NP-MRD: Showing NP-Card for 6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid (NP0308508)

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Record Information

Version

2.0

Created at

2022-09-11 02:19:11 UTC

Updated at

2022-09-11 02:19:11 UTC

NP-MRD ID

NP0308508

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid

Description

(S)-Tenellic acid B dimethyl acetal belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group. 6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid is found in Talaromyces purpureogenus. Based on a literature review very few articles have been published on (S)-Tenellic acid B dimethyl acetal.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112204192D          

 31 32  0  0  1  0            999 V2000
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   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
    1.4289   -0.0000    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   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  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 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 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 13 28  2  0  0  0  0
  3 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 61 62  0  0  0  0  0  0  0  0999 V2000
    1.9029   -2.8669    1.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9072   -1.5174    1.5896 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -0.4555    0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1303    0.2570   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5052   -0.1883   -0.4174 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5293   -0.0793   -1.8632 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5356    0.8067    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9160    0.3305   -0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2338    0.2917   -1.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9923    0.8756    0.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5633    1.3031   -0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254    1.6375   -0.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595    0.9433    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8151    1.2981    0.6867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0445    0.8823    0.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6347    1.0537    2.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9094    1.6297    3.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9117    0.6589    2.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7023    0.0744    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1002   -0.3490    1.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1458   -0.0996    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8333    0.3059   -0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102    0.0008   -1.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8153   -1.3131   -1.7190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626   -2.1585   -1.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8068    0.7927   -2.4712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8315    1.2239   -3.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0975   -0.1152    1.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6895   -0.8323    2.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4223   -1.8089    1.8500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5851   -0.3759    3.4245 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4688   -3.3747    2.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9624   -3.2667    1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3845   -3.1622    0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6488   -1.2124   -0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7120    0.8943   -2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4259    1.0086    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3684    1.7974   -0.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9159   -0.8191   -0.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6420   -0.4872   -2.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3358    0.0699   -1.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0284    1.2929   -2.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9736    0.7306    0.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8559    1.9575    0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0155    0.2646    1.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0956    1.9104   -1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2623    2.4671   -0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9505    1.9313    2.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3768    0.7844    3.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6338    0.3505    2.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6703   -0.3303    0.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0697   -1.3948    2.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785   -0.5684   -0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2303   -0.0920   -1.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490   -3.2004   -2.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0539   -2.2343   -1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1279   -1.8990   -2.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3042    1.8774   -4.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0164    1.8249   -2.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3606    0.3680   -3.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0848    0.3058    3.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  1  0
 23 26  1  0
 26 27  1  0
 23 22  1  0
 22 21  2  0
 21 19  1  0
 19 20  1  0
 19 18  2  0
 18 16  1  0
 16 17  1  0
 16 15  2  0
 15 14  1  0
 14 13  1  0
 13 28  2  0
 28 29  1  0
 29 31  1  0
 29 30  2  0
 28  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
  4 11  1  0
 11 12  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 15 22  1  0
 12 13  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 23 54  1  0
 27 58  1  0
 27 59  1  0
 27 60  1  0
 21 53  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 18 49  1  0
 17 48  1  0
 31 61  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 11 46  1  0
 12 47  1  0
  5 35  1  6
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
M  END


  Mrv1652309112204192D          

 31 32  0  0  1  0            999 V2000
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   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
    1.4289   -0.0000    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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   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  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 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 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 13 28  2  0  0  0  0
  3 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0308508

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(OC)C1=CC(C)=CC(O)=C1OC1=C(C(O)=O)C(OC)=C(C=C1)[C@@H](O)CC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O8/c1-12(2)9-16(24)14-7-8-18(19(22(26)27)21(14)28-4)31-20-15(23(29-5)30-6)10-13(3)11-17(20)25/h7-8,10-12,16,23-25H,9H2,1-6H3,(H,26,27)/t16-/m0/s1

> <INCHI_KEY>
TWNKZTNRAGDRSW-INIZCTEOSA-N

> <FORMULA>
C23H30O8

> <MOLECULAR_WEIGHT>
434.485

> <EXACT_MASS>
434.194067926

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
45.68050056595343

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1S)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid

> <JCHEM_LOGP>
4.241315421000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.317692580064152

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1790738705469574

> <JCHEM_PKA_STRONGEST_BASIC>
-3.207499317519927

> <JCHEM_POLAR_SURFACE_AREA>
114.68000000000002

> <JCHEM_REFRACTIVITY>
115.29679999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1S)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334  -0.770   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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    4   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   28                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   15   23                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27                                                       
CONECT   27   26                                                            
CONECT   28   13    3   29                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

View in JSmol

Synonyms

Value	Source
(S)-Tenellate b dimethyl acetal	Generator

Chemical Formula

C₂₃H₃₀O₈

Average Mass

434.4850 Da

Monoisotopic Mass

434.19407 Da

IUPAC Name

6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1S)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid

Traditional Name

6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1S)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid

CAS Registry Number

Not Available

SMILES

COC(OC)C1=CC(C)=CC(O)=C1OC1=C(C(O)=O)C(OC)=C(C=C1)[C@@H](O)CC(C)C

InChI Identifier

InChI=1S/C23H30O8/c1-12(2)9-16(24)14-7-8-18(19(22(26)27)21(14)28-4)31-20-15(23(29-5)30-6)10-13(3)11-17(20)25/h7-8,10-12,16,23-25H,9H2,1-6H3,(H,26,27)/t16-/m0/s1

InChI Key

TWNKZTNRAGDRSW-INIZCTEOSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Penicillium purpurogenum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
O-methoxybenzoic acid or derivatives
Diaryl ether
Benzylether
Benzoic acid
Benzoic acid or derivatives
Phenoxy compound
Methoxybenzene
Phenol ether
M-cresol
Benzoyl
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Alkyl aryl ether
Secondary alcohol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Organooxygen compound
Alcohol
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	4.24	ChemAxon
pKa (Strongest Acidic)	3.18	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.68 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	115.3 m³·mol⁻¹	ChemAxon
Polarizability	45.68 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78436626

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132556055

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid (NP0308508)

MOL for NP0308508 (6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid)

3D MOL for NP0308508 (6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid)

3D SDF for NP0308508 (6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid)

3D-SDF for NP0308508 (6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid)

PDB for NP0308508 (6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid)

3D PDB for NP0308508 (6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid)

SMILES for NP0308508 (6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid)

INCHI for NP0308508 (6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid)

Structure for NP0308508 (6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid)

3D Structure for NP0308508 (6-[2-(dimethoxymethyl)-6-hydroxy-4-methylphenoxy]-3-[(1s)-1-hydroxy-3-methylbutyl]-2-methoxybenzoic acid)