NP-MRD: Showing NP-Card for zinniol (NP0029238)

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Record Information

Version

2.0

Created at

2021-06-19 20:55:04 UTC

Updated at

2021-08-20 00:00:13 UTC

NP-MRD ID

NP0029238

Secondary Accession Numbers

None

Natural Product Identification

Common Name

zinniol

Provided By

JEOL Database JEOL Logo

Description

[6-(Hydroxymethyl)-2-methoxy-3-methyl-4-[(3-methylbut-2-en-1-yl)oxy]phenyl]methanol belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure. zinniol is found in Alternaria cichorii, Alternaria porri, Alternaria solani, Alternaria tagetica and Plenodomus lindquistii. zinniol was first documented in 2000 (Gamboa-Angulo, M. M., et al.). Based on a literature review very few articles have been published on [6-(hydroxymethyl)-2-methoxy-3-methyl-4-[(3-methylbut-2-en-1-yl)oxy]phenyl]methanol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122553D          

 41 41  0  0  0  0            999 V2000
   -2.0741    1.8410    3.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584    2.3990    2.5258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3728    1.4076    1.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    0.7086    1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559    1.0203    2.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0224   -0.3103    0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2164   -0.9827    0.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -1.8974   -0.3895 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8924   -2.4418   -0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497   -2.5089   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9610   -2.0494   -2.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2618   -3.0788   -0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969   -0.5837   -0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2006    0.1463   -0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -0.1861   -1.3539 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2223    0.7749   -2.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3863    1.1755    0.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6224    2.0384    0.6118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6226    2.7968   -0.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3591    1.1523    4.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482    2.6654    4.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302    1.3340    3.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9281    1.0277    2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9720    0.2728    3.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    2.0104    2.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120   -2.7348   -0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4625   -1.3824   -1.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0123   -2.8168    0.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -2.8693   -3.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9867   -1.7117   -2.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6664   -1.2210   -2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2238   -3.3967    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362   -3.9511   -1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0549   -2.3292   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8778   -1.3626   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517   -1.1689   -1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2443   -0.2331   -0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4173    1.6367   -1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    1.4208    0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6877    2.7391    1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8387    3.3763   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 14  2  0  0  0  0
 18 19  1  0  0  0  0
  4  3  2  0  0  0  0
  3  2  1  0  0  0  0
 14 13  1  0  0  0  0
  2  1  1  0  0  0  0
 13  6  2  0  0  0  0
  4  5  1  0  0  0  0
  6  4  1  0  0  0  0
  6  7  1  0  0  0  0
 14 15  1  0  0  0  0
  7  8  1  0  0  0  0
  3 17  1  0  0  0  0
  8  9  1  0  0  0  0
 15 16  1  0  0  0  0
  9 10  2  3  0  0  0
 10 11  1  0  0  0  0
 17 18  1  0  0  0  0
 10 12  1  0  0  0  0
 13 35  1  0  0  0  0
 15 36  1  0  0  0  0
 15 37  1  0  0  0  0
 16 38  1  0  0  0  0
 18 39  1  0  0  0  0
 18 40  1  0  0  0  0
 19 41  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  5 23  1  0  0  0  0
  5 24  1  0  0  0  0
  5 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
M  END

     RDKit          3D

 41 41  0  0  0  0  0  0  0  0999 V2000
   -2.0741    1.8410    3.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584    2.3990    2.5258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3728    1.4076    1.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    0.7086    1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559    1.0203    2.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0224   -0.3103    0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2164   -0.9827    0.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -1.8974   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8924   -2.4418   -0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497   -2.5089   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9610   -2.0494   -2.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2618   -3.0788   -0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969   -0.5837   -0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2006    0.1463   -0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -0.1861   -1.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2223    0.7749   -2.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3863    1.1755    0.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6224    2.0384    0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6226    2.7968   -0.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3591    1.1523    4.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482    2.6654    4.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302    1.3340    3.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9281    1.0277    2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9720    0.2728    3.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    2.0104    2.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120   -2.7348   -0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4625   -1.3824   -1.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0123   -2.8168    0.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -2.8693   -3.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9867   -1.7117   -2.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6664   -1.2210   -2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2238   -3.3967    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362   -3.9511   -1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0549   -2.3292   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8778   -1.3626   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517   -1.1689   -1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2443   -0.2331   -0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4173    1.6367   -1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    1.4208    0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6877    2.7391    1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8387    3.3763   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 14  2  0
 18 19  1  0
  4  3  2  0
  3  2  1  0
 14 13  1  0
  2  1  1  0
 13  6  2  0
  4  5  1  0
  6  4  1  0
  6  7  1  0
 14 15  1  0
  7  8  1  0
  3 17  1  0
  8  9  1  0
 15 16  1  0
  9 10  2  3
 10 11  1  0
 17 18  1  0
 10 12  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
M  END


  Mrv1652306192122553D          

 41 41  0  0  0  0            999 V2000
   -2.0741    1.8410    3.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584    2.3990    2.5258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3728    1.4076    1.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    0.7086    1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559    1.0203    2.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0224   -0.3103    0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2164   -0.9827    0.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -1.8974   -0.3895 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8924   -2.4418   -0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497   -2.5089   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9610   -2.0494   -2.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2618   -3.0788   -0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969   -0.5837   -0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2006    0.1463   -0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -0.1861   -1.3539 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2223    0.7749   -2.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3863    1.1755    0.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6224    2.0384    0.6118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6226    2.7968   -0.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3591    1.1523    4.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482    2.6654    4.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302    1.3340    3.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9281    1.0277    2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9720    0.2728    3.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    2.0104    2.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120   -2.7348   -0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4625   -1.3824   -1.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0123   -2.8168    0.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -2.8693   -3.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9867   -1.7117   -2.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6664   -1.2210   -2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2238   -3.3967    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362   -3.9511   -1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0549   -2.3292   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8778   -1.3626   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517   -1.1689   -1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2443   -0.2331   -0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4173    1.6367   -1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    1.4208    0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6877    2.7391    1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8387    3.3763   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 14  2  0  0  0  0
 18 19  1  0  0  0  0
  4  3  2  0  0  0  0
  3  2  1  0  0  0  0
 14 13  1  0  0  0  0
  2  1  1  0  0  0  0
 13  6  2  0  0  0  0
  4  5  1  0  0  0  0
  6  4  1  0  0  0  0
  6  7  1  0  0  0  0
 14 15  1  0  0  0  0
  7  8  1  0  0  0  0
  3 17  1  0  0  0  0
  8  9  1  0  0  0  0
 15 16  1  0  0  0  0
  9 10  2  3  0  0  0
 10 11  1  0  0  0  0
 17 18  1  0  0  0  0
 10 12  1  0  0  0  0
 13 35  1  0  0  0  0
 15 36  1  0  0  0  0
 15 37  1  0  0  0  0
 16 38  1  0  0  0  0
 18 39  1  0  0  0  0
 18 40  1  0  0  0  0
 19 41  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  5 23  1  0  0  0  0
  5 24  1  0  0  0  0
  5 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029238

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O4/c1-10(2)5-6-19-14-7-12(8-16)13(9-17)15(18-4)11(14)3/h5,7,16-17H,6,8-9H2,1-4H3

> <INCHI_KEY>
DUMQPTRUYCCSEZ-UHFFFAOYSA-N

> <FORMULA>
C15H22O4

> <MOLECULAR_WEIGHT>
266.337

> <EXACT_MASS>
266.151809188

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
30.042559563408705

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[2-(hydroxymethyl)-3-methoxy-4-methyl-5-[(3-methylbut-2-en-1-yl)oxy]phenyl]methanol

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
1.9978712290000002

> <ALOGPS_LOGS>
-3.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.11874927763284

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.43755810104711

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8759474084937073

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
76.77559999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
zinniol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 41  0  0  0  0  0  0  0  0999 V2000
   -2.0741    1.8410    3.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584    2.3990    2.5258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3728    1.4076    1.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    0.7086    1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559    1.0203    2.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0224   -0.3103    0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2164   -0.9827    0.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -1.8974   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8924   -2.4418   -0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497   -2.5089   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9610   -2.0494   -2.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2618   -3.0788   -0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969   -0.5837   -0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2006    0.1463   -0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -0.1861   -1.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2223    0.7749   -2.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3863    1.1755    0.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6224    2.0384    0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6226    2.7968   -0.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3591    1.1523    4.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482    2.6654    4.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302    1.3340    3.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9281    1.0277    2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9720    0.2728    3.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    2.0104    2.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120   -2.7348   -0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4625   -1.3824   -1.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0123   -2.8168    0.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -2.8693   -3.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9867   -1.7117   -2.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6664   -1.2210   -2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2238   -3.3967    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362   -3.9511   -1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0549   -2.3292   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8778   -1.3626   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517   -1.1689   -1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2443   -0.2331   -0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4173    1.6367   -1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    1.4208    0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6877    2.7391    1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8387    3.3763   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 14  2  0
 18 19  1  0
  4  3  2  0
  3  2  1  0
 14 13  1  0
  2  1  1  0
 13  6  2  0
  4  5  1  0
  6  4  1  0
  6  7  1  0
 14 15  1  0
  7  8  1  0
  3 17  1  0
  8  9  1  0
 15 16  1  0
  9 10  2  3
 10 11  1  0
 17 18  1  0
 10 12  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.074   1.841   3.738  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.558   2.399   2.526  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.373   1.408   1.590  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.152   0.709   1.558  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.956   1.020   2.531  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.022  -0.310   0.606  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.216  -0.983   0.665  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.519  -1.897  -0.390  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.892  -2.442  -0.120  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.950  -2.509  -0.954  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.961  -2.049  -2.386  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.262  -3.079  -0.480  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.997  -0.584  -0.311  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.201   0.146  -0.310  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.242  -0.186  -1.354  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.222   0.775  -2.396  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.386   1.176   0.640  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.622   2.038   0.612  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.623   2.797  -0.596  0.00  0.00           O+0
HETATM   20  H   UNK     0      -1.359   1.152   4.200  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.248   2.665   4.436  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.030   1.334   3.567  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.928   1.028   2.027  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.972   0.273   3.330  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.841   2.010   2.983  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.812  -2.735  -0.369  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.462  -1.382  -1.352  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.012  -2.817   0.896  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.276  -2.869  -3.040  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.987  -1.712  -2.744  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.666  -1.221  -2.509  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.224  -3.397   0.568  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.536  -3.951  -1.082  0.00  0.00           H+0
HETATM   34  H   UNK     0       6.055  -2.329  -0.570  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.878  -1.363  -1.059  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.052  -1.169  -1.799  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.244  -0.233  -0.917  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.417   1.637  -1.971  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.525   1.421   0.645  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.688   2.739   1.449  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.839   3.376  -0.537  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    3    1                                                       
CONECT    3    4    2   17                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   23   24   25                                             
CONECT    6   13    4    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   26   27                                             
CONECT    9    8   10   28                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   29   30   31                                             
CONECT   12   10   32   33   34                                             
CONECT   13   14    6   35                                                  
CONECT   14   17   13   15                                                  
CONECT   15   14   16   36   37                                             
CONECT   16   15   38                                                       
CONECT   17   14    3   18                                                  
CONECT   18   19   17   39   40                                             
CONECT   19   18   41                                                       
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    5                                                            
CONECT   24    5                                                            
CONECT   25    5                                                            
CONECT   26    8                                                            
CONECT   27    8                                                            
CONECT   28    9                                                            
CONECT   29   11                                                            
CONECT   30   11                                                            
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   12                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   15                                                            
CONECT   37   15                                                            
CONECT   38   16                                                            
CONECT   39   18                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   82    0
END

RDKit          3D

41 41  0  0  0  0  0  0  0  0999 V2000
   -2.0741    1.8410    3.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584    2.3990    2.5258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3728    1.4076    1.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516    0.7086    1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559    1.0203    2.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0224   -0.3103    0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2164   -0.9827    0.6646 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191   -1.8974   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8924   -2.4418   -0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9497   -2.5089   -0.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9610   -2.0494   -2.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2618   -3.0788   -0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969   -0.5837   -0.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2006    0.1463   -0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416   -0.1861   -1.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2223    0.7749   -2.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3863    1.1755    0.6403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6224    2.0384    0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6226    2.7968   -0.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3591    1.1523    4.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2482    2.6654    4.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0302    1.3340    3.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9281    1.0277    2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9720    0.2728    3.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410    2.0104    2.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120   -2.7348   -0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4625   -1.3824   -1.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0123   -2.8168    0.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -2.8693   -3.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9867   -1.7117   -2.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6664   -1.2210   -2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2238   -3.3967    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362   -3.9511   -1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0549   -2.3292   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8778   -1.3626   -1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517   -1.1689   -1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2443   -0.2331   -0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4173    1.6367   -1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5254    1.4208    0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6877    2.7391    1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8387    3.3763   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 14  2  0
 18 19  1  0
  4  3  2  0
  3  2  1  0
 14 13  1  0
  2  1  1  0
 13  6  2  0
  4  5  1  0
  6  4  1  0
  6  7  1  0
 14 15  1  0
  7  8  1  0
  3 17  1  0
  8  9  1  0
 15 16  1  0
  9 10  2  3
 10 11  1  0
 17 18  1  0
 10 12  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
M  END

View in JSmol

Synonyms

Value	Source
3-Methoxy-4-methyl-5-(3-methyl-2-butenyloxy)-1,2-benzenedimethanol	MeSH

Chemical Formula

C₁₅H₂₂O₄

Average Mass

266.3370 Da

Monoisotopic Mass

266.15181 Da

IUPAC Name

[2-(hydroxymethyl)-3-methoxy-4-methyl-5-[(3-methylbut-2-en-1-yl)oxy]phenyl]methanol

Traditional Name

zinniol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H22O4/c1-10(2)5-6-19-14-7-12(8-16)13(9-17)15(18-4)11(14)3/h5,7,16-17H,6,8-9H2,1-4H3

InChI Key

DUMQPTRUYCCSEZ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Alternaria cichorii	LOTUS Database	35616633
Alternaria porri	LOTUS Database	35616633
Alternaria solani	LOTUS Database	35616633
Alternaria tagetica	JEOL database	Gamboa-Angulo, M. M., et al, J. Nat. Prod. 63, 1117 (2000)
Plenodomus lindquistii	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Alternaria carthami	KNApSAcK Database	22123792
Alternaria zinnae	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyl alcohols

Direct Parent

Benzyl alcohols

Alternative Parents

Substituents

Phenoxy compound
Methoxybenzene
Phenol ether
Benzyl alcohol
Anisole
Toluene
Alkyl aryl ether
Ether
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

methoxybenzene (CHEBI:10117 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	425.30 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	44.97 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.070 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	1.97	ALOGPS
logP	2	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	14.44	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	76.78 m³·mol⁻¹	ChemAxon
Polarizability	30.04 Å³	ChemAxon
Number of Rings	1	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

C00002684

Chemspider ID

78766

KEGG Compound ID

C10840

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

rw1501901

References

General References

Gamboa-Angulo, M. M., et al. (2000). Gamboa-Angulo, M. M., et al, J. Nat. Prod. 63, 1117 (2000). J. Nat. Prod..

Showing NP-Card for zinniol (NP0029238)

MOL for NP0029238 (zinniol)

3D MOL for NP0029238 (zinniol)

3D SDF for NP0029238 (zinniol)

3D-SDF for NP0029238 (zinniol)

PDB for NP0029238 (zinniol)

3D PDB for NP0029238 (zinniol)

SMILES for NP0029238 (zinniol)

INCHI for NP0029238 (zinniol)

Structure for NP0029238 (zinniol)

3D Structure for NP0029238 (zinniol)