NP-MRD: Showing NP-Card for Ptilometric acid (NP0024310)

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Record Information

Version

2.0

Created at

2021-06-19 16:43:46 UTC

Updated at

2021-06-29 23:48:33 UTC

NP-MRD ID

NP0024310

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ptilometric acid

Provided By

JEOL Database JEOL Logo

Description

Ptilometric acid is found in Ptilometra australis, Tropiometra afra and Tropiometra afra macrodiscus. Ptilometric acid was first documented in 2002 (Takahashi, D., et al.). Based on a literature review very few articles have been published on 1,6,8-trihydroxy-9,10-dioxo-3-propyl-9,10-dihydroanthracene-2-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192118433D          

 39 41  0  0  0  0            999 V2000
   -3.8083   -5.1616    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782   -4.0440    0.6767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9447   -4.0068   -0.6056 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9304   -2.8847   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3134   -3.1065    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2803   -2.0919    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149   -0.8376   -0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261   -0.5948   -1.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5422    0.6330   -1.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1872   -1.6161   -1.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831   -1.3404   -1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5570   -1.2370   -1.2217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3451   -1.3024   -3.1168 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431    0.2192   -0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8181    1.3298   -0.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3402   -0.0482    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3254    0.9471    0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592    2.2083   -0.1648 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5503    0.6903    0.9550 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.5692    1.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9709   -0.8681    2.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8258   -1.5694    1.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -1.3064    0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5770   -2.3707    0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8009   -3.4765    1.2132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5021   -5.0249   -0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244   -6.1373    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3908   -5.1739    1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261   -4.1894    1.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928   -3.0876    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945   -3.9207   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165   -4.9611   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5308   -4.0810    0.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    1.2396   -1.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2443   -1.0953   -3.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648    2.2690   -0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2964    1.4778    1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -0.0860    2.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357   -2.5481    1.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 14  1  0  0  0  0
 23 24  1  0  0  0  0
 24  6  1  0  0  0  0
  7 14  1  0  0  0  0
 19 20  1  0  0  0  0
 14 15  2  0  0  0  0
  7  6  2  0  0  0  0
 24 25  2  0  0  0  0
 10 11  1  0  0  0  0
  6  5  1  0  0  0  0
 11 13  1  0  0  0  0
 20 22  2  0  0  0  0
 11 12  2  0  0  0  0
  5  4  2  0  0  0  0
  4  3  1  0  0  0  0
 17 19  2  0  0  0  0
  3  2  1  0  0  0  0
  4 10  1  0  0  0  0
  8  9  1  0  0  0  0
 22 23  1  0  0  0  0
 17 18  1  0  0  0  0
 10  8  2  0  0  0  0
 20 21  1  0  0  0  0
  8  7  1  0  0  0  0
  2  1  1  0  0  0  0
 19 37  1  0  0  0  0
 22 39  1  0  0  0  0
  5 33  1  0  0  0  0
 13 35  1  0  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  2 29  1  0  0  0  0
  2 30  1  0  0  0  0
  9 34  1  0  0  0  0
 18 36  1  0  0  0  0
 21 38  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.8083   -5.1616    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782   -4.0440    0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447   -4.0068   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304   -2.8847   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3134   -3.1065    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2803   -2.0919    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149   -0.8376   -0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261   -0.5948   -1.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5422    0.6330   -1.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1872   -1.6161   -1.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831   -1.3404   -1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5570   -1.2370   -1.2217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3451   -1.3024   -3.1168 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431    0.2192   -0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8181    1.3298   -0.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3402   -0.0482    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3254    0.9471    0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592    2.2083   -0.1648 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5503    0.6903    0.9550 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.5692    1.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9709   -0.8681    2.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8258   -1.5694    1.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -1.3064    0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5770   -2.3707    0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8009   -3.4765    1.2132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5021   -5.0249   -0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244   -6.1373    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3908   -5.1739    1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261   -4.1894    1.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928   -3.0876    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945   -3.9207   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165   -4.9611   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5308   -4.0810    0.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    1.2396   -1.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2443   -1.0953   -3.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648    2.2690   -0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2964    1.4778    1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -0.0860    2.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357   -2.5481    1.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 16  2  0
 16 17  1  0
 16 14  1  0
 23 24  1  0
 24  6  1  0
  7 14  1  0
 19 20  1  0
 14 15  2  0
  7  6  2  0
 24 25  2  0
 10 11  1  0
  6  5  1  0
 11 13  1  0
 20 22  2  0
 11 12  2  0
  5  4  2  0
  4  3  1  0
 17 19  2  0
  3  2  1  0
  4 10  1  0
  8  9  1  0
 22 23  1  0
 17 18  1  0
 10  8  2  0
 20 21  1  0
  8  7  1  0
  2  1  1  0
 19 37  1  0
 22 39  1  0
  5 33  1  0
 13 35  1  0
  3 31  1  0
  3 32  1  0
  2 29  1  0
  2 30  1  0
  9 34  1  0
 18 36  1  0
 21 38  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END


  Mrv1652306192118433D          

 39 41  0  0  0  0            999 V2000
   -3.8083   -5.1616    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782   -4.0440    0.6767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9447   -4.0068   -0.6056 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9304   -2.8847   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3134   -3.1065    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2803   -2.0919    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149   -0.8376   -0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261   -0.5948   -1.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5422    0.6330   -1.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1872   -1.6161   -1.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831   -1.3404   -1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5570   -1.2370   -1.2217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3451   -1.3024   -3.1168 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431    0.2192   -0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8181    1.3298   -0.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3402   -0.0482    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3254    0.9471    0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592    2.2083   -0.1648 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5503    0.6903    0.9550 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.5692    1.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9709   -0.8681    2.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8258   -1.5694    1.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -1.3064    0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5770   -2.3707    0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8009   -3.4765    1.2132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5021   -5.0249   -0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244   -6.1373    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3908   -5.1739    1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261   -4.1894    1.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928   -3.0876    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945   -3.9207   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165   -4.9611   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5308   -4.0810    0.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    1.2396   -1.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2443   -1.0953   -3.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648    2.2690   -0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2964    1.4778    1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -0.0860    2.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357   -2.5481    1.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 14  1  0  0  0  0
 23 24  1  0  0  0  0
 24  6  1  0  0  0  0
  7 14  1  0  0  0  0
 19 20  1  0  0  0  0
 14 15  2  0  0  0  0
  7  6  2  0  0  0  0
 24 25  2  0  0  0  0
 10 11  1  0  0  0  0
  6  5  1  0  0  0  0
 11 13  1  0  0  0  0
 20 22  2  0  0  0  0
 11 12  2  0  0  0  0
  5  4  2  0  0  0  0
  4  3  1  0  0  0  0
 17 19  2  0  0  0  0
  3  2  1  0  0  0  0
  4 10  1  0  0  0  0
  8  9  1  0  0  0  0
 22 23  1  0  0  0  0
 17 18  1  0  0  0  0
 10  8  2  0  0  0  0
 20 21  1  0  0  0  0
  8  7  1  0  0  0  0
  2  1  1  0  0  0  0
 19 37  1  0  0  0  0
 22 39  1  0  0  0  0
  5 33  1  0  0  0  0
 13 35  1  0  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  2 29  1  0  0  0  0
  2 30  1  0  0  0  0
  9 34  1  0  0  0  0
 18 36  1  0  0  0  0
 21 38  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0024310

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(O[H])C2=C(C([H])=C1C([H])([H])C([H])([H])C([H])([H])[H])C(=O)C1=C(C(O[H])=C([H])C(O[H])=C1[H])C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O7/c1-2-3-7-4-9-14(16(22)12(7)18(24)25)17(23)13-10(15(9)21)5-8(19)6-11(13)20/h4-6,19-20,22H,2-3H2,1H3,(H,24,25)

> <INCHI_KEY>
WXABTHKLBMVHEY-UHFFFAOYSA-N

> <FORMULA>
C18H14O7

> <MOLECULAR_WEIGHT>
342.303

> <EXACT_MASS>
342.073952791

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.084911169603735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,6,8-trihydroxy-9,10-dioxo-3-propyl-9,10-dihydroanthracene-2-carboxylic acid

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
5.018151737

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.329838819311979

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.1810365026533325

> <JCHEM_PKA_STRONGEST_BASIC>
-5.35986163500898

> <JCHEM_POLAR_SURFACE_AREA>
132.13

> <JCHEM_REFRACTIVITY>
88.5931

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,6,8-trihydroxy-9,10-dioxo-3-propylanthracene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.8083   -5.1616    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782   -4.0440    0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447   -4.0068   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304   -2.8847   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3134   -3.1065    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2803   -2.0919    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149   -0.8376   -0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261   -0.5948   -1.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5422    0.6330   -1.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1872   -1.6161   -1.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831   -1.3404   -1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5570   -1.2370   -1.2217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3451   -1.3024   -3.1168 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431    0.2192   -0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8181    1.3298   -0.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3402   -0.0482    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3254    0.9471    0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592    2.2083   -0.1648 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5503    0.6903    0.9550 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.5692    1.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9709   -0.8681    2.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8258   -1.5694    1.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -1.3064    0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5770   -2.3707    0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8009   -3.4765    1.2132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5021   -5.0249   -0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244   -6.1373    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3908   -5.1739    1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261   -4.1894    1.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928   -3.0876    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945   -3.9207   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165   -4.9611   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5308   -4.0810    0.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    1.2396   -1.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2443   -1.0953   -3.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648    2.2690   -0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2964    1.4778    1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -0.0860    2.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357   -2.5481    1.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 16  2  0
 16 17  1  0
 16 14  1  0
 23 24  1  0
 24  6  1  0
  7 14  1  0
 19 20  1  0
 14 15  2  0
  7  6  2  0
 24 25  2  0
 10 11  1  0
  6  5  1  0
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  5  4  2  0
  4  3  1  0
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  3  2  1  0
  4 10  1  0
  8  9  1  0
 22 23  1  0
 17 18  1  0
 10  8  2  0
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 22 39  1  0
  5 33  1  0
 13 35  1  0
  3 31  1  0
  3 32  1  0
  2 29  1  0
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  9 34  1  0
 18 36  1  0
 21 38  1  0
  1 26  1  0
  1 27  1  0
  1 28  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      -3.808  -5.162   0.636  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.778  -4.044   0.677  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.945  -4.007  -0.606  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.930  -2.885  -0.584  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.313  -3.107   0.029  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.280  -2.092   0.086  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.015  -0.838  -0.462  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.226  -0.595  -1.074  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.542   0.633  -1.601  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.187  -1.616  -1.139  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.483  -1.340  -1.780  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.557  -1.237  -1.222  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.345  -1.302  -3.117  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.043   0.219  -0.385  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.818   1.330  -0.864  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.340  -0.048   0.263  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.325   0.947   0.342  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.159   2.208  -0.165  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.550   0.690   0.955  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.790  -0.569   1.492  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.971  -0.868   2.101  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.826  -1.569   1.424  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.596  -1.306   0.807  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.577  -2.371   0.737  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.801  -3.477   1.213  0.00  0.00           O+0
HETATM   26  H   UNK     0      -4.502  -5.025  -0.200  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.324  -6.137   0.526  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.391  -5.174   1.563  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.126  -4.189   1.547  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.293  -3.088   0.826  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.595  -3.921  -1.484  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.417  -4.961  -0.732  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.531  -4.081   0.470  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.224   1.240  -1.498  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.244  -1.095  -3.445  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.265   2.269  -0.568  0.00  0.00           H+0
HETATM   37  H   UNK     0       6.296   1.478   1.003  0.00  0.00           H+0
HETATM   38  H   UNK     0       7.548  -0.086   2.080  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.036  -2.548   1.852  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    3    1   29   30                                             
CONECT    3    4    2   31   32                                             
CONECT    4    5    3   10                                                  
CONECT    5    6    4   33                                                  
CONECT    6   24    7    5                                                  
CONECT    7   14    6    8                                                  
CONECT    8    9   10    7                                                  
CONECT    9    8   34                                                       
CONECT   10   11    4    8                                                  
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   11   35                                                       
CONECT   14   16    7   15                                                  
CONECT   15   14                                                            
CONECT   16   23   17   14                                                  
CONECT   17   16   19   18                                                  
CONECT   18   17   36                                                       
CONECT   19   20   17   37                                                  
CONECT   20   19   22   21                                                  
CONECT   21   20   38                                                       
CONECT   22   20   23   39                                                  
CONECT   23   16   24   22                                                  
CONECT   24   23    6   25                                                  
CONECT   25   24                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    2                                                            
CONECT   30    2                                                            
CONECT   31    3                                                            
CONECT   32    3                                                            
CONECT   33    5                                                            
CONECT   34    9                                                            
CONECT   35   13                                                            
CONECT   36   18                                                            
CONECT   37   19                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

RDKit          3D

39 41  0  0  0  0  0  0  0  0999 V2000
   -3.8083   -5.1616    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782   -4.0440    0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9447   -4.0068   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304   -2.8847   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3134   -3.1065    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2803   -2.0919    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149   -0.8376   -0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261   -0.5948   -1.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5422    0.6330   -1.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1872   -1.6161   -1.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4831   -1.3404   -1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5570   -1.2370   -1.2217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3451   -1.3024   -3.1168 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0431    0.2192   -0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8181    1.3298   -0.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3402   -0.0482    0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3254    0.9471    0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1592    2.2083   -0.1648 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5503    0.6903    0.9550 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.5692    1.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9709   -0.8681    2.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8258   -1.5694    1.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -1.3064    0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5770   -2.3707    0.7369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8009   -3.4765    1.2132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5021   -5.0249   -0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3244   -6.1373    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3908   -5.1739    1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261   -4.1894    1.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928   -3.0876    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945   -3.9207   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165   -4.9611   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5308   -4.0810    0.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    1.2396   -1.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2443   -1.0953   -3.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648    2.2690   -0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2964    1.4778    1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -0.0860    2.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0357   -2.5481    1.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 16  2  0
 16 17  1  0
 16 14  1  0
 23 24  1  0
 24  6  1  0
  7 14  1  0
 19 20  1  0
 14 15  2  0
  7  6  2  0
 24 25  2  0
 10 11  1  0
  6  5  1  0
 11 13  1  0
 20 22  2  0
 11 12  2  0
  5  4  2  0
  4  3  1  0
 17 19  2  0
  3  2  1  0
  4 10  1  0
  8  9  1  0
 22 23  1  0
 17 18  1  0
 10  8  2  0
 20 21  1  0
  8  7  1  0
  2  1  1  0
 19 37  1  0
 22 39  1  0
  5 33  1  0
 13 35  1  0
  3 31  1  0
  3 32  1  0
  2 29  1  0
  2 30  1  0
  9 34  1  0
 18 36  1  0
 21 38  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END

View in JSmol

Synonyms

Value	Source
1,6,8-Trihydroxy-9,10-dioxo-3-propyl-9,10-dihydroanthracene-2-carboxylate	Generator

Chemical Formula

C₁₈H₁₄O₇

Average Mass

342.3030 Da

Monoisotopic Mass

342.07395 Da

IUPAC Name

1,6,8-trihydroxy-9,10-dioxo-3-propyl-9,10-dihydroanthracene-2-carboxylic acid

Traditional Name

1,6,8-trihydroxy-9,10-dioxo-3-propylanthracene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C(O[H])C2=C(C([H])=C1C([H])([H])C([H])([H])C([H])([H])[H])C(=O)C1=C(C(O[H])=C([H])C(O[H])=C1[H])C2=O

InChI Identifier

InChI=1S/C18H14O7/c1-2-3-7-4-9-14(16(22)12(7)18(24)25)17(23)13-10(15(9)21)5-8(19)6-11(13)20/h4-6,19-20,22H,2-3H2,1H3,(H,24,25)

InChI Key

WXABTHKLBMVHEY-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ptilometra australis	LOTUS Database	35616633
Tropiometra afra	LOTUS Database	35616633
Tropiometra macrodiscus	JEOL database	Takahashi, D., et al, Chem. Pharm. Bull. 50, 1609 (2002)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as anthracenecarboxylic acids. These are organic compounds containing a carboxylic acid group attached to an anthracene ring system.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Anthracenes

Sub Class

Anthracenecarboxylic acids and derivatives

Direct Parent

Anthracenecarboxylic acids

Alternative Parents

Substituents

Anthracene carboxylic acid
9,10-anthraquinone
Anthraquinone
Hydroxyanthraquinone
2-naphthalenecarboxylic acid or derivatives
2-naphthalenecarboxylic acid
Salicylic acid or derivatives
Hydroxybenzoic acid
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Ketone
Carboxylic acid derivative
Carboxylic acid
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	2.89	ALOGPS
logP	5.02	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	2.18	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	132.13 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.59 m³·mol⁻¹	ChemAxon
Polarizability	34.08 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

10272721

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Takahashi, D., et al. (2002). Takahashi, D., et al, Chem. Pharm. Bull. 50, 1609 (2002). Chem. Pharm. Bull..

Showing NP-Card for Ptilometric acid (NP0024310)

MOL for NP0024310 (Ptilometric acid )

3D MOL for NP0024310 (Ptilometric acid )

3D SDF for NP0024310 (Ptilometric acid )

3D-SDF for NP0024310 (Ptilometric acid )

PDB for NP0024310 (Ptilometric acid )

3D PDB for NP0024310 (Ptilometric acid )

SMILES for NP0024310 (Ptilometric acid )

INCHI for NP0024310 (Ptilometric acid )

Structure for NP0024310 (Ptilometric acid )

3D Structure for NP0024310 (Ptilometric acid )