NP-MRD: Showing NP-Card for (Z)-rubrolide P (NP0037084)

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Record Information

Version

2.0

Created at

2021-06-20 20:05:29 UTC

Updated at

2021-06-30 00:09:05 UTC

NP-MRD ID

NP0037084

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(Z)-rubrolide P

Provided By

JEOL Database JEOL Logo

Description

4-(3,5-Dibromo-4-hydroxyphenyl)-5-[(Z)-4-methoxybenzylidene]-2,5-dihydrofuran-2-one belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. (Z)-rubrolide P is found in Pseudodistoma antinboja. (Z)-rubrolide P was first documented in 2012 (Wang, W., et al.). Based on a literature review very few articles have been published on 4-(3,5-Dibromo-4-hydroxyphenyl)-5-[(Z)-4-methoxybenzylidene]-2,5-dihydrofuran-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122053D          

 36 38  0  0  0  0            999 V2000
    1.1071    5.3277   -4.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1005    5.0119   -3.5792 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2023    3.8011   -2.9523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7830    3.5538   -1.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7969    2.3537   -1.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1851    1.3824   -1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1146    0.1186   -0.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1581   -0.5357   -0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684   -0.0756   -0.2888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037   -0.9910    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105   -0.9492    0.5816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3481   -2.0550    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1138   -1.7597    0.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317   -2.6178    0.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6919   -3.3036   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868   -4.1198    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6521   -5.0288   -1.3203 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -4.2610    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3062   -5.0587    1.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -3.5782    2.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1361   -3.7262    4.2502 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804   -2.7597    2.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    1.6268   -2.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733    2.8304   -3.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0832    4.6303   -5.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0983    5.3534   -4.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    6.3283   -4.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    4.3032   -1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5783    2.1945   -0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8929   -0.2700   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126   -2.8903    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3499   -3.2027   -1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6328   -5.4514    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204   -2.2261    2.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9225    0.8829   -2.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9545    2.9720   -3.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  2  0  0  0  0
 10 11  2  0  0  0  0
 18 20  1  0  0  0  0
 20 22  2  0  0  0  0
 22 14  1  0  0  0  0
 13 14  1  0  0  0  0
  6  5  2  0  0  0  0
  8  9  1  0  0  0  0
  5  4  1  0  0  0  0
  8  7  2  0  0  0  0
  4  3  2  0  0  0  0
  9 10  1  0  0  0  0
  3 24  1  0  0  0  0
  7  6  1  0  0  0  0
 24 23  2  0  0  0  0
 23  6  1  0  0  0  0
 10 12  1  0  0  0  0
 18 19  1  0  0  0  0
 14 15  2  0  0  0  0
 16 17  1  0  0  0  0
 12 13  2  0  0  0  0
 20 21  1  0  0  0  0
 15 16  1  0  0  0  0
  3  2  1  0  0  0  0
 13  8  1  0  0  0  0
  2  1  1  0  0  0  0
 12 31  1  0  0  0  0
  7 30  1  0  0  0  0
 15 32  1  0  0  0  0
 22 34  1  0  0  0  0
  5 29  1  0  0  0  0
  4 28  1  0  0  0  0
 24 36  1  0  0  0  0
 23 35  1  0  0  0  0
 19 33  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
M  END

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    1.1071    5.3277   -4.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1005    5.0119   -3.5792 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2023    3.8011   -2.9523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7830    3.5538   -1.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7969    2.3537   -1.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1851    1.3824   -1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1146    0.1186   -0.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1581   -0.5357   -0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684   -0.0756   -0.2888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037   -0.9910    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105   -0.9492    0.5816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3481   -2.0550    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1138   -1.7597    0.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317   -2.6178    0.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6919   -3.3036   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868   -4.1198    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6521   -5.0288   -1.3203 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -4.2610    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3062   -5.0587    1.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -3.5782    2.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1361   -3.7262    4.2502 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804   -2.7597    2.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    1.6268   -2.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733    2.8304   -3.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0832    4.6303   -5.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0983    5.3534   -4.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    6.3283   -4.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    4.3032   -1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5783    2.1945   -0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8929   -0.2700   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126   -2.8903    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3499   -3.2027   -1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6328   -5.4514    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204   -2.2261    2.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9225    0.8829   -2.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9545    2.9720   -3.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  2  0
 10 11  2  0
 18 20  1  0
 20 22  2  0
 22 14  1  0
 13 14  1  0
  6  5  2  0
  8  9  1  0
  5  4  1  0
  8  7  2  0
  4  3  2  0
  9 10  1  0
  3 24  1  0
  7  6  1  0
 24 23  2  0
 23  6  1  0
 10 12  1  0
 18 19  1  0
 14 15  2  0
 16 17  1  0
 12 13  2  0
 20 21  1  0
 15 16  1  0
  3  2  1  0
 13  8  1  0
  2  1  1  0
 12 31  1  0
  7 30  1  0
 15 32  1  0
 22 34  1  0
  5 29  1  0
  4 28  1  0
 24 36  1  0
 23 35  1  0
 19 33  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END


  Mrv1652306202122053D          

 36 38  0  0  0  0            999 V2000
    1.1071    5.3277   -4.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1005    5.0119   -3.5792 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2023    3.8011   -2.9523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7830    3.5538   -1.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7969    2.3537   -1.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1851    1.3824   -1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1146    0.1186   -0.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1581   -0.5357   -0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684   -0.0756   -0.2888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037   -0.9910    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105   -0.9492    0.5816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3481   -2.0550    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1138   -1.7597    0.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317   -2.6178    0.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6919   -3.3036   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868   -4.1198    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6521   -5.0288   -1.3203 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -4.2610    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3062   -5.0587    1.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -3.5782    2.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1361   -3.7262    4.2502 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804   -2.7597    2.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    1.6268   -2.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733    2.8304   -3.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0832    4.6303   -5.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0983    5.3534   -4.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    6.3283   -4.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    4.3032   -1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5783    2.1945   -0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8929   -0.2700   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126   -2.8903    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3499   -3.2027   -1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6328   -5.4514    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204   -2.2261    2.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9225    0.8829   -2.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9545    2.9720   -3.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  2  0  0  0  0
 10 11  2  0  0  0  0
 18 20  1  0  0  0  0
 20 22  2  0  0  0  0
 22 14  1  0  0  0  0
 13 14  1  0  0  0  0
  6  5  2  0  0  0  0
  8  9  1  0  0  0  0
  5  4  1  0  0  0  0
  8  7  2  0  0  0  0
  4  3  2  0  0  0  0
  9 10  1  0  0  0  0
  3 24  1  0  0  0  0
  7  6  1  0  0  0  0
 24 23  2  0  0  0  0
 23  6  1  0  0  0  0
 10 12  1  0  0  0  0
 18 19  1  0  0  0  0
 14 15  2  0  0  0  0
 16 17  1  0  0  0  0
 12 13  2  0  0  0  0
 20 21  1  0  0  0  0
 15 16  1  0  0  0  0
  3  2  1  0  0  0  0
 13  8  1  0  0  0  0
  2  1  1  0  0  0  0
 12 31  1  0  0  0  0
  7 30  1  0  0  0  0
 15 32  1  0  0  0  0
 22 34  1  0  0  0  0
  5 29  1  0  0  0  0
  4 28  1  0  0  0  0
 24 36  1  0  0  0  0
 23 35  1  0  0  0  0
 19 33  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
M  END
> <DATABASE_ID>
NP0037084

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(Br)C([H])=C(C([H])=C1Br)C1=C([H])C(=O)O\C1=C(\[H])C1=C([H])C([H])=C(OC([H])([H])[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H12Br2O4/c1-23-12-4-2-10(3-5-12)6-16-13(9-17(21)24-16)11-7-14(19)18(22)15(20)8-11/h2-9,22H,1H3/b16-6-

> <INCHI_KEY>
KBZLYXAVDMVYSJ-SOFYXZRVSA-N

> <FORMULA>
C18H12Br2O4

> <MOLECULAR_WEIGHT>
452.098

> <EXACT_MASS>
449.910235

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
38.484917887098405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-4-(3,5-dibromo-4-hydroxyphenyl)-5-[(4-methoxyphenyl)methylidene]-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
5.36

> <JCHEM_LOGP>
4.952127619

> <ALOGPS_LOGS>
-5.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.434906048944858

> <JCHEM_PKA_STRONGEST_BASIC>
-4.823419407759875

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
99.84530000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5Z)-4-(3,5-dibromo-4-hydroxyphenyl)-5-[(4-methoxyphenyl)methylidene]furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
    1.1071    5.3277   -4.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1005    5.0119   -3.5792 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2023    3.8011   -2.9523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7830    3.5538   -1.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7969    2.3537   -1.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1851    1.3824   -1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1146    0.1186   -0.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1581   -0.5357   -0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684   -0.0756   -0.2888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037   -0.9910    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105   -0.9492    0.5816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3481   -2.0550    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1138   -1.7597    0.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317   -2.6178    0.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6919   -3.3036   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868   -4.1198    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6521   -5.0288   -1.3203 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -4.2610    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3062   -5.0587    1.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -3.5782    2.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1361   -3.7262    4.2502 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804   -2.7597    2.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    1.6268   -2.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733    2.8304   -3.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0832    4.6303   -5.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0983    5.3534   -4.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    6.3283   -4.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    4.3032   -1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5783    2.1945   -0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8929   -0.2700   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126   -2.8903    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3499   -3.2027   -1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6328   -5.4514    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204   -2.2261    2.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9225    0.8829   -2.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9545    2.9720   -3.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  2  0
 10 11  2  0
 18 20  1  0
 20 22  2  0
 22 14  1  0
 13 14  1  0
  6  5  2  0
  8  9  1  0
  5  4  1  0
  8  7  2  0
  4  3  2  0
  9 10  1  0
  3 24  1  0
  7  6  1  0
 24 23  2  0
 23  6  1  0
 10 12  1  0
 18 19  1  0
 14 15  2  0
 16 17  1  0
 12 13  2  0
 20 21  1  0
 15 16  1  0
  3  2  1  0
 13  8  1  0
  2  1  1  0
 12 31  1  0
  7 30  1  0
 15 32  1  0
 22 34  1  0
  5 29  1  0
  4 28  1  0
 24 36  1  0
 23 35  1  0
 19 33  1  0
  1 25  1  0
  1 26  1  0
  1 27  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       1.107   5.328  -4.533  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.101   5.012  -3.579  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.202   3.801  -2.952  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.783   3.554  -1.995  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.797   2.354  -1.278  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.185   1.382  -1.501  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.115   0.119  -0.753  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.158  -0.536  -0.219  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.468  -0.076  -0.289  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.204  -0.991   0.410  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.410  -0.949   0.582  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.348  -2.055   0.927  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.114  -1.760   0.528  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.032  -2.618   0.836  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.692  -3.304  -0.192  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.787  -4.120   0.101  0.00  0.00           C+0
HETATM   17 Br   UNK     0      -2.652  -5.029  -1.320  0.00  0.00          Br+0
HETATM   18  C   UNK     0      -2.234  -4.261   1.418  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.306  -5.059   1.716  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.577  -3.578   2.444  0.00  0.00           C+0
HETATM   21 Br   UNK     0      -2.136  -3.726   4.250  0.00  0.00          Br+0
HETATM   22  C   UNK     0      -0.480  -2.760   2.155  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.160   1.627  -2.475  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.173   2.830  -3.192  0.00  0.00           C+0
HETATM   25  H   UNK     0       1.083   4.630  -5.377  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.098   5.353  -4.068  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.896   6.328  -4.922  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.547   4.303  -1.805  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.578   2.195  -0.538  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.893  -0.270  -0.623  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.713  -2.890   1.496  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.350  -3.203  -1.221  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.633  -5.451   0.886  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.020  -2.226   2.961  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.923   0.883  -2.695  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.954   2.972  -3.931  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3    4   24    2                                                  
CONECT    4    5    3   28                                                  
CONECT    5    6    4   29                                                  
CONECT    6    5    7   23                                                  
CONECT    7    8    6   30                                                  
CONECT    8    9    7   13                                                  
CONECT    9    8   10                                                       
CONECT   10   11    9   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   31                                                  
CONECT   13   14   12    8                                                  
CONECT   14   22   13   15                                                  
CONECT   15   14   16   32                                                  
CONECT   16   18   17   15                                                  
CONECT   17   16                                                            
CONECT   18   16   20   19                                                  
CONECT   19   18   33                                                       
CONECT   20   18   22   21                                                  
CONECT   21   20                                                            
CONECT   22   20   14   34                                                  
CONECT   23   24    6   35                                                  
CONECT   24    3   23   36                                                  
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    5                                                            
CONECT   30    7                                                            
CONECT   31   12                                                            
CONECT   32   15                                                            
CONECT   33   19                                                            
CONECT   34   22                                                            
CONECT   35   23                                                            
CONECT   36   24                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

RDKit          3D

36 38  0  0  0  0  0  0  0  0999 V2000
    1.1071    5.3277   -4.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1005    5.0119   -3.5792 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2023    3.8011   -2.9523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7830    3.5538   -1.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7969    2.3537   -1.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1851    1.3824   -1.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1146    0.1186   -0.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1581   -0.5357   -0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684   -0.0756   -0.2888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037   -0.9910    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105   -0.9492    0.5816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3481   -2.0550    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1138   -1.7597    0.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317   -2.6178    0.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6919   -3.3036   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868   -4.1198    0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6521   -5.0288   -1.3203 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2336   -4.2610    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3062   -5.0587    1.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -3.5782    2.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1361   -3.7262    4.2502 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4804   -2.7597    2.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    1.6268   -2.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733    2.8304   -3.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0832    4.6303   -5.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0983    5.3534   -4.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962    6.3283   -4.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    4.3032   -1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5783    2.1945   -0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8929   -0.2700   -0.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126   -2.8903    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3499   -3.2027   -1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6328   -5.4514    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204   -2.2261    2.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9225    0.8829   -2.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9545    2.9720   -3.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 18  2  0
 10 11  2  0
 18 20  1  0
 20 22  2  0
 22 14  1  0
 13 14  1  0
  6  5  2  0
  8  9  1  0
  5  4  1  0
  8  7  2  0
  4  3  2  0
  9 10  1  0
  3 24  1  0
  7  6  1  0
 24 23  2  0
 23  6  1  0
 10 12  1  0
 18 19  1  0
 14 15  2  0
 16 17  1  0
 12 13  2  0
 20 21  1  0
 15 16  1  0
  3  2  1  0
 13  8  1  0
  2  1  1  0
 12 31  1  0
  7 30  1  0
 15 32  1  0
 22 34  1  0
  5 29  1  0
  4 28  1  0
 24 36  1  0
 23 35  1  0
 19 33  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₂Br₂O₄

Average Mass

452.0980 Da

Monoisotopic Mass

449.91024 Da

IUPAC Name

(5Z)-4-(3,5-dibromo-4-hydroxyphenyl)-5-[(4-methoxyphenyl)methylidene]-2,5-dihydrofuran-2-one

Traditional Name

(5Z)-4-(3,5-dibromo-4-hydroxyphenyl)-5-[(4-methoxyphenyl)methylidene]furan-2-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(Br)C([H])=C(C([H])=C1Br)C1=C([H])C(=O)O\C1=C(\[H])C1=C([H])C([H])=C(OC([H])([H])[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C18H12Br2O4/c1-23-12-4-2-10(3-5-12)6-16-13(9-17(21)24-16)11-7-14(19)18(22)15(20)8-11/h2-9,22H,1H3/b16-6-

InChI Key

KBZLYXAVDMVYSJ-SOFYXZRVSA-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
Pseudodistoma antinboja	JEOL database	Wang, W., et al, J. Nat. Prod. 75, 2049 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Phenoxy compound
Anisole
Methoxybenzene
2-halophenol
2-bromophenol
Alkyl aryl ether
Halobenzene
Phenol
Bromobenzene
Aryl bromide
Aryl halide
Monocyclic benzene moiety
2-furanone
Dihydrofuran
Enol ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Lactone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Ether
Organohalogen compound
Organic oxygen compound
Carbonyl group
Organobromide
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	5.36	ALOGPS
logP	4.95	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	6.43	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	99.85 m³·mol⁻¹	ChemAxon
Polarizability	38.48 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

28536056

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71462939

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang, W., et al. (2012). Wang, W., et al, J. Nat. Prod. 75, 2049 (2012). J. Nat. Prod..

Showing NP-Card for (Z)-rubrolide P (NP0037084)

MOL for NP0037084 ((Z)-rubrolide P)

3D MOL for NP0037084 ((Z)-rubrolide P)

3D SDF for NP0037084 ((Z)-rubrolide P)

3D-SDF for NP0037084 ((Z)-rubrolide P)

PDB for NP0037084 ((Z)-rubrolide P)

3D PDB for NP0037084 ((Z)-rubrolide P)

SMILES for NP0037084 ((Z)-rubrolide P)

INCHI for NP0037084 ((Z)-rubrolide P)

Structure for NP0037084 ((Z)-rubrolide P)

3D Structure for NP0037084 ((Z)-rubrolide P)