NP-MRD: Showing NP-Card for (E)-pterulinic acid (NP0023452)

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Record Information

Version

2.0

Created at

2021-01-06 08:32:02 UTC

Updated at

2021-07-15 17:41:47 UTC

NP-MRD ID

NP0023452

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(E)-pterulinic acid

Provided By

NPAtlas

Description

(E)-Pterulinic acid is also known as (e)-pterulinate. (E)-pterulinic acid is found in Pterula and Puterula sp. 82168. Based on a literature review very few articles have been published on (E)-Pterulinic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105423D          

 31 33  0  0  0  0            999 V2000
    5.5918    0.8498    1.7597 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4644    0.8399    0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0566    1.8742   -0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7298   -0.1946   -0.1845 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2411   -0.1097   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4567   -1.2163   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.8466   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749   -1.4641   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   -0.7825    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182    0.5097    0.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    1.1167    0.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1958    0.4531    0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4723    0.8428    0.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3082    1.2720    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6537    1.2883    0.6018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1888    0.1615   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2859    0.3805   -0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9525   -0.9524   -1.8209 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6556   -1.1992   -0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4141   -1.6243   -0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4271    2.4798   -0.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597   -1.2367    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9263   -0.2284   -1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -2.1795   -0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1215   -2.4825   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361    2.1315    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2407    1.3881    1.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    2.2588    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7444    1.3402   -0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4132   -1.9753   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -2.6946   -0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 13  5  1  0  0  0  0
 12  7  1  0  0  0  0
 20  9  1  0  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  6 24  1  0  0  0  0
  8 25  1  0  0  0  0
 11 26  1  0  0  0  0
 15 27  1  0  0  0  0
 15 28  1  0  0  0  0
 17 29  1  0  0  0  0
 19 30  1  0  0  0  0
 20 31  1  0  0  0  0
M  END

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    5.5918    0.8498    1.7597 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4644    0.8399    0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0566    1.8742   -0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7298   -0.1946   -0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2411   -0.1097   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4567   -1.2163   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.8466   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749   -1.4641   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   -0.7825    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182    0.5097    0.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    1.1167    0.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1958    0.4531    0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4723    0.8428    0.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3082    1.2720    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6537    1.2883    0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1888    0.1615   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2859    0.3805   -0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9525   -0.9524   -1.8209 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6556   -1.1992   -0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4141   -1.6243   -0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4271    2.4798   -0.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597   -1.2367    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9263   -0.2284   -1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -2.1795   -0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1215   -2.4825   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361    2.1315    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2407    1.3881    1.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    2.2588    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7444    1.3402   -0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4132   -1.9753   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -2.6946   -0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 13  5  1  0
 12  7  1  0
 20  9  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  8 25  1  0
 11 26  1  0
 15 27  1  0
 15 28  1  0
 17 29  1  0
 19 30  1  0
 20 31  1  0
M  END


  Mrv1652306242105423D          

 31 33  0  0  0  0            999 V2000
    5.5918    0.8498    1.7597 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4644    0.8399    0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0566    1.8742   -0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7298   -0.1946   -0.1845 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2411   -0.1097   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4567   -1.2163   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.8466   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749   -1.4641   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   -0.7825    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182    0.5097    0.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    1.1167    0.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1958    0.4531    0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4723    0.8428    0.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3082    1.2720    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6537    1.2883    0.6018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1888    0.1615   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2859    0.3805   -0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9525   -0.9524   -1.8209 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6556   -1.1992   -0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4141   -1.6243   -0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4271    2.4798   -0.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597   -1.2367    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9263   -0.2284   -1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -2.1795   -0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1215   -2.4825   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361    2.1315    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2407    1.3881    1.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    2.2588    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7444    1.3402   -0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4132   -1.9753   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -2.6946   -0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 13  5  1  0  0  0  0
 12  7  1  0  0  0  0
 20  9  1  0  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  6 24  1  0  0  0  0
  8 25  1  0  0  0  0
 11 26  1  0  0  0  0
 15 27  1  0  0  0  0
 15 28  1  0  0  0  0
 17 29  1  0  0  0  0
 19 30  1  0  0  0  0
 20 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0023452

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])C1=C([H])C2=C([H])C3=C(OC([H])([H])\C(=C(/[H])Cl)C([H])=C3[H])C([H])=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C15H11ClO4/c16-7-9-1-2-10-3-11-4-12(5-15(17)18)20-14(11)6-13(10)19-8-9/h1-4,6-7H,5,8H2,(H,17,18)/b9-7+

> <INCHI_KEY>
MMKVRUNBWGNULK-VQHVLOKHSA-N

> <FORMULA>
C15H11ClO4

> <MOLECULAR_WEIGHT>
290.7

> <EXACT_MASS>
290.0345865

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
29.60219485613915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(12E)-12-(chloromethylidene)-4,14-dioxatricyclo[7.5.0.0^{3,7}]tetradeca-1(9),2,5,7,10-pentaen-5-yl]acetic acid

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
2.5947298159999996

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.320882238553229

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8880191440141934

> <JCHEM_POLAR_SURFACE_AREA>
59.67

> <JCHEM_REFRACTIVITY>
75.1493

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(12E)-12-(chloromethylidene)-4,14-dioxatricyclo[7.5.0.0^{3,7}]tetradeca-1(9),2,5,7,10-pentaen-5-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
    5.5918    0.8498    1.7597 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4644    0.8399    0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0566    1.8742   -0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7298   -0.1946   -0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2411   -0.1097   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4567   -1.2163   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.8466   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749   -1.4641   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   -0.7825    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182    0.5097    0.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    1.1167    0.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1958    0.4531    0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4723    0.8428    0.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3082    1.2720    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6537    1.2883    0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1888    0.1615   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2859    0.3805   -0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9525   -0.9524   -1.8209 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6556   -1.1992   -0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4141   -1.6243   -0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4271    2.4798   -0.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597   -1.2367    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9263   -0.2284   -1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -2.1795   -0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1215   -2.4825   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361    2.1315    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2407    1.3881    1.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    2.2588    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7444    1.3402   -0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4132   -1.9753   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -2.6946   -0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
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  9 10  2  0
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 13  5  1  0
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 19 30  1  0
 20 31  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       5.592   0.850   1.760  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.464   0.840   0.532  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.057   1.874  -0.216  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.730  -0.195  -0.185  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.241  -0.110  -0.024  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.457  -1.216  -0.337  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.144  -0.847  -0.098  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.075  -1.464  -0.211  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.228  -0.783   0.119  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.218   0.510   0.563  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.015   1.117   0.670  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.196   0.453   0.344  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.472   0.843   0.370  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.308   1.272   0.915  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.654   1.288   0.602  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.189   0.162  -0.157  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.286   0.381  -0.899  0.00  0.00           C+0
HETATM   18 Cl   UNK     0      -5.952  -0.952  -1.821  0.00  0.00          Cl+0
HETATM   19  C   UNK     0      -3.656  -1.199  -0.197  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.414  -1.624  -0.084  0.00  0.00           C+0
HETATM   21  H   UNK     0       5.427   2.480  -0.768  0.00  0.00           H+0
HETATM   22  H   UNK     0       5.060  -1.237   0.166  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.926  -0.228  -1.275  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.755  -2.180  -0.698  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.122  -2.482  -0.566  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.036   2.131   1.026  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.241   1.388   1.545  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.874   2.259   0.064  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.744   1.340  -0.929  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.413  -1.975  -0.348  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.199  -2.695  -0.144  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   21                                                       
CONECT    4    2    5   22   23                                             
CONECT    5    4    6   13                                                  
CONECT    6    5    7   24                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   25                                                  
CONECT    9    8   10   20                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12   26                                                  
CONECT   12   11   13    7                                                  
CONECT   13   12    5                                                       
CONECT   14   10   15                                                       
CONECT   15   14   16   27   28                                             
CONECT   16   15   17   19                                                  
CONECT   17   16   18   29                                                  
CONECT   18   17                                                            
CONECT   19   16   20   30                                                  
CONECT   20   19    9   31                                                  
CONECT   21    3                                                            
CONECT   22    4                                                            
CONECT   23    4                                                            
CONECT   24    6                                                            
CONECT   25    8                                                            
CONECT   26   11                                                            
CONECT   27   15                                                            
CONECT   28   15                                                            
CONECT   29   17                                                            
CONECT   30   19                                                            
CONECT   31   20                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

RDKit          3D

31 33  0  0  0  0  0  0  0  0999 V2000
    5.5918    0.8498    1.7597 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4644    0.8399    0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0566    1.8742   -0.2163 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7298   -0.1946   -0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2411   -0.1097   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4567   -1.2163   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -0.8466   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0749   -1.4641   -0.2110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   -0.7825    0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2182    0.5097    0.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    1.1167    0.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1958    0.4531    0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4723    0.8428    0.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3082    1.2720    0.9154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6537    1.2883    0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1888    0.1615   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2859    0.3805   -0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9525   -0.9524   -1.8209 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6556   -1.1992   -0.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4141   -1.6243   -0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4271    2.4798   -0.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597   -1.2367    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9263   -0.2284   -1.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7550   -2.1795   -0.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1215   -2.4825   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0361    2.1315    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2407    1.3881    1.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    2.2588    0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7444    1.3402   -0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4132   -1.9753   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -2.6946   -0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 13  5  1  0
 12  7  1  0
 20  9  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  6 24  1  0
  8 25  1  0
 11 26  1  0
 15 27  1  0
 15 28  1  0
 17 29  1  0
 19 30  1  0
 20 31  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(e)-Pterulinate	Generator
2-[(12E)-12-(Chloromethylidene)-4,14-dioxatricyclo[7.5.0.0,]tetradeca-1,3(7),5,8,10-pentaen-5-yl]acetate	Generator

Chemical Formula

C₁₅H₁₁ClO₄

Average Mass

290.7000 Da

Monoisotopic Mass

290.03459 Da

IUPAC Name

2-[(12E)-12-(chloromethylidene)-4,14-dioxatricyclo[7.5.0.0^{3,7}]tetradeca-1(9),2,5,7,10-pentaen-5-yl]acetic acid

Traditional Name

[(12E)-12-(chloromethylidene)-4,14-dioxatricyclo[7.5.0.0^{3,7}]tetradeca-1(9),2,5,7,10-pentaen-5-yl]acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CC1=CC2=CC3=C(OC\C(=C\Cl)C=C3)C=C2O1

InChI Identifier

InChI=1S/C15H11ClO4/c16-7-9-1-2-10-3-11-4-12(5-15(17)18)20-14(11)6-13(10)19-8-9/h1-4,6-7H,5,8H2,(H,17,18)/b9-7+

InChI Key

MMKVRUNBWGNULK-VQHVLOKHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pterula	NPAtlas	9186558
Puterula sp. 82168	-	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	3.14	ALOGPS
logP	2.59	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.32	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.15 m³·mol⁻¹	ChemAxon
Polarizability	29.6 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

NPAtlas ID

NPA002705

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016319

Chemspider ID

8215461

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10039897

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (E)-pterulinic acid (NP0023452)

MOL for NP0023452 ((E)-pterulinic acid)

3D MOL for NP0023452 ((E)-pterulinic acid)

3D SDF for NP0023452 ((E)-pterulinic acid)

3D-SDF for NP0023452 ((E)-pterulinic acid)

PDB for NP0023452 ((E)-pterulinic acid)

3D PDB for NP0023452 ((E)-pterulinic acid)

SMILES for NP0023452 ((E)-pterulinic acid)

INCHI for NP0023452 ((E)-pterulinic acid)

Structure for NP0023452 ((E)-pterulinic acid)

3D Structure for NP0023452 ((E)-pterulinic acid)