NP-MRD: Showing NP-Card for Monodictyphenone (NP0006900)

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Record Information

Version

2.0

Created at

2020-12-09 03:48:53 UTC

Updated at

2021-07-15 16:56:06 UTC

NP-MRD ID

NP0006900

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Monodictyphenone

Provided By

NPAtlas

Description

Monodictyphenone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Monodictyphenone is found in Monodictys putredinis. Monodictyphenone was first documented in 2009 (PMID: 19448638). Based on a literature review a small amount of articles have been published on Monodictyphenone (PMID: 20139316) (PMID: 21351751) (PMID: 34067463) (PMID: 33403300) (PMID: 32872591).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118363D          

 33 34  0  0  0  0            999 V2000
    4.7078    0.6581    1.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    0.3781    0.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1435   -0.6219   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8907   -0.8828   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177   -1.8975   -1.7192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -0.1432   -0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204   -0.4815   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163   -0.8708   -2.2866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8611   -0.4810   -0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8993   -0.2103   -1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7111    0.1821   -2.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -0.3472   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766   -0.7282    0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4180   -0.9828    1.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0760   -0.8762    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160   -1.1637    1.6813 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9712    0.8633    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    1.8150    0.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1997    2.6671    1.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076    1.9742    0.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2670    1.1239    0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0231   -0.2548    1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7373    1.5457    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3833    0.7318    0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9931   -1.2103   -0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -2.4658   -2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9365    0.3566   -3.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0101   -0.1365   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5070   -0.8307    0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6282   -1.2883    2.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708   -1.2239    1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6805    2.8639    0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3810    1.9375    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 17 21  2  0  0  0  0
 21  2  1  0  0  0  0
 15  9  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 25  1  0  0  0  0
  5 26  1  0  0  0  0
 11 27  1  0  0  0  0
 12 28  1  0  0  0  0
 13 29  1  0  0  0  0
 14 30  1  0  0  0  0
 16 31  1  0  0  0  0
 20 32  1  0  0  0  0
 21 33  1  0  0  0  0
M  END

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    4.7078    0.6581    1.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    0.3781    0.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1435   -0.6219   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8907   -0.8828   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177   -1.8975   -1.7192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -0.1432   -0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204   -0.4815   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163   -0.8708   -2.2866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8611   -0.4810   -0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8993   -0.2103   -1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7111    0.1821   -2.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -0.3472   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766   -0.7282    0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4180   -0.9828    1.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0760   -0.8762    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160   -1.1637    1.6813 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9712    0.8633    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    1.8150    0.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1997    2.6671    1.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076    1.9742    0.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2670    1.1239    0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0231   -0.2548    1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7373    1.5457    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3833    0.7318    0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9931   -1.2103   -0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -2.4658   -2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9365    0.3566   -3.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0101   -0.1365   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5070   -0.8307    0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6282   -1.2883    2.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708   -1.2239    1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6805    2.8639    0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3810    1.9375    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  2  0
 21  2  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  5 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
 20 32  1  0
 21 33  1  0
M  END


  Mrv1652306242118363D          

 33 34  0  0  0  0            999 V2000
    4.7078    0.6581    1.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    0.3781    0.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1435   -0.6219   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8907   -0.8828   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177   -1.8975   -1.7192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -0.1432   -0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204   -0.4815   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163   -0.8708   -2.2866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8611   -0.4810   -0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8993   -0.2103   -1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7111    0.1821   -2.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -0.3472   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766   -0.7282    0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4180   -0.9828    1.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0760   -0.8762    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160   -1.1637    1.6813 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9712    0.8633    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    1.8150    0.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1997    2.6671    1.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076    1.9742    0.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2670    1.1239    0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0231   -0.2548    1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7373    1.5457    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3833    0.7318    0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9931   -1.2103   -0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -2.4658   -2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9365    0.3566   -3.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0101   -0.1365   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5070   -0.8307    0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6282   -1.2883    2.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708   -1.2239    1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6805    2.8639    0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3810    1.9375    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 17 21  2  0  0  0  0
 21  2  1  0  0  0  0
 15  9  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 25  1  0  0  0  0
  5 26  1  0  0  0  0
 11 27  1  0  0  0  0
 12 28  1  0  0  0  0
 13 29  1  0  0  0  0
 14 30  1  0  0  0  0
 16 31  1  0  0  0  0
 20 32  1  0  0  0  0
 21 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006900

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])C(=C([H])C(O[H])=C1C(=O)C1=C(O[H])C([H])=C([H])C([H])=C1O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O6/c1-7-5-8(15(20)21)12(11(18)6-7)14(19)13-9(16)3-2-4-10(13)17/h2-6,16-18H,1H3,(H,20,21)

> <INCHI_KEY>
UMNWQJSVQOCNEM-UHFFFAOYSA-N

> <FORMULA>
C15H12O6

> <MOLECULAR_WEIGHT>
288.255

> <EXACT_MASS>
288.063388106

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.812204126197344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2,6-dihydroxybenzoyl)-3-hydroxy-5-methylbenzoic acid

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
4.642907185666667

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.786660848116682

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0264797029319306

> <JCHEM_PKA_STRONGEST_BASIC>
-6.913348663857691

> <JCHEM_POLAR_SURFACE_AREA>
115.06000000000002

> <JCHEM_REFRACTIVITY>
74.87360000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2,6-dihydroxybenzoyl)-3-hydroxy-5-methylbenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    4.7078    0.6581    1.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    0.3781    0.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1435   -0.6219   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8907   -0.8828   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177   -1.8975   -1.7192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -0.1432   -0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204   -0.4815   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163   -0.8708   -2.2866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8611   -0.4810   -0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8993   -0.2103   -1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7111    0.1821   -2.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -0.3472   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766   -0.7282    0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4180   -0.9828    1.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0760   -0.8762    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160   -1.1637    1.6813 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9712    0.8633    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    1.8150    0.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1997    2.6671    1.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076    1.9742    0.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2670    1.1239    0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0231   -0.2548    1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7373    1.5457    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3833    0.7318    0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9931   -1.2103   -0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -2.4658   -2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9365    0.3566   -3.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0101   -0.1365   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5070   -0.8307    0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6282   -1.2883    2.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708   -1.2239    1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6805    2.8639    0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3810    1.9375    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  2  0
 21  2  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  5 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
 20 32  1  0
 21 33  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  C   UNK     0       4.708   0.658   1.084  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.345   0.378   0.559  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.143  -0.622  -0.336  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.891  -0.883  -0.818  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.718  -1.898  -1.719  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.743  -0.143  -0.425  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.520  -0.482  -1.039  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.416  -0.871  -2.287  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.861  -0.481  -0.553  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.899  -0.210  -1.438  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.711   0.182  -2.745  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.204  -0.347  -0.949  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.477  -0.728   0.339  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.418  -0.983   1.168  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.076  -0.876   0.774  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.116  -1.164   1.681  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.971   0.863   0.473  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.050   1.815   0.832  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.200   2.667   1.769  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.308   1.974   0.302  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.267   1.124   0.967  0.00  0.00           C+0
HETATM   22  H   UNK     0       5.023  -0.255   1.661  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.737   1.546   1.729  0.00  0.00           H+0
HETATM   24  H   UNK     0       5.383   0.732   0.206  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.993  -1.210  -0.662  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.486  -2.466  -2.045  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.937   0.357  -3.288  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.010  -0.137  -1.640  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.507  -0.831   0.710  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.628  -1.288   2.202  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.171  -1.224   1.751  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.681   2.864   0.051  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.381   1.938   1.686  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3   21                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   26                                                       
CONECT    6    4    7   17                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   15                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   27                                                       
CONECT   12   10   13   28                                                  
CONECT   13   12   14   29                                                  
CONECT   14   13   15   30                                                  
CONECT   15   14   16    9                                                  
CONECT   16   15   31                                                       
CONECT   17    6   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   32                                                       
CONECT   21   17    2   33                                                  
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    3                                                            
CONECT   26    5                                                            
CONECT   27   11                                                            
CONECT   28   12                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   16                                                            
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
    4.7078    0.6581    1.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    0.3781    0.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1435   -0.6219   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8907   -0.8828   -0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177   -1.8975   -1.7192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432   -0.1432   -0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5204   -0.4815   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163   -0.8708   -2.2866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8611   -0.4810   -0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8993   -0.2103   -1.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7111    0.1821   -2.7451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -0.3472   -0.9489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766   -0.7282    0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4180   -0.9828    1.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0760   -0.8762    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160   -1.1637    1.6813 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9712    0.8633    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    1.8150    0.8317 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1997    2.6671    1.7692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076    1.9742    0.3018 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2670    1.1239    0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0231   -0.2548    1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7373    1.5457    1.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3833    0.7318    0.2059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9931   -1.2103   -0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -2.4658   -2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9365    0.3566   -3.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0101   -0.1365   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5070   -0.8307    0.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6282   -1.2883    2.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708   -1.2239    1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6805    2.8639    0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3810    1.9375    1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 17 21  2  0
 21  2  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  5 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
 20 32  1  0
 21 33  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₅H₁₂O₆

Average Mass

288.2550 Da

Monoisotopic Mass

288.06339 Da

IUPAC Name

2-(2,6-dihydroxybenzoyl)-3-hydroxy-5-methylbenzoic acid

Traditional Name

2-(2,6-dihydroxybenzoyl)-3-hydroxy-5-methylbenzoic acid

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C(C(=O)C2=C(O)C=CC=C2O)C(=C1)C(O)=O

InChI Identifier

InChI=1S/C15H12O6/c1-7-5-8(15(20)21)12(11(18)6-7)14(19)13-9(16)3-2-4-10(13)17/h2-6,16-18H,1H3,(H,20,21)

InChI Key

UMNWQJSVQOCNEM-UHFFFAOYSA-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
Monodictys putredinis	NPAtlas	17291041

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Diphenylmethane
Aryl-phenylketone
Hydroxybenzoic acid
Benzoic acid or derivatives
Benzoic acid
M-cresol
Benzoyl
Resorcinol
Aryl ketone
Phenol
1-hydroxy-4-unsubstituted benzenoid
Toluene
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Ketone
Carboxylic acid
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzophenones (CHEBI:64398 )
monocarboxylic acid (CHEBI:64398 )
resorcinols (CHEBI:64398 )
benzoic acids (CHEBI:64398 )

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	2.49	ALOGPS
logP	4.64	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.03	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.87 m³·mol⁻¹	ChemAxon
Polarizability	27.81 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

NPAtlas ID

NPA016280

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

17214440

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16114922

PDB ID

Not Available

ChEBI ID

64398

Good Scents ID

Not Available

References

General References

Bok JW, Chiang YM, Szewczyk E, Reyes-Dominguez Y, Davidson AD, Sanchez JF, Lo HC, Watanabe K, Strauss J, Oakley BR, Wang CC, Keller NP: Chromatin-level regulation of biosynthetic gene clusters. Nat Chem Biol. 2009 Jul;5(7):462-4. doi: 10.1038/nchembio.177. [PubMed:19448638 ]
Chiang YM, Szewczyk E, Davidson AD, Entwistle R, Keller NP, Wang CC, Oakley BR: Characterization of the Aspergillus nidulans monodictyphenone gene cluster. Appl Environ Microbiol. 2010 Apr;76(7):2067-74. doi: 10.1128/AEM.02187-09. Epub 2010 Feb 5. [PubMed:20139316 ]
Sanchez JF, Entwistle R, Hung JH, Yaegashi J, Jain S, Chiang YM, Wang CC, Oakley BR: Genome-based deletion analysis reveals the prenyl xanthone biosynthesis pathway in Aspergillus nidulans. J Am Chem Soc. 2011 Mar 23;133(11):4010-7. doi: 10.1021/ja1096682. Epub 2011 Feb 25. [PubMed:21351751 ]
Primahana G, Narmani A, Surup F, Teponno RB, Arzanlou M, Stadler M: Five Tetramic Acid Derivatives Isolated from the Iranian Fungus Colpoma quercinum CCTU A372. Biomolecules. 2021 May 22;11(6). pii: biom11060783. doi: 10.3390/biom11060783. [PubMed:34067463 ]
Mei R, Shi Y, Zhang S, Hu J, Zhu L, Gan J, Cai L, Ding Z: Biotransformation of 1,8-Dihydroxyanthraquinone into Peniphenone under the Fermentation of Aleurodiscus mirabilis. ACS Omega. 2020 Dec 16;5(51):33380-33386. doi: 10.1021/acsomega.0c05216. eCollection 2020 Dec 29. [PubMed:33403300 ]
Son YE, Park HS: Genome Wide Analysis Reveals the Role of VadA in Stress Response, Germination, and Sterigmatocystin Production in Aspergillus nidulans Conidia. Microorganisms. 2020 Aug 30;8(9). pii: microorganisms8091319. doi: 10.3390/microorganisms8091319. [PubMed:32872591 ]

Showing NP-Card for Monodictyphenone (NP0006900)

MOL for NP0006900 (Monodictyphenone)

3D MOL for NP0006900 (Monodictyphenone)

3D SDF for NP0006900 (Monodictyphenone)

3D-SDF for NP0006900 (Monodictyphenone)

PDB for NP0006900 (Monodictyphenone)

3D PDB for NP0006900 (Monodictyphenone)

SMILES for NP0006900 (Monodictyphenone)

INCHI for NP0006900 (Monodictyphenone)

Structure for NP0006900 (Monodictyphenone)

3D Structure for NP0006900 (Monodictyphenone)