NP-MRD: Showing NP-Card for O-methylisogrifolin (NP0043935)

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Record Information

Version

1.0

Created at

2021-06-22 17:41:39 UTC

Updated at

2021-06-22 17:41:39 UTC

NP-MRD ID

NP0043935

Secondary Accession Numbers

None

Natural Product Identification

Common Name

O-methylisogrifolin

Description

4-Methoxy-2-methyl-5-[(6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]phenol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. O-methylisogrifolin is found in Penicillium chrysogenum J08NF-4. It was first documented in 2018 (PMID: 29389121). Based on a literature review very few articles have been published on 4-methoxy-2-methyl-5-[(6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]phenol.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

NP0043935
     RDKit          3D

 59 59  0  0  0  0  0  0  0  0999 V2000
   -3.4538   -2.8300    0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2556   -1.4528    1.1858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027   -0.5828    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876   -1.0417    0.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5083   -0.1907    0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7803   -0.6853   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3094    1.1485    0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3306    2.0597   -0.0582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1455    1.6627    0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1055    0.7813    1.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9015    1.3317    1.6560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6780    1.4832    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3943    1.2189   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3722    0.6681   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0041    1.4825   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6250    0.1699   -1.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9879    0.4510   -1.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338   -0.1531   -1.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8146   -1.1247   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3861    0.1308   -1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3274    0.7470   -0.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6350    0.0017    0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8601   -0.4394    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9330   -0.1688   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1719   -1.1973    1.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3091   -3.2504    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5488   -3.4233    1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6934   -2.9500   -0.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5896   -2.1155    0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5352   -0.7222    0.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6801   -1.7348   -0.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1474   -0.0932   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2343    3.0525    0.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0240    2.7450    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6721    0.7542    2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701    2.3552    2.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8243    1.9107    1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9843    0.8996   -2.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3526   -0.4508   -1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3627    1.1088   -1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0176    2.1818   -1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6017    1.9185   -0.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226   -0.6076   -0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -0.1318   -2.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231    1.1811   -2.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5791   -0.6124    0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7459   -1.7660   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2974    0.8532   -2.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8030   -0.8092   -2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3053    0.8875   -1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8766   -0.1909    1.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8990   -0.5860    0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3539   -1.0415    2.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304   -2.2681    1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0955   -0.8266    2.3985 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  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
 10  3  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
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 14 40  1  0
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 17 45  1  0
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 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
M  END


  Mrv1652306222119412D          

 25 25  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   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  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 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  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043935

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C)=C(O)C=C1C\C=C(/C)CC\C=C(/C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C23H34O2/c1-17(2)9-7-10-18(3)11-8-12-19(4)13-14-21-16-22(24)20(5)15-23(21)25-6/h9,11,13,15-16,24H,7-8,10,12,14H2,1-6H3/b18-11+,19-13+

> <INCHI_KEY>
XXNPXTOAZUTXAR-NWLVNBMCSA-N

> <FORMULA>
C23H34O2

> <MOLECULAR_WEIGHT>
342.523

> <EXACT_MASS>
342.255880335

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
42.36677883978817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-methoxy-2-methyl-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]phenol

> <ALOGPS_LOGP>
6.90

> <JCHEM_LOGP>
7.073426167333334

> <ALOGPS_LOGS>
-5.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.230328214858469

> <JCHEM_PKA_STRONGEST_BASIC>
-4.820618627258807

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
111.3913

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.89e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methoxy-2-methyl-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]phenol

> <JCHEM_VEBER_RULE>
1

$$$$

NP0043935
     RDKit          3D

 59 59  0  0  0  0  0  0  0  0999 V2000
   -3.4538   -2.8300    0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2556   -1.4528    1.1858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027   -0.5828    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876   -1.0417    0.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5083   -0.1907    0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7803   -0.6853   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3094    1.1485    0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3306    2.0597   -0.0582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1455    1.6627    0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1055    0.7813    1.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6780    1.4832    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3722    0.6681   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0041    1.4825   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9879    0.4510   -1.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338   -0.1531   -1.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8146   -1.1247   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3861    0.1308   -1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3274    0.7470   -0.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6350    0.0017    0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8601   -0.4394    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9330   -0.1688   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1719   -1.1973    1.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3091   -3.2504    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5488   -3.4233    1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6934   -2.9500   -0.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5896   -2.1155    0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0517   -0.1318   -2.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231    1.1811   -2.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5791   -0.6124    0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0217   -1.8733   -0.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459   -1.7660   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2974    0.8532   -2.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8030   -0.8092   -2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0294    1.8096   -0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3053    0.8875   -1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8766   -0.1909    1.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8990   -0.5860    0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7037   -0.5928   -1.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1284    0.9184   -0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3539   -1.0415    2.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304   -2.2681    1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0955   -0.8266    2.3985 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  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
 10  3  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -10.669   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -12.003   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -12.003   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -13.337   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -14.670   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -13.337   6.160   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

COMPND    NP0043935
HETATM    1  C1  UNL     1      -3.454  -2.830   0.963  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.256  -1.453   1.186  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.303  -0.583   0.861  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.488  -1.042   0.345  1.00  0.00           C  
HETATM    5  C4  UNL     1      -6.508  -0.191   0.030  1.00  0.00           C  
HETATM    6  C5  UNL     1      -7.780  -0.685  -0.525  1.00  0.00           C  
HETATM    7  C6  UNL     1      -6.309   1.149   0.250  1.00  0.00           C  
HETATM    8  O2  UNL     1      -7.331   2.060  -0.058  1.00  0.00           O  
HETATM    9  C7  UNL     1      -5.145   1.663   0.764  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.106   0.781   1.083  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.901   1.332   1.656  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.678   1.483   0.920  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.394   1.219  -0.318  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.372   0.668  -1.264  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.004   1.483  -0.810  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.625   0.170  -1.311  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.988   0.451  -1.790  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.034  -0.153  -1.254  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.815  -1.125  -0.159  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.386   0.131  -1.781  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.327   0.747  -0.820  1.00  0.00           C  
HETATM   22  C20 UNL     1       5.635   0.002   0.406  1.00  0.00           C  
HETATM   23  C21 UNL     1       6.860  -0.439   0.655  1.00  0.00           C  
HETATM   24  C22 UNL     1       7.933  -0.169  -0.331  1.00  0.00           C  
HETATM   25  C23 UNL     1       7.172  -1.197   1.902  1.00  0.00           C  
HETATM   26  H1  UNL     1      -4.309  -3.250   1.507  1.00  0.00           H  
HETATM   27  H2  UNL     1      -2.549  -3.423   1.169  1.00  0.00           H  
HETATM   28  H3  UNL     1      -3.693  -2.950  -0.128  1.00  0.00           H  
HETATM   29  H4  UNL     1      -5.590  -2.115   0.191  1.00  0.00           H  
HETATM   30  H5  UNL     1      -8.535  -0.722   0.305  1.00  0.00           H  
HETATM   31  H6  UNL     1      -7.680  -1.735  -0.899  1.00  0.00           H  
HETATM   32  H7  UNL     1      -8.147  -0.093  -1.390  1.00  0.00           H  
HETATM   33  H8  UNL     1      -7.234   3.052   0.084  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.024   2.745   0.926  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.672   0.754   2.630  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.170   2.355   2.116  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.824   1.911   1.553  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.984   0.900  -2.307  1.00  0.00           H  
HETATM   39  H14 UNL     1      -2.353  -0.451  -1.178  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.363   1.109  -1.235  1.00  0.00           H  
HETATM   41  H16 UNL     1       0.018   2.182  -1.655  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.602   1.919  -0.003  1.00  0.00           H  
HETATM   43  H18 UNL     1       0.523  -0.608  -0.560  1.00  0.00           H  
HETATM   44  H19 UNL     1      -0.052  -0.132  -2.167  1.00  0.00           H  
HETATM   45  H20 UNL     1       2.123   1.181  -2.612  1.00  0.00           H  
HETATM   46  H21 UNL     1       2.579  -0.612   0.764  1.00  0.00           H  
HETATM   47  H22 UNL     1       2.022  -1.873  -0.395  1.00  0.00           H  
HETATM   48  H23 UNL     1       3.746  -1.766  -0.106  1.00  0.00           H  
HETATM   49  H24 UNL     1       4.297   0.853  -2.650  1.00  0.00           H  
HETATM   50  H25 UNL     1       4.803  -0.809  -2.214  1.00  0.00           H  
HETATM   51  H26 UNL     1       5.029   1.810  -0.604  1.00  0.00           H  
HETATM   52  H27 UNL     1       6.305   0.888  -1.383  1.00  0.00           H  
HETATM   53  H28 UNL     1       4.877  -0.191   1.148  1.00  0.00           H  
HETATM   54  H29 UNL     1       8.899  -0.586   0.048  1.00  0.00           H  
HETATM   55  H30 UNL     1       7.704  -0.593  -1.331  1.00  0.00           H  
HETATM   56  H31 UNL     1       8.128   0.918  -0.474  1.00  0.00           H  
HETATM   57  H32 UNL     1       6.354  -1.042   2.641  1.00  0.00           H  
HETATM   58  H33 UNL     1       7.330  -2.268   1.677  1.00  0.00           H  
HETATM   59  H34 UNL     1       8.096  -0.827   2.398  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   29
CONECT    5    6    7    7
CONECT    6   30   31   32
CONECT    7    8    9
CONECT    8   33
CONECT    9   10   10   34
CONECT   10   11
CONECT   11   12   35   36
CONECT   12   13   13   37
CONECT   13   14   15
CONECT   14   38   39   40
CONECT   15   16   41   42
CONECT   16   17   43   44
CONECT   17   18   18   45
CONECT   18   19   20
CONECT   19   46   47   48
CONECT   20   21   49   50
CONECT   21   22   51   52
CONECT   22   23   23   53
CONECT   23   24   25
CONECT   24   54   55   56
CONECT   25   57   58   59
END

NP0043935
     RDKit          3D

59 59  0  0  0  0  0  0  0  0999 V2000
   -3.4538   -2.8300    0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2556   -1.4528    1.1858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027   -0.5828    0.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876   -1.0417    0.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5083   -0.1907    0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7803   -0.6853   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3094    1.1485    0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3306    2.0597   -0.0582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1455    1.6627    0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1055    0.7813    1.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9015    1.3317    1.6560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6780    1.4832    0.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3943    1.2189   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3722    0.6681   -1.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0041    1.4825   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6250    0.1699   -1.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9879    0.4510   -1.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0338   -0.1531   -1.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8146   -1.1247   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3861    0.1308   -1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3274    0.7470   -0.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6350    0.0017    0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8601   -0.4394    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9330   -0.1688   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1719   -1.1973    1.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3091   -3.2504    1.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5488   -3.4233    1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6934   -2.9500   -0.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5896   -2.1155    0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5352   -0.7222    0.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6801   -1.7348   -0.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1474   -0.0932   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2343    3.0525    0.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0240    2.7450    0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6721    0.7542    2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701    2.3552    2.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8243    1.9107    1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9843    0.8996   -2.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3526   -0.4508   -1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3627    1.1088   -1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0176    2.1818   -1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6017    1.9185   -0.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5226   -0.6076   -0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -0.1318   -2.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231    1.1811   -2.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5791   -0.6124    0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0217   -1.8733   -0.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459   -1.7660   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2974    0.8532   -2.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8030   -0.8092   -2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0294    1.8096   -0.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3053    0.8875   -1.3832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8766   -0.1909    1.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8990   -0.5860    0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7037   -0.5928   -1.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1284    0.9184   -0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3539   -1.0415    2.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304   -2.2681    1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0955   -0.8266    2.3985 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  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
 10  3  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  8 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₄O₂

Average Mass

342.5230 Da

Monoisotopic Mass

342.25588 Da

IUPAC Name

4-methoxy-2-methyl-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]phenol

Traditional Name

4-methoxy-2-methyl-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]phenol

CAS Registry Number

Not Available

SMILES

COC1=CC(C)=C(O)C=C1C\C=C(/C)CC\C=C(/C)CCC=C(C)C

InChI Identifier

InChI=1S/C23H34O2/c1-17(2)9-7-10-18(3)11-8-12-19(4)13-14-21-16-22(24)20(5)15-23(21)25-6/h9,11,13,15-16,24H,7-8,10,12,14H2,1-6H3/b18-11+,19-13+

InChI Key

XXNPXTOAZUTXAR-NWLVNBMCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, 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
Penicillium chrysogenum J08NF-4	Linigton's dataset	29389121

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Farsesane sesquiterpenoid
Methoxyphenol
4-alkoxyphenol
Anisole
Methoxybenzene
O-cresol
Phenol ether
Phenoxy compound
Alkyl aryl ether
Toluene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.9	ALOGPS
logP	7.07	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	10.23	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	111.39 m³·mol⁻¹	ChemAxon
Polarizability	42.37 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

10480519

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21777963

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liu S, Su M, Song SJ, Hong J, Chung HY, Jung JH: An Anti-Inflammatory PPAR-gamma Agonist from the Jellyfish-Derived Fungus Penicillium chrysogenum J08NF-4. J Nat Prod. 2018 Feb 23;81(2):356-363. doi: 10.1021/acs.jnatprod.7b00846. Epub 2018 Feb 1. [PubMed:29389121 ]

Showing NP-Card for O-methylisogrifolin (NP0043935)

MOL for NP0043935 (O-methylisogrifolin)

3D MOL for NP0043935 (O-methylisogrifolin)

3D SDF for NP0043935 (O-methylisogrifolin)

3D-SDF for NP0043935 (O-methylisogrifolin)

PDB for NP0043935 (O-methylisogrifolin)

3D PDB for NP0043935 (O-methylisogrifolin)

SMILES for NP0043935 (O-methylisogrifolin)

INCHI for NP0043935 (O-methylisogrifolin)

Structure for NP0043935 (O-methylisogrifolin)

3D Structure for NP0043935 (O-methylisogrifolin)