  0
  8 26  1  0
  8 27  1  0
  7 25  1  6
  5 24  1  0
  4 23  1  0
 19 35  1  0
 18 34  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 13 29  1  0
 13 30  1  0
 13 31  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      -2.771   3.702   1.500  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.722   3.638   0.080  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.653   2.987  -0.471  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.620   2.364   0.228  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.418   1.730  -0.465  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.444   1.715  -1.867  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.544   1.009  -2.630  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.212  -0.471  -2.899  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.575  -1.040  -2.799  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.034  -2.300  -3.140  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.375  -2.620  -2.888  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.734  -3.886  -3.266  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.084  -4.268  -3.034  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.221  -1.671  -2.286  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.737  -0.404  -1.938  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.418  -0.115  -2.210  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.812   1.078  -1.916  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.601   2.338  -2.562  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.636   2.969  -1.867  0.00  0.00           C+0
HETATM   20  H   UNK     0      -2.849   2.701   1.937  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.908   4.243   1.901  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.671   4.258   1.778  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.590   2.349   1.312  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.212   1.247   0.101  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.712   1.536  -3.581  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.755  -0.607  -3.884  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.566  -0.907  -2.130  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.372  -3.034  -3.589  0.00  0.00           H+0
HETATM   29  H   UNK     0       6.319  -4.257  -1.965  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.207  -5.295  -3.392  0.00  0.00           H+0
HETATM   31  H   UNK     0       6.776  -3.634  -3.599  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.261  -1.892  -2.073  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.381   0.332  -1.469  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.619   2.341  -3.649  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.439   3.452  -2.419  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    3    1                                                       
CONECT    3    4   19    2                                                  
CONECT    4    5    3   23                                                  
CONECT    5    6    4   24                                                  
CONECT    6    5   18    7                                                  
CONECT    7    6    8   17   25                                             
CONECT    8    9    7   26   27                                             
CONECT    9   10   16    8                                                  
CONECT   10    9   11   28                                                  
CONECT   11   14   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   29   30   31                                             
CONECT   14   15   11   32                                                  
CONECT   15   14   16   33                                                  
CONECT   16   17    9   15                                                  
CONECT   17   16    7                                                       
CONECT   18   19    6   34                                                  
CONECT   19    3   18   35                                                  
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    4                                                            
CONECT   24    5                                                            
CONECT   25    7                                                            
CONECT   26    8                                                            
CONECT   27    8                                                            
CONECT   28   10                                                            
CONECT   29   13                                                            
CONECT   30   13                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   18                                                            
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
   -2.7710    3.7017    1.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7219    3.6375    0.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525    2.9872   -0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6204    2.3635    0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    1.7300   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441    1.7150   -1.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444    1.0087   -2.6301 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2119   -0.4707   -2.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5746   -1.0403   -2.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343   -2.3003   -3.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -2.6201   -2.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7338   -3.8861   -3.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0839   -4.2676   -3.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2205   -1.6714   -2.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374   -0.4044   -1.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4178   -0.1148   -2.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8115    1.0779   -1.9161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6009    2.3380   -2.5618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6362    2.9689   -1.8672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8493    2.7011    1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9080    4.2434    1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6714    4.2578    1.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898    2.3487    1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2124    1.2468    0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116    1.5359   -3.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.6073   -3.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -0.9072   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3721   -3.0343   -3.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194   -4.2572   -1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2067   -5.2946   -3.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7757   -3.6339   -3.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2613   -1.8916   -2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3813    0.3316   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    2.3407   -3.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4388    3.4520   -2.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 10  9  2  0
 16  9  1  0
  6  5  2  0
 15 14  1  0
  5  4  1  0
 16 15  2  0
  4  3  2  0
 14 11  2  0
  3 19  1  0
 19 18  2  0
 18  6  1  0
  7  6  1  0
 11 10  1  0
  3  2  1  0
  9  8  1  0
  2  1  1  0
  8  7  1  0
 11 12  1  0
  7 17  1  0
 12 13  1  0
 15 33  1  0
 14 32  1  0
 10 28  1  0
  8 26  1  0
  8 27  1  0
  7 25  1  6
  5 24  1  0
  4 23  1  0
 19 35  1  0
 18 34  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₆O₃

Average Mass

256.3010 Da

Monoisotopic Mass

256.10994 Da

IUPAC Name

(2S)-5-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-1-benzofuran

Traditional Name

(2S)-5-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-1-benzofuran

CAS Registry Number

Not Available

SMILES

[H]C1=C2O[C@]([H])(C3=C([H])C([H])=C(OC([H])([H])[H])C([H])=C3[H])C([H])([H])C2=C([H])C(OC([H])([H])[H])=C1[H]

InChI Identifier

InChI=1S/C16H16O3/c1-17-13-5-3-11(4-6-13)16-10-12-9-14(18-2)7-8-15(12)19-16/h3-9,16H,10H2,1-2H3/t16-/m0/s1

InChI Key

KEACUMVIRAXAES-INIZCTEOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₆D₆, 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
Corsinia coriandrina	JEOL database	von Reuss, S. H., et al, Phytochemistry 65, 3113 (2004)

Chemical Taxonomy

Description

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
Coumaran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	3.47	ALOGPS
logP	3.32	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	27.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	73.04 m³·mol⁻¹	ChemAxon
Polarizability	29.13 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101621954

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Adams H, Gilmore NJ, Jones S, Muldowney MP, von Reuss SH, Vemula R: Asymmetric synthesis of corsifuran A by an enantioselective oxazaborolidine reduction. Org Lett. 2008 Apr 3;10(7):1457-60. doi: 10.1021/ol800239q. Epub 2008 Mar 13. [PubMed:18336034 ]
von Reuss SH, Konig WA: Corsifurans A-C, 2-arylbenzofurans of presumed stilbenoid origin from Corsinia coriandrina (Hepaticae). Phytochemistry. 2004 Dec;65(23):3113-8. doi: 10.1016/j.phytochem.2004.10.002. [PubMed:15541739 ]
von Reuss, S. H., et al. (2004). von Reuss, S. H., et al, Phytochemistry 65, 3113 (2004). Phytochem..

Showing NP-Card for corsifuran A (NP0027772)

MOL for NP0027772 (corsifuran A)

3D MOL for NP0027772 (corsifuran A)

3D SDF for NP0027772 (corsifuran A)

3D-SDF for NP0027772 (corsifuran A)

PDB for NP0027772 (corsifuran A)

3D PDB for NP0027772 (corsifuran A)

SMILES for NP0027772 (corsifuran A)

INCHI for NP0027772 (corsifuran A)

Structure for NP0027772 (corsifuran A)

3D Structure for NP0027772 (corsifuran A)