NP-MRD: Showing NP-Card for 5'-O-desmethylterphenyllin (NP0009952)

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Record Information

Version

2.0

Created at

2021-01-05 19:38:06 UTC

Updated at

2021-07-15 17:04:43 UTC

NP-MRD ID

NP0009952

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5'-O-desmethylterphenyllin

Provided By

NPAtlas

Description

6'-O-desmethylterphenyllin belongs to the class of organic compounds known as p-terphenyls. These are terphenyls with a structure containing the 1,4-diphenylbenzene skeleton. 6'-O-desmethylterphenyllin 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. 5'-O-desmethylterphenyllin is found in Aspergillus and Penicillium chermesinum. 5'-O-desmethylterphenyllin was first documented in 2011 (PMID: 21510637). Based on a literature review very few articles have been published on 6'-O-desmethylterphenyllin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106543D          

 40 42  0  0  0  0            999 V2000
    1.3554   -2.8405    1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299   -1.4996    1.4922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450   -0.5712    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3315    0.1913   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7831    0.0634   -0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4606   -0.0156   -1.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482   -0.1376   -1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5397   -0.1786   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -0.2978   -0.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594   -0.0990    0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775    0.0222    0.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7336    1.0962   -1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6456    1.2390   -1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108    2.1612   -1.9445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456    0.4770   -0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9022    0.6035   -0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6308   -0.0209   -1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0182    0.0802   -1.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7069    0.7930   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0822    0.8508   -0.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9799    1.4146    0.7179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5997    1.3109    0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8119   -0.4151    0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6021   -1.1801    1.4221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -3.4352    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926   -2.9154    0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5157   -3.2654    0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442    0.0139   -2.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4229   -0.2030   -2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5294    0.5124   -0.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3751   -0.1275    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.0816    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3974    1.6790   -1.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2016    2.3340   -2.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1508   -0.5812   -1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6035   -0.4107   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6783    1.3293    0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    1.9702    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0510    1.8107    1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1517   -1.8402    2.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23  3  1  0  0  0  0
 11  5  1  0  0  0  0
 22 16  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  6 28  1  0  0  0  0
  7 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 32  1  0  0  0  0
 12 33  1  0  0  0  0
 14 34  1  0  0  0  0
 17 35  1  0  0  0  0
 18 36  1  0  0  0  0
 20 37  1  0  0  0  0
 21 38  1  0  0  0  0
 22 39  1  0  0  0  0
 24 40  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    1.3554   -2.8405    1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299   -1.4996    1.4922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450   -0.5712    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3315    0.1913   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7831    0.0634   -0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4606   -0.0156   -1.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482   -0.1376   -1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5397   -0.1786   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -0.2978   -0.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594   -0.0990    0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775    0.0222    0.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7336    1.0962   -1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6456    1.2390   -1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108    2.1612   -1.9445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456    0.4770   -0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9022    0.6035   -0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6308   -0.0209   -1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0182    0.0802   -1.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7069    0.7930   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0822    0.8508   -0.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9799    1.4146    0.7179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5997    1.3109    0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8119   -0.4151    0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6021   -1.1801    1.4221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -3.4352    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926   -2.9154    0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5157   -3.2654    0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442    0.0139   -2.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4229   -0.2030   -2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5294    0.5124   -0.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3751   -0.1275    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.0816    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3974    1.6790   -1.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2016    2.3340   -2.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1508   -0.5812   -1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6035   -0.4107   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6783    1.3293    0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    1.9702    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0510    1.8107    1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1517   -1.8402    2.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  2  0
 23 24  1  0
 23  3  1  0
 11  5  1  0
 22 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 17 35  1  0
 18 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 24 40  1  0
M  END


  Mrv1652306242106543D          

 40 42  0  0  0  0            999 V2000
    1.3554   -2.8405    1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299   -1.4996    1.4922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450   -0.5712    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3315    0.1913   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7831    0.0634   -0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4606   -0.0156   -1.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482   -0.1376   -1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5397   -0.1786   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -0.2978   -0.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594   -0.0990    0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775    0.0222    0.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7336    1.0962   -1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6456    1.2390   -1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108    2.1612   -1.9445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456    0.4770   -0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9022    0.6035   -0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6308   -0.0209   -1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0182    0.0802   -1.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7069    0.7930   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0822    0.8508   -0.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9799    1.4146    0.7179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5997    1.3109    0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8119   -0.4151    0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6021   -1.1801    1.4221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -3.4352    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926   -2.9154    0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5157   -3.2654    0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442    0.0139   -2.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4229   -0.2030   -2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5294    0.5124   -0.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3751   -0.1275    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.0816    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3974    1.6790   -1.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2016    2.3340   -2.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1508   -0.5812   -1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6035   -0.4107   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6783    1.3293    0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    1.9702    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0510    1.8107    1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1517   -1.8402    2.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23  3  1  0  0  0  0
 11  5  1  0  0  0  0
 22 16  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  6 28  1  0  0  0  0
  7 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 32  1  0  0  0  0
 12 33  1  0  0  0  0
 14 34  1  0  0  0  0
 17 35  1  0  0  0  0
 18 36  1  0  0  0  0
 20 37  1  0  0  0  0
 21 38  1  0  0  0  0
 22 39  1  0  0  0  0
 24 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009952

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O5/c1-24-19-15(11-2-6-13(20)7-3-11)10-16(22)17(18(19)23)12-4-8-14(21)9-5-12/h2-10,20-23H,1H3

> <INCHI_KEY>
ZMEOGHAIJYBVMI-UHFFFAOYSA-N

> <FORMULA>
C19H16O5

> <MOLECULAR_WEIGHT>
324.332

> <EXACT_MASS>
324.099773615

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
34.42835638800467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(4-hydroxyphenyl)-3-methoxy-[1,1'-biphenyl]-2,4',6-triol

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
3.8957639876666668

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.63473831002097

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.109012227562111

> <JCHEM_PKA_STRONGEST_BASIC>
-4.899081432470838

> <JCHEM_POLAR_SURFACE_AREA>
90.15

> <JCHEM_REFRACTIVITY>
90.7172

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(4-hydroxyphenyl)-3-methoxy-[1,1'-biphenyl]-2,4',6-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    1.3554   -2.8405    1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299   -1.4996    1.4922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450   -0.5712    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3315    0.1913   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7831    0.0634   -0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4606   -0.0156   -1.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482   -0.1376   -1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5397   -0.1786   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -0.2978   -0.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594   -0.0990    0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775    0.0222    0.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7336    1.0962   -1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6456    1.2390   -1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108    2.1612   -1.9445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456    0.4770   -0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9022    0.6035   -0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6308   -0.0209   -1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0182    0.0802   -1.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7069    0.7930   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0822    0.8508   -0.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9799    1.4146    0.7179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5997    1.3109    0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8119   -0.4151    0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6021   -1.1801    1.4221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -3.4352    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926   -2.9154    0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5157   -3.2654    0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442    0.0139   -2.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4229   -0.2030   -2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5294    0.5124   -0.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3751   -0.1275    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.0816    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3974    1.6790   -1.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2016    2.3340   -2.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1508   -0.5812   -1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6035   -0.4107   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6783    1.3293    0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    1.9702    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0510    1.8107    1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1517   -1.8402    2.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  2  0
 23 24  1  0
 23  3  1  0
 11  5  1  0
 22 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 17 35  1  0
 18 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 24 40  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       1.355  -2.841   1.099  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.130  -1.500   1.492  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.545  -0.571   0.620  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.331   0.191  -0.210  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.783   0.063  -0.198  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.461  -0.016  -1.396  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.848  -0.138  -1.423  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.540  -0.179  -0.241  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.907  -0.298  -0.227  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.859  -0.099   0.974  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.478   0.022   0.991  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.734   1.096  -1.059  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.646   1.239  -1.076  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.211   2.161  -1.944  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.446   0.477  -0.244  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.902   0.604  -0.232  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.631  -0.021  -1.220  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.018   0.080  -1.225  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.707   0.793  -0.265  0.00  0.00           C+0
HETATM   20  O   UNK     0      -7.082   0.851  -0.333  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.980   1.415   0.718  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.600   1.311   0.719  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.812  -0.415   0.588  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.602  -1.180   1.422  0.00  0.00           O+0
HETATM   25  H   UNK     0       1.526  -3.435   2.020  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.293  -2.915   0.501  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.516  -3.265   0.530  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.944   0.014  -2.342  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.423  -0.203  -2.332  0.00  0.00           H+0
HETATM   30  H   UNK     0       7.529   0.512  -0.238  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.375  -0.128   1.930  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.986   0.082   1.935  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.397   1.679  -1.699  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.202   2.334  -2.028  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.151  -0.581  -1.981  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.604  -0.411  -2.002  0.00  0.00           H+0
HETATM   37  H   UNK     0      -7.678   1.329   0.298  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.488   1.970   1.469  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.051   1.811   1.506  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.152  -1.840   2.038  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7   28                                                  
CONECT    7    6    8   29                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   30                                                       
CONECT   10    8   11   31                                                  
CONECT   11   10    5   32                                                  
CONECT   12    4   13   33                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   34                                                       
CONECT   15   13   16   23                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18   35                                                  
CONECT   18   17   19   36                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   37                                                       
CONECT   21   19   22   38                                                  
CONECT   22   21   16   39                                                  
CONECT   23   15   24    3                                                  
CONECT   24   23   40                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    6                                                            
CONECT   29    7                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   11                                                            
CONECT   33   12                                                            
CONECT   34   14                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   20                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
CONECT   40   24                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
    1.3554   -2.8405    1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1299   -1.4996    1.4922 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5450   -0.5712    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3315    0.1913   -0.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7831    0.0634   -0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4606   -0.0156   -1.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482   -0.1376   -1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5397   -0.1786   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066   -0.2978   -0.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594   -0.0990    0.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775    0.0222    0.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7336    1.0962   -1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6456    1.2390   -1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2108    2.1612   -1.9445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4456    0.4770   -0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9022    0.6035   -0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6308   -0.0209   -1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0182    0.0802   -1.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7069    0.7930   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0822    0.8508   -0.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9799    1.4146    0.7179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5997    1.3109    0.7188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8119   -0.4151    0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6021   -1.1801    1.4221 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -3.4352    2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926   -2.9154    0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5157   -3.2654    0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442    0.0139   -2.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4229   -0.2030   -2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5294    0.5124   -0.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3751   -0.1275    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.0816    1.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3974    1.6790   -1.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2016    2.3340   -2.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1508   -0.5812   -1.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6035   -0.4107   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6783    1.3293    0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    1.9702    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0510    1.8107    1.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1517   -1.8402    2.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 15 23  2  0
 23 24  1  0
 23  3  1  0
 11  5  1  0
 22 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 17 35  1  0
 18 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 24 40  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆O₅

Average Mass

324.3320 Da

Monoisotopic Mass

324.09977 Da

IUPAC Name

4-(4-hydroxyphenyl)-3-methoxy-[1,1'-biphenyl]-2,4',6-triol

Traditional Name

4-(4-hydroxyphenyl)-3-methoxy-[1,1'-biphenyl]-2,4',6-triol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C(=C(O)C=C1C1=CC=C(O)C=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C19H16O5/c1-24-19-15(11-2-6-13(20)7-3-11)10-16(22)17(18(19)23)12-4-8-14(21)9-5-12/h2-10,20-23H,1H3

InChI Key

ZMEOGHAIJYBVMI-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
Aspergillus	NPAtlas	21510637
Penicillium chermesinum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-terphenyls. These are terphenyls with a structure containing the 1,4-diphenylbenzene skeleton.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Terphenyls

Direct Parent

P-terphenyls

Alternative Parents

Substituents

Para-terphenyl
Biphenyl
Methoxyphenol
4-alkoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Resorcinol
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

resorcinols (CHEBI:67399 )
monomethoxybenzene (CHEBI:67399 )
para-terphenyl (CHEBI:67399 )

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	2.99	ALOGPS
logP	3.9	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.11	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	90.15 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.72 m³·mol⁻¹	ChemAxon
Polarizability	34.43 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA017629

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26631455

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53262748

PDB ID

Not Available

ChEBI ID

67399

Good Scents ID

Not Available

References

General References

Huang H, Feng X, Xiao Z, Liu L, Li H, Ma L, Lu Y, Ju J, She Z, Lin Y: Azaphilones and p-terphenyls from the mangrove endophytic fungus Penicillium chermesinum (ZH4-E2) isolated from the South China Sea. J Nat Prod. 2011 May 27;74(5):997-1002. doi: 10.1021/np100889v. Epub 2011 Apr 21. [PubMed:21510637 ]

Showing NP-Card for 5'-O-desmethylterphenyllin (NP0009952)

MOL for NP0009952 (5'-O-desmethylterphenyllin)

3D MOL for NP0009952 (5'-O-desmethylterphenyllin)

3D SDF for NP0009952 (5'-O-desmethylterphenyllin)

3D-SDF for NP0009952 (5'-O-desmethylterphenyllin)

PDB for NP0009952 (5'-O-desmethylterphenyllin)

3D PDB for NP0009952 (5'-O-desmethylterphenyllin)

SMILES for NP0009952 (5'-O-desmethylterphenyllin)

INCHI for NP0009952 (5'-O-desmethylterphenyllin)

Structure for NP0009952 (5'-O-desmethylterphenyllin)

3D Structure for NP0009952 (5'-O-desmethylterphenyllin)