NP-MRD: Showing NP-Card for 3,4,5-trimethoxy cinnamyl alcohol (NP0002589)

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Record Information

Version

1.0

Created at

2020-11-16 16:42:24 UTC

Updated at

2021-08-12 19:51:35 UTC

NP-MRD ID

NP0002589

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,5-trimethoxy cinnamyl alcohol

Provided By

NPAtlas

Description

3,4,5-Trimethoxy cinnamyl alcohol belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety. 3,4,5-trimethoxy cinnamyl alcohol is found in Boronia pinnata, Croton lechleri, Juniperus thurifera, Litsea cubeba, Suillus, Suillus luteus and Zanthoxylum nitidum. It was first documented in 2008 (PMID: 17984079). Based on a literature review very few articles have been published on 3,4,5-trimethoxy cinnamyl alcohol (PMID: 25090704).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117453D          

 32 32  0  0  0  0            999 V2000
   -1.7221    3.2339    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333    1.9512   -0.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112    0.8401   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333    1.0295    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8019   -0.0384   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2269    0.0634    0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8953    1.1604    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    1.1534    0.4602 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9599    1.9760   -0.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341   -1.2813   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1175   -1.4846   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6345   -2.7680   -0.7538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -3.8388   -0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9605   -0.3967   -0.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316   -0.5839   -0.5506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1477   -0.8771    0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    3.9970    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570    3.4862   -0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3156    3.2840    1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769    2.0052    0.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8475   -0.8468   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3675    2.0931    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6887    1.4371    1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7703    0.1320    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9043    1.6745   -0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8852   -2.1630   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -3.8434    0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976   -4.8050   -1.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0610   -3.6395   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1798   -0.5251    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381   -1.9802    0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7697   -0.4449    1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14  3  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  4 20  1  0  0  0  0
  6 21  1  0  0  0  0
  7 22  1  0  0  0  0
  8 23  1  0  0  0  0
  8 24  1  0  0  0  0
  9 25  1  0  0  0  0
 10 26  1  0  0  0  0
 13 27  1  0  0  0  0
 13 28  1  0  0  0  0
 13 29  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
 16 32  1  0  0  0  0
M  END

     RDKit          3D

 32 32  0  0  0  0  0  0  0  0999 V2000
   -1.7221    3.2339    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333    1.9512   -0.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112    0.8401   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333    1.0295    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8019   -0.0384   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2269    0.0634    0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8953    1.1604    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    1.1534    0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9599    1.9760   -0.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341   -1.2813   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1175   -1.4846   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6345   -2.7680   -0.7538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -3.8388   -0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9605   -0.3967   -0.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316   -0.5839   -0.5506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1477   -0.8771    0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    3.9970    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570    3.4862   -0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3156    3.2840    1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769    2.0052    0.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8475   -0.8468   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3675    2.0931    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6887    1.4371    1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7703    0.1320    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9043    1.6745   -0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8852   -2.1630   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -3.8434    0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976   -4.8050   -1.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0610   -3.6395   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1798   -0.5251    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381   -1.9802    0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7697   -0.4449    1.4949 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
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 14  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
M  END


  Mrv1652306242117453D          

 32 32  0  0  0  0            999 V2000
   -1.7221    3.2339    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333    1.9512   -0.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112    0.8401   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333    1.0295    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8019   -0.0384   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2269    0.0634    0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8953    1.1604    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    1.1534    0.4602 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9599    1.9760   -0.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341   -1.2813   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1175   -1.4846   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6345   -2.7680   -0.7538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -3.8388   -0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9605   -0.3967   -0.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316   -0.5839   -0.5506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1477   -0.8771    0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    3.9970    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570    3.4862   -0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3156    3.2840    1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769    2.0052    0.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8475   -0.8468   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3675    2.0931    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6887    1.4371    1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7703    0.1320    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9043    1.6745   -0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8852   -2.1630   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -3.8434    0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976   -4.8050   -1.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0610   -3.6395   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1798   -0.5251    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381   -1.9802    0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7697   -0.4449    1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14  3  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  4 20  1  0  0  0  0
  6 21  1  0  0  0  0
  7 22  1  0  0  0  0
  8 23  1  0  0  0  0
  8 24  1  0  0  0  0
  9 25  1  0  0  0  0
 10 26  1  0  0  0  0
 13 27  1  0  0  0  0
 13 28  1  0  0  0  0
 13 29  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
 16 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0002589

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O4/c1-14-10-7-9(5-4-6-13)8-11(15-2)12(10)16-3/h4-5,7-8,13H,6H2,1-3H3/b5-4+

> <INCHI_KEY>
HZDDMDAKGIRCPP-SNAWJCMRSA-N

> <FORMULA>
C12H16O4

> <MOLECULAR_WEIGHT>
224.256

> <EXACT_MASS>
224.104858995

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.69184978472942

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-ol

> <ALOGPS_LOGP>
2.08

> <JCHEM_LOGP>
1.3427979250000002

> <ALOGPS_LOGS>
-2.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.622574789380156

> <JCHEM_PKA_STRONGEST_BASIC>
-2.526485787125119

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
62.58210000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 32  0  0  0  0  0  0  0  0999 V2000
   -1.7221    3.2339    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333    1.9512   -0.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112    0.8401   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333    1.0295    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8019   -0.0384   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2269    0.0634    0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8953    1.1604    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    1.1534    0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9599    1.9760   -0.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341   -1.2813   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1175   -1.4846   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6345   -2.7680   -0.7538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -3.8388   -0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9605   -0.3967   -0.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316   -0.5839   -0.5506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1477   -0.8771    0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    3.9970    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570    3.4862   -0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3156    3.2840    1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769    2.0052    0.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8475   -0.8468   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3675    2.0931    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6887    1.4371    1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7703    0.1320    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9043    1.6745   -0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8852   -2.1630   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -3.8434    0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976   -4.8050   -1.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0610   -3.6395   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1798   -0.5251    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381   -1.9802    0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7697   -0.4449    1.4949 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
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 14  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.722   3.234   0.233  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.233   1.951  -0.027  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.411   0.840  -0.134  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.033   1.030   0.026  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.802  -0.038  -0.073  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.227   0.063   0.078  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.895   1.160   0.322  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.380   1.153   0.460  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.960   1.976  -0.495  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.234  -1.281  -0.332  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.117  -1.485  -0.493  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.635  -2.768  -0.754  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.714  -3.839  -0.845  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.960  -0.397  -0.391  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.332  -0.584  -0.551  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.148  -0.877   0.555  0.00  0.00           C+0
HETATM   17  H   UNK     0      -2.499   3.997   0.120  0.00  0.00           H+0
HETATM   18  H   UNK     0      -0.857   3.486  -0.442  0.00  0.00           H+0
HETATM   19  H   UNK     0      -1.316   3.284   1.281  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.377   2.005   0.226  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.848  -0.847  -0.015  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.368   2.093   0.428  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.689   1.437   1.499  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.770   0.132   0.292  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.904   1.675  -0.610  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.885  -2.163  -0.417  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.136  -3.843   0.124  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.198  -4.805  -1.008  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.061  -3.640  -1.633  0.00  0.00           H+0
HETATM   30  H   UNK     0      -5.180  -0.525   0.391  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.138  -1.980   0.689  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.770  -0.445   1.495  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5   20                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8   22                                                  
CONECT    8    7    9   23   24                                             
CONECT    9    8   25                                                       
CONECT   10    5   11   26                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12   27   28   29                                             
CONECT   14   11   15    3                                                  
CONECT   15   14   16                                                       
CONECT   16   15   30   31   32                                             
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    4                                                            
CONECT   21    6                                                            
CONECT   22    7                                                            
CONECT   23    8                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
CONECT   26   10                                                            
CONECT   27   13                                                            
CONECT   28   13                                                            
CONECT   29   13                                                            
CONECT   30   16                                                            
CONECT   31   16                                                            
CONECT   32   16                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   64    0
END

RDKit          3D

32 32  0  0  0  0  0  0  0  0999 V2000
   -1.7221    3.2339    0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333    1.9512   -0.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4112    0.8401   -0.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333    1.0295    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8019   -0.0384   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2269    0.0634    0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8953    1.1604    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    1.1534    0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9599    1.9760   -0.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341   -1.2813   -0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1175   -1.4846   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6345   -2.7680   -0.7538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -3.8388   -0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9605   -0.3967   -0.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316   -0.5839   -0.5506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1477   -0.8771    0.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    3.9970    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8570    3.4862   -0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3156    3.2840    1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769    2.0052    0.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8475   -0.8468   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3675    2.0931    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6887    1.4371    1.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7703    0.1320    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9043    1.6745   -0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8852   -2.1630   -0.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -3.8434    0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976   -4.8050   -1.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0610   -3.6395   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1798   -0.5251    0.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1381   -1.9802    0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7697   -0.4449    1.4949 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
  6  7  2  0
  7  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 14  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₂H₁₆O₄

Average Mass

224.2560 Da

Monoisotopic Mass

224.10486 Da

IUPAC Name

(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-ol

Traditional Name

(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-ol

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\CO)=CC(OC)=C1OC

InChI Identifier

InChI=1S/C12H16O4/c1-14-10-7-9(5-4-6-13)8-11(15-2)12(10)16-3/h4-5,7-8,13H,6H2,1-3H3/b5-4+

InChI Key

HZDDMDAKGIRCPP-SNAWJCMRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Boronia pinnata	LOTUS Database	35616633
Croton draco Schltdl.& Cham.	KNApSAcK Database	22123792
Croton lechleri	LOTUS Database	35616633
Dracaena draco	KNApSAcK Database	22123792
Juniperus thurifera	LOTUS Database	35616633
Litsea cubeba	LOTUS Database	35616633
Myristica fragrans	KNApSAcK Database	22123792
Suillus	NPAtlas	18205114
Suillus luteus	LOTUS Database	35616633
Zanthoxylum nitidum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamyl alcohols

Sub Class

Not Available

Direct Parent

Cinnamyl alcohols

Alternative Parents

Substituents

Cinnamyl alcohol
Anisole
Phenoxy compound
Phenol ether
Styrene
Methoxybenzene
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ether
Primary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenylpropanoid (CHEBI:86546 )
primary alcohol (CHEBI:86546 )
methoxybenzene (CHEBI:86546 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.08	ALOGPS
logP	1.34	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	15.62	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.92 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.58 m³·mol⁻¹	ChemAxon
Polarizability	24.69 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

NPAtlas ID

BMRB

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00035486

Chemspider ID

4940953

KEGG Compound ID

Not Available

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

86546

Good Scents ID

Not Available

References

General References

Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
Wang ZW, Xu XH, Chen XT, Yu SS, Liu HD, Hayashi T, Li B: [Chemical constituents from the aerial part of Sibiraea angustata]. Zhong Yao Cai. 2014 Jan;37(1):57-60. [PubMed:25090704 ]

Showing NP-Card for 3,4,5-trimethoxy cinnamyl alcohol (NP0002589)

MOL for NP0002589 (3,4,5-trimethoxy cinnamyl alcohol)

3D MOL for NP0002589 (3,4,5-trimethoxy cinnamyl alcohol)

3D SDF for NP0002589 (3,4,5-trimethoxy cinnamyl alcohol)

3D-SDF for NP0002589 (3,4,5-trimethoxy cinnamyl alcohol)

PDB for NP0002589 (3,4,5-trimethoxy cinnamyl alcohol)

3D PDB for NP0002589 (3,4,5-trimethoxy cinnamyl alcohol)

SMILES for NP0002589 (3,4,5-trimethoxy cinnamyl alcohol)

INCHI for NP0002589 (3,4,5-trimethoxy cinnamyl alcohol)

Structure for NP0002589 (3,4,5-trimethoxy cinnamyl alcohol)

3D Structure for NP0002589 (3,4,5-trimethoxy cinnamyl alcohol)