NP-MRD: Showing NP-Card for tragopogonic acid (NP0031305)

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Record Information

Version

2.0

Created at

2021-06-19 22:25:28 UTC

Updated at

2021-06-29 23:59:48 UTC

NP-MRD ID

NP0031305

Secondary Accession Numbers

None

Natural Product Identification

Common Name

tragopogonic acid

Provided By

JEOL Database JEOL Logo

Description

Tragopogonic acid, also known as tragopogonate, belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. tragopogonic acid is found in Tragopogon porrifolius subsp. porrifolius. tragopogonic acid was first documented in 2005 (PMID: 15964041). Based on a literature review very few articles have been published on Tragopogonic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100253D          

 33 34  0  0  0  0            999 V2000
    1.8759   -1.7450   -1.6376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9470   -0.9561   -1.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284   -0.3575   -3.1781 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6835   -0.6372   -4.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3283   -1.4776   -5.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2497   -1.7934   -6.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -2.6086   -7.3123 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417   -1.2947   -6.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9138   -0.4656   -5.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2139   -0.0298   -5.2347 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -0.1146   -4.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    0.8149   -3.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512    1.4356   -2.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7308    0.9377   -2.9455 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0810   -0.5890   -0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4221   -1.0891    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3554   -0.7836    1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4770    0.0233    1.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664    0.3483    2.6486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308    0.5261    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0541    0.2213   -0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4845    0.7252   -3.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3306   -0.7843   -3.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3280   -1.9009   -5.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5912   -2.7704   -7.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -1.5377   -7.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4057    0.3947   -4.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8161    1.5200   -2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -1.7219    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700   -1.1823    2.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995   -0.0640    3.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112    1.1560    0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    0.6300   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 15  1  0  0  0  0
  6  5  2  0  0  0  0
 15 16  2  0  0  0  0
 11  9  1  0  0  0  0
 16 17  1  0  0  0  0
  9  8  2  0  0  0  0
 17 18  2  0  0  0  0
  8  6  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
  4  3  1  0  0  0  0
  9 10  1  0  0  0  0
  5  4  1  0  0  0  0
 11 12  1  0  0  0  0
  3  2  1  0  0  0  0
 12 14  1  0  0  0  0
  6  7  1  0  0  0  0
  2 15  1  0  0  0  0
 18 19  1  0  0  0  0
 12 13  2  0  0  0  0
  4 11  2  0  0  0  0
  2  1  2  0  0  0  0
  7 25  1  0  0  0  0
  8 26  1  0  0  0  0
  5 24  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
 21 33  1  0  0  0  0
 16 29  1  0  0  0  0
 17 30  1  0  0  0  0
 20 32  1  0  0  0  0
 10 27  1  0  0  0  0
 14 28  1  0  0  0  0
 19 31  1  0  0  0  0
M  END

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    1.8759   -1.7450   -1.6376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9470   -0.9561   -1.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284   -0.3575   -3.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6835   -0.6372   -4.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3283   -1.4776   -5.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2497   -1.7934   -6.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -2.6086   -7.3123 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417   -1.2947   -6.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9138   -0.4656   -5.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2139   -0.0298   -5.2347 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -0.1146   -4.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    0.8149   -3.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512    1.4356   -2.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7308    0.9377   -2.9455 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0810   -0.5890   -0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4221   -1.0891    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3554   -0.7836    1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4770    0.0233    1.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664    0.3483    2.6486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308    0.5261    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0541    0.2213   -0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4845    0.7252   -3.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3306   -0.7843   -3.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3280   -1.9009   -5.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5912   -2.7704   -7.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -1.5377   -7.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4057    0.3947   -4.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8161    1.5200   -2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -1.7219    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700   -1.1823    2.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995   -0.0640    3.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112    1.1560    0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    0.6300   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 15  1  0
  6  5  2  0
 15 16  2  0
 11  9  1  0
 16 17  1  0
  9  8  2  0
 17 18  2  0
  8  6  1  0
 18 20  1  0
 20 21  2  0
  4  3  1  0
  9 10  1  0
  5  4  1  0
 11 12  1  0
  3  2  1  0
 12 14  1  0
  6  7  1  0
  2 15  1  0
 18 19  1  0
 12 13  2  0
  4 11  2  0
  2  1  2  0
  7 25  1  0
  8 26  1  0
  5 24  1  0
  3 22  1  0
  3 23  1  0
 21 33  1  0
 16 29  1  0
 17 30  1  0
 20 32  1  0
 10 27  1  0
 14 28  1  0
 19 31  1  0
M  END


  Mrv1652306202100253D          

 33 34  0  0  0  0            999 V2000
    1.8759   -1.7450   -1.6376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9470   -0.9561   -1.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284   -0.3575   -3.1781 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6835   -0.6372   -4.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3283   -1.4776   -5.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2497   -1.7934   -6.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -2.6086   -7.3123 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417   -1.2947   -6.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9138   -0.4656   -5.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2139   -0.0298   -5.2347 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -0.1146   -4.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    0.8149   -3.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512    1.4356   -2.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7308    0.9377   -2.9455 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0810   -0.5890   -0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4221   -1.0891    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3554   -0.7836    1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4770    0.0233    1.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664    0.3483    2.6486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308    0.5261    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0541    0.2213   -0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4845    0.7252   -3.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3306   -0.7843   -3.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3280   -1.9009   -5.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5912   -2.7704   -7.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -1.5377   -7.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4057    0.3947   -4.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8161    1.5200   -2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -1.7219    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700   -1.1823    2.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995   -0.0640    3.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112    1.1560    0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    0.6300   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 15  1  0  0  0  0
  6  5  2  0  0  0  0
 15 16  2  0  0  0  0
 11  9  1  0  0  0  0
 16 17  1  0  0  0  0
  9  8  2  0  0  0  0
 17 18  2  0  0  0  0
  8  6  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
  4  3  1  0  0  0  0
  9 10  1  0  0  0  0
  5  4  1  0  0  0  0
 11 12  1  0  0  0  0
  3  2  1  0  0  0  0
 12 14  1  0  0  0  0
  6  7  1  0  0  0  0
  2 15  1  0  0  0  0
 18 19  1  0  0  0  0
 12 13  2  0  0  0  0
  4 11  2  0  0  0  0
  2  1  2  0  0  0  0
  7 25  1  0  0  0  0
  8 26  1  0  0  0  0
  5 24  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
 21 33  1  0  0  0  0
 16 29  1  0  0  0  0
 17 30  1  0  0  0  0
 20 32  1  0  0  0  0
 10 27  1  0  0  0  0
 14 28  1  0  0  0  0
 19 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031305

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(C([H])=C(O[H])C([H])=C1O[H])C([H])([H])C(=O)C1=C([H])C([H])=C(O[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O6/c16-10-3-1-8(2-4-10)12(18)6-9-5-11(17)7-13(19)14(9)15(20)21/h1-5,7,16-17,19H,6H2,(H,20,21)

> <INCHI_KEY>
LNNHADLJQPXYGH-UHFFFAOYSA-N

> <FORMULA>
C15H12O6

> <MOLECULAR_WEIGHT>
288.255

> <EXACT_MASS>
288.063388106

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.146906312957814

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4-dihydroxy-6-[2-(4-hydroxyphenyl)-2-oxoethyl]benzoic acid

> <ALOGPS_LOGP>
2.35

> <JCHEM_LOGP>
2.762120097333333

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.758283358948153

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.883564744917943

> <JCHEM_PKA_STRONGEST_BASIC>
-5.772991760685334

> <JCHEM_POLAR_SURFACE_AREA>
115.06

> <JCHEM_REFRACTIVITY>
74.38160000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dihydroxy-6-[2-(4-hydroxyphenyl)-2-oxoethyl]benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    1.8759   -1.7450   -1.6376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9470   -0.9561   -1.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284   -0.3575   -3.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6835   -0.6372   -4.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3283   -1.4776   -5.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2497   -1.7934   -6.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -2.6086   -7.3123 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417   -1.2947   -6.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9138   -0.4656   -5.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2139   -0.0298   -5.2347 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -0.1146   -4.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    0.8149   -3.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512    1.4356   -2.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7308    0.9377   -2.9455 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0810   -0.5890   -0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4221   -1.0891    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3554   -0.7836    1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4770    0.0233    1.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664    0.3483    2.6486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308    0.5261    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0541    0.2213   -0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4845    0.7252   -3.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3306   -0.7843   -3.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3280   -1.9009   -5.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5912   -2.7704   -7.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -1.5377   -7.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4057    0.3947   -4.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8161    1.5200   -2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -1.7219    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700   -1.1823    2.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995   -0.0640    3.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112    1.1560    0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    0.6300   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 15  1  0
  6  5  2  0
 15 16  2  0
 11  9  1  0
 16 17  1  0
  9  8  2  0
 17 18  2  0
  8  6  1  0
 18 20  1  0
 20 21  2  0
  4  3  1  0
  9 10  1  0
  5  4  1  0
 11 12  1  0
  3  2  1  0
 12 14  1  0
  6  7  1  0
  2 15  1  0
 18 19  1  0
 12 13  2  0
  4 11  2  0
  2  1  2  0
  7 25  1  0
  8 26  1  0
  5 24  1  0
  3 22  1  0
  3 23  1  0
 21 33  1  0
 16 29  1  0
 17 30  1  0
 20 32  1  0
 10 27  1  0
 14 28  1  0
 19 31  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  O   UNK     0       1.876  -1.745  -1.638  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.947  -0.956  -1.814  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.628  -0.358  -3.178  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.684  -0.637  -4.234  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.328  -1.478  -5.309  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.250  -1.793  -6.300  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.838  -2.609  -7.312  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.542  -1.295  -6.252  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.914  -0.466  -5.194  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.214  -0.030  -5.235  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.000  -0.115  -4.179  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.392   0.815  -3.077  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.651   1.436  -2.338  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.731   0.938  -2.946  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.081  -0.589  -0.651  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.422  -1.089   0.616  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.355  -0.784   1.737  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.477   0.023   1.587  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.266   0.348   2.649  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.831   0.526   0.340  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.054   0.221  -0.782  0.00  0.00           C+0
HETATM   22  H   UNK     0       0.485   0.725  -3.107  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.331  -0.784  -3.499  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.328  -1.901  -5.377  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.591  -2.770  -7.905  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.272  -1.538  -7.018  0.00  0.00           H+0
HETATM   27  H   UNK     0       5.406   0.395  -4.371  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.816   1.520  -2.157  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.300  -1.722   0.736  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.070  -1.182   2.705  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.900  -0.064   3.448  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.711   1.156   0.242  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.362   0.630  -1.739  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3   15    1                                                  
CONECT    3    4    2   22   23                                             
CONECT    4    3    5   11                                                  
CONECT    5    6    4   24                                                  
CONECT    6    5    8    7                                                  
CONECT    7    6   25                                                       
CONECT    8    9    6   26                                                  
CONECT    9   11    8   10                                                  
CONECT   10    9   27                                                       
CONECT   11    9   12    4                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12                                                            
CONECT   14   12   28                                                       
CONECT   15   21   16    2                                                  
CONECT   16   15   17   29                                                  
CONECT   17   16   18   30                                                  
CONECT   18   17   20   19                                                  
CONECT   19   18   31                                                       
CONECT   20   18   21   32                                                  
CONECT   21   15   20   33                                                  
CONECT   22    3                                                            
CONECT   23    3                                                            
CONECT   24    5                                                            
CONECT   25    7                                                            
CONECT   26    8                                                            
CONECT   27   10                                                            
CONECT   28   14                                                            
CONECT   29   16                                                            
CONECT   30   17                                                            
CONECT   31   19                                                            
CONECT   32   20                                                            
CONECT   33   21                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

RDKit          3D

33 34  0  0  0  0  0  0  0  0999 V2000
    1.8759   -1.7450   -1.6376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9470   -0.9561   -1.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284   -0.3575   -3.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6835   -0.6372   -4.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3283   -1.4776   -5.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2497   -1.7934   -6.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -2.6086   -7.3123 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5417   -1.2947   -6.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9138   -0.4656   -5.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2139   -0.0298   -5.2347 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9999   -0.1146   -4.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3917    0.8149   -3.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512    1.4356   -2.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7308    0.9377   -2.9455 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0810   -0.5890   -0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4221   -1.0891    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3554   -0.7836    1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4770    0.0233    1.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664    0.3483    2.6486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308    0.5261    0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0541    0.2213   -0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4845    0.7252   -3.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3306   -0.7843   -3.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3280   -1.9009   -5.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5912   -2.7704   -7.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -1.5377   -7.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4057    0.3947   -4.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8161    1.5200   -2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -1.7219    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0700   -1.1823    2.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8995   -0.0640    3.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112    1.1560    0.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    0.6300   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 15  1  0
  6  5  2  0
 15 16  2  0
 11  9  1  0
 16 17  1  0
  9  8  2  0
 17 18  2  0
  8  6  1  0
 18 20  1  0
 20 21  2  0
  4  3  1  0
  9 10  1  0
  5  4  1  0
 11 12  1  0
  3  2  1  0
 12 14  1  0
  6  7  1  0
  2 15  1  0
 18 19  1  0
 12 13  2  0
  4 11  2  0
  2  1  2  0
  7 25  1  0
  8 26  1  0
  5 24  1  0
  3 22  1  0
  3 23  1  0
 21 33  1  0
 16 29  1  0
 17 30  1  0
 20 32  1  0
 10 27  1  0
 14 28  1  0
 19 31  1  0
M  END

View in JSmol

Synonyms

Value	Source
Tragopogonate	Generator
2,4-Dihydroxy-6-[2-(4-hydroxyphenyl)-2-oxo-ethyl]-benzoate	Generator

Chemical Formula

C₁₅H₁₂O₆

Average Mass

288.2550 Da

Monoisotopic Mass

288.06339 Da

IUPAC Name

2,4-dihydroxy-6-[2-(4-hydroxyphenyl)-2-oxoethyl]benzoic acid

Traditional Name

2,4-dihydroxy-6-[2-(4-hydroxyphenyl)-2-oxoethyl]benzoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C(C([H])=C(O[H])C([H])=C1O[H])C([H])([H])C(=O)C1=C([H])C([H])=C(O[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C15H12O6/c16-10-3-1-8(2-4-10)12(18)6-9-5-11(17)7-13(19)14(9)15(20)21/h1-5,7,16-17,19H,6H2,(H,20,21)

InChI Key

LNNHADLJQPXYGH-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Tragopogon porrifolius	FooDB	PHYTOHUB
Tragopogon porrifolius subsp. porrifolius	JEOL database	Zidorn, C., et al, Phytochemistry 66, 1691 (2005)
Tragopogon porrifolius subsp.porrifolius	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Alkyl-phenylketone
Dihydroxybenzoic acid
Hydroxybenzoic acid
Salicylic acid or derivatives
Salicylic acid
Benzoic acid
Phenylketone
Benzoic acid or derivatives
Benzoyl
Aryl alkyl ketone
Aryl ketone
Resorcinol
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.35	ALOGPS
logP	2.76	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	2.88	ChemAxon
pKa (Strongest Basic)	-5.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.38 m³·mol⁻¹	ChemAxon
Polarizability	28.15 Å³	ChemAxon
Number of Rings	2	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

FDB097378

KNApSAcK ID

C00035765

Chemspider ID

9754881

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11580115

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zidorn C, Lohwasser U, Pschorr S, Salvenmoser D, Ongania KH, Ellmerer EP, Borner A, Stuppner H: Bibenzyls and dihydroisocoumarins from white salsify (Tragopogon porrifolius subsp. porrifolius). Phytochemistry. 2005 Jul;66(14):1691-7. doi: 10.1016/j.phytochem.2005.05.004. [PubMed:15964041 ]
Zidorn, C., et al. (2005). Zidorn, C., et al, Phytochemistry 66, 1691 (2005) . Phytochem..

Showing NP-Card for tragopogonic acid (NP0031305)

MOL for NP0031305 (tragopogonic acid)

3D MOL for NP0031305 (tragopogonic acid)

3D SDF for NP0031305 (tragopogonic acid)

3D-SDF for NP0031305 (tragopogonic acid)

PDB for NP0031305 (tragopogonic acid)

3D PDB for NP0031305 (tragopogonic acid)

SMILES for NP0031305 (tragopogonic acid)

INCHI for NP0031305 (tragopogonic acid)

Structure for NP0031305 (tragopogonic acid)

3D Structure for NP0031305 (tragopogonic acid)