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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:35:06 UTC

Update Date

2022-03-07 02:57:07 UTC

HMDB ID

HMDB0041667

Secondary Accession Numbers

HMDB41667

Metabolite Identification

Common Name

3-O-Methylrosmarinic acid

Description

3-O-Methylrosmarinic acid, also known as 3-O-methylrosmarinate, belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Based on a literature review very few articles have been published on 3-O-Methylrosmarinic acid.

Structure

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

  Mrv0541 02271201332D          

 27 28  0  0  0  0            999 V2000
   -0.5212    2.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1933    1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    2.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    0.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1933    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5212    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2356    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3791    0.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6222    1.8434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6222    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3367    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2356    1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501    2.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3791    2.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0512    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4801    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656   -0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4801   -0.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1946   -0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1946    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9091   -0.6316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9091    1.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0935    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  5  1  0  0  0  0
  4  5  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 14  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  2  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  2  0  0  0  0
 18 19  1  0  0  0  0
 20 19  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 10 27  1  0  0  0  0
M  END

HMDB0041667
     RDKit          3D
3-O-Methylrosmarinic acid
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.8300    3.1360   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3001    1.8252   -0.2065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4568    0.7753    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0687    0.9372    0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238   -0.1220    0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7702   -0.0505    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413   -0.2701   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3371   -0.1900   -0.7207 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899    0.7049   -1.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7083    1.5417   -2.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6337    0.7060   -1.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1865   -0.1732   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6063   -0.2438    0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5119    0.6120   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8790    0.5308   -0.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3340   -0.4429    0.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6848   -0.5218    0.9320 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4345   -1.3361    1.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9168   -2.3004    2.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917   -1.2246    0.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3832   -1.5294   -1.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4684   -2.3262   -1.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7161   -1.8738   -1.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8343   -1.3452    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1934   -1.5129    0.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0333   -0.4602    0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4188   -0.5891    0.2815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2922    3.4891    0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6822    3.8116   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2150    3.1612   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6153    1.8835   -0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    0.9752    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4129   -0.8254    1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3016    0.5570   -1.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2665    1.4274   -1.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4851   -0.8755    0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2235    1.3957   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5977    1.2223   -0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3216    0.1266    0.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9049   -2.3358    2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -1.9111    1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9915   -1.8272   -2.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2067   -2.2100    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6851   -2.4739    0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0453    0.1524    0.0917 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
  7 21  1  0
 21 22  2  0
 21 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 20 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 23 42  1  0
 24 43  1  0
 25 44  1  0
 27 45  1  0
M  END

  Mrv0541 02271201332D          

 27 28  0  0  0  0            999 V2000
   -0.5212    2.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1933    1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    2.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    0.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1933    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5212    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2356    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3791    0.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6222    1.8434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6222    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3367    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2356    1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501    2.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3791    2.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0512    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4801    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656   -0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4801   -0.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1946   -0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1946    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9091   -0.6316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9091    1.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0935    1.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  5  1  0  0  0  0
  4  5  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 14  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  2  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  2  0  0  0  0
 18 19  1  0  0  0  0
 20 19  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 10 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041667

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O8/c1-26-16-9-12(3-6-14(16)21)10-17(19(24)25)27-18(23)7-4-11-2-5-13(20)15(22)8-11/h2-9,17,20-22H,10H2,1H3,(H,24,25)/b7-4+

> <INCHI_KEY>
NFSDQICEPLDULQ-QPJJXVBHSA-N

> <FORMULA>
C19H18O8

> <MOLECULAR_WEIGHT>
374.3414

> <EXACT_MASS>
374.100167552

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
36.45341933630861

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
3.150020337

> <ALOGPS_LOGS>
-4.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.135363467368178

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.199703526863718

> <JCHEM_PKA_STRONGEST_BASIC>
-4.88733584144007

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
95.43240000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041667
     RDKit          3D
3-O-Methylrosmarinic acid
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.8300    3.1360   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3001    1.8252   -0.2065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4568    0.7753    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0687    0.9372    0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238   -0.1220    0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7702   -0.0505    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413   -0.2701   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3371   -0.1900   -0.7207 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899    0.7049   -1.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7083    1.5417   -2.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6337    0.7060   -1.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1865   -0.1732   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6063   -0.2438    0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5119    0.6120   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8790    0.5308   -0.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3340   -0.4429    0.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6848   -0.5218    0.9320 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4345   -1.3361    1.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9168   -2.3004    2.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917   -1.2246    0.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3832   -1.5294   -1.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4684   -2.3262   -1.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7161   -1.8738   -1.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8343   -1.3452    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1934   -1.5129    0.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0333   -0.4602    0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4188   -0.5891    0.2815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2922    3.4891    0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6822    3.8116   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2150    3.1612   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6153    1.8835   -0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    0.9752    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4129   -0.8254    1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3016    0.5570   -1.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2665    1.4274   -1.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4851   -0.8755    0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2235    1.3957   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5977    1.2223   -0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3216    0.1266    0.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9049   -2.3358    2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -1.9111    1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9915   -1.8272   -2.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2067   -2.2100    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6851   -2.4739    0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0453    0.1524    0.0917 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
  7 21  1  0
 21 22  2  0
 21 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 20 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 23 42  1  0
 24 43  1  0
 25 44  1  0
 27 45  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  O   UNK     0      -0.973   4.211   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.361   3.441   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.695   4.211   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.695   1.131   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.361   1.901   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.973   1.131   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.306   1.901   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.640   1.131   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.974   1.901   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -6.308   1.131   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.028   3.441   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.028   1.901   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.362   1.131   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.306   3.441   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.640   4.211   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.974   3.441   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -6.308   4.211   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.696   1.901   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.029   1.131   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.363   1.901   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.029  -0.409   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.363  -1.179   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.697  -0.409   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.697   1.131   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.030  -1.179   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      11.030   1.901   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -7.641   1.901   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2                                                            
CONECT    4    5   12                                                       
CONECT    5    2    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   27                                                       
CONECT   11   12                                                            
CONECT   12    4   11   13                                                  
CONECT   13   12   18                                                       
CONECT   14    7   15                                                       
CONECT   15   14   16                                                       
CONECT   16    9   15   17                                                  
CONECT   17   16                                                            
CONECT   18   13   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19   24                                                       
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   20   26                                                  
CONECT   25   23                                                            
CONECT   26   24                                                            
CONECT   27   10                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0041667
HETATM    1  C1  UNL     1      -5.830   3.136  -0.487  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.300   1.825  -0.207  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.457   0.775   0.061  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.069   0.937   0.082  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.224  -0.122   0.352  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.770  -0.050   0.414  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.041  -0.270  -0.883  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.337  -0.190  -0.721  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.190   0.705  -1.316  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.708   1.542  -2.085  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.634   0.706  -1.075  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.187  -0.173  -0.264  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.606  -0.244   0.031  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.512   0.612  -0.506  1.00  0.00           C  
HETATM   15  C12 UNL     1       6.879   0.531  -0.213  1.00  0.00           C  
HETATM   16  C13 UNL     1       7.334  -0.443   0.644  1.00  0.00           C  
HETATM   17  O4  UNL     1       8.685  -0.522   0.932  1.00  0.00           O  
HETATM   18  C14 UNL     1       6.435  -1.336   1.212  1.00  0.00           C  
HETATM   19  O5  UNL     1       6.917  -2.300   2.067  1.00  0.00           O  
HETATM   20  C15 UNL     1       5.092  -1.225   0.900  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.383  -1.529  -1.567  1.00  0.00           C  
HETATM   22  O6  UNL     1      -0.468  -2.326  -1.897  1.00  0.00           O  
HETATM   23  O7  UNL     1      -2.716  -1.874  -1.868  1.00  0.00           O  
HETATM   24  C17 UNL     1      -3.834  -1.345   0.597  1.00  0.00           C  
HETATM   25  C18 UNL     1      -5.193  -1.513   0.578  1.00  0.00           C  
HETATM   26  C19 UNL     1      -6.033  -0.460   0.310  1.00  0.00           C  
HETATM   27  O8  UNL     1      -7.419  -0.589   0.282  1.00  0.00           O  
HETATM   28  H1  UNL     1      -5.292   3.489   0.400  1.00  0.00           H  
HETATM   29  H2  UNL     1      -6.682   3.812  -0.670  1.00  0.00           H  
HETATM   30  H3  UNL     1      -5.215   3.161  -1.419  1.00  0.00           H  
HETATM   31  H4  UNL     1      -3.615   1.884  -0.109  1.00  0.00           H  
HETATM   32  H5  UNL     1      -1.504   0.975   0.754  1.00  0.00           H  
HETATM   33  H6  UNL     1      -1.413  -0.825   1.134  1.00  0.00           H  
HETATM   34  H7  UNL     1      -1.302   0.557  -1.614  1.00  0.00           H  
HETATM   35  H8  UNL     1       3.266   1.427  -1.560  1.00  0.00           H  
HETATM   36  H9  UNL     1       2.485  -0.876   0.194  1.00  0.00           H  
HETATM   37  H10 UNL     1       5.224   1.396  -1.185  1.00  0.00           H  
HETATM   38  H11 UNL     1       7.598   1.222  -0.648  1.00  0.00           H  
HETATM   39  H12 UNL     1       9.322   0.127   0.516  1.00  0.00           H  
HETATM   40  H13 UNL     1       7.905  -2.336   2.258  1.00  0.00           H  
HETATM   41  H14 UNL     1       4.376  -1.911   1.332  1.00  0.00           H  
HETATM   42  H15 UNL     1      -2.992  -1.827  -2.835  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.207  -2.210   0.814  1.00  0.00           H  
HETATM   44  H17 UNL     1      -5.685  -2.474   0.771  1.00  0.00           H  
HETATM   45  H18 UNL     1      -8.045   0.152   0.092  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   31
CONECT    5    6   24   24
CONECT    6    7   32   33
CONECT    7    8   21   34
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   35
CONECT   12   13   36
CONECT   13   14   14   20
CONECT   14   15   37
CONECT   15   16   16   38
CONECT   16   17   18
CONECT   17   39
CONECT   18   19   20   20
CONECT   19   40
CONECT   20   41
CONECT   21   22   22   23
CONECT   23   42
CONECT   24   25   43
CONECT   25   26   26   44
CONECT   26   27
CONECT   27   45
END

HMDB0041667
     RDKit          3D
3-O-Methylrosmarinic acid
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.8300    3.1360   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3001    1.8252   -0.2065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4568    0.7753    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0687    0.9372    0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2238   -0.1220    0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7702   -0.0505    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413   -0.2701   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3371   -0.1900   -0.7207 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899    0.7049   -1.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7083    1.5417   -2.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6337    0.7060   -1.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1865   -0.1732   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6063   -0.2438    0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5119    0.6120   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8790    0.5308   -0.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3340   -0.4429    0.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6848   -0.5218    0.9320 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4345   -1.3361    1.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9168   -2.3004    2.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917   -1.2246    0.8999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3832   -1.5294   -1.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4684   -2.3262   -1.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7161   -1.8738   -1.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8343   -1.3452    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1934   -1.5129    0.5779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0333   -0.4602    0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4188   -0.5891    0.2815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2922    3.4891    0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6822    3.8116   -0.6699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2150    3.1612   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6153    1.8835   -0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5038    0.9752    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4129   -0.8254    1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3016    0.5570   -1.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2665    1.4274   -1.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4851   -0.8755    0.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2235    1.3957   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5977    1.2223   -0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3216    0.1266    0.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9049   -2.3358    2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -1.9111    1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9915   -1.8272   -2.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2067   -2.2100    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6851   -2.4739    0.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0453    0.1524    0.0917 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
  7 21  1  0
 21 22  2  0
 21 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 20 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 23 42  1  0
 24 43  1  0
 25 44  1  0
 27 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-O-Methylrosmarinate	Generator
2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoate	HMDB

Chemical Formula

C₁₉H₁₈O₈

Average Molecular Weight

374.3414

Monoisotopic Molecular Weight

374.100167552

IUPAC Name

2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

Traditional Name

2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=C1

InChI Identifier

InChI=1S/C19H18O8/c1-26-16-9-12(3-6-14(16)21)10-17(19(24)25)27-18(23)7-4-11-2-5-13(20)15(22)8-11/h2-9,17,20-22H,10H2,1H3,(H,24,25)/b7-4+

InChI Key

NFSDQICEPLDULQ-QPJJXVBHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Coumaric acid or derivatives
Cinnamic acid ester
3-phenylpropanoic-acid
Methoxyphenol
Phenoxy compound
Anisole
Catechol
Methoxybenzene
Phenol ether
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Fatty acid ester
Phenol
Monocyclic benzene moiety
Fatty acyl
Dicarboxylic acid or derivatives
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 15309457)

Cellular substructure

Membrane (HMDB: HMDB0041667)
Cell membrane (HMDB: HMDB0041667)

Excreta

Biofluid or Excreta

Urine (PMID: 15309457)

Source

Exogenous

Exogenous (HMDB: HMDB0041667)

Food

Food (HMDB: HMDB0041667)

Endogenous

Plant

Plant (HMDB: HMDB0041667)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041667)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	2.94	ALOGPS
logP	3.15	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.2	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	95.43 m³·mol⁻¹	ChemAxon
Polarizability	36.45 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	189.28	30932474
DeepCCS	[M-H]-	186.922	30932474
DeepCCS	[M-2H]-	220.533	30932474
DeepCCS	[M+Na]+	195.762	30932474
AllCCS	[M+H]+	187.5	32859911
AllCCS	[M+H-H2O]+	184.6	32859911
AllCCS	[M+NH4]+	190.1	32859911
AllCCS	[M+Na]+	190.8	32859911
AllCCS	[M-H]-	186.1	32859911
AllCCS	[M+Na-2H]-	186.0	32859911
AllCCS	[M+HCOO]-	186.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-O-Methylrosmarinic acid	COC1=C(O)C=CC(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=C1	6080.2	Standard polar	33892256
3-O-Methylrosmarinic acid	COC1=C(O)C=CC(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=C1	3483.3	Standard non polar	33892256
3-O-Methylrosmarinic acid	COC1=C(O)C=CC(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=C1	3528.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-O-Methylrosmarinic acid,1TMS,isomer #1	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O)=C2)C(=O)O)=CC=C1O[Si](C)(C)C	3551.4	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,1TMS,isomer #2	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)C(=O)O)=CC=C1O	3494.5	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,1TMS,isomer #3	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)C(=O)O)=CC=C1O	3494.1	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,1TMS,isomer #4	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O)=C2)C(=O)O[Si](C)(C)C)=CC=C1O	3512.4	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,2TMS,isomer #1	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)C(=O)O)=CC=C1O[Si](C)(C)C	3413.6	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,2TMS,isomer #2	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)C(=O)O)=CC=C1O[Si](C)(C)C	3425.7	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,2TMS,isomer #3	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O)=C2)C(=O)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3410.5	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,2TMS,isomer #4	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C(=O)O)=CC=C1O	3421.6	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,2TMS,isomer #5	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)C(=O)O[Si](C)(C)C)=CC=C1O	3369.5	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,2TMS,isomer #6	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)C(=O)O[Si](C)(C)C)=CC=C1O	3350.7	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,3TMS,isomer #1	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C(=O)O)=CC=C1O[Si](C)(C)C	3417.2	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,3TMS,isomer #2	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O)=C2)C(=O)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3350.5	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,3TMS,isomer #3	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C)=C2)C(=O)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3369.8	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,3TMS,isomer #4	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C(=O)O[Si](C)(C)C)=CC=C1O	3354.4	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,4TMS,isomer #1	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)C(=O)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3373.4	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,1TBDMS,isomer #1	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O)=C2)C(=O)O)=CC=C1O[Si](C)(C)C(C)(C)C	3850.8	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,1TBDMS,isomer #2	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)O)=CC=C1O	3811.4	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,1TBDMS,isomer #3	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C(=O)O)=CC=C1O	3812.0	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,1TBDMS,isomer #4	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O)=C2)C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O	3825.3	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,2TBDMS,isomer #1	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C(=O)O)=CC=C1O[Si](C)(C)C(C)(C)C	4045.2	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,2TBDMS,isomer #2	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)O)=CC=C1O[Si](C)(C)C(C)(C)C	4039.7	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,2TBDMS,isomer #3	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O)=C2)C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3985.8	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,2TBDMS,isomer #4	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)O)=CC=C1O	4023.1	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,2TBDMS,isomer #5	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O	3956.5	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,2TBDMS,isomer #6	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O	3949.0	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,3TBDMS,isomer #1	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)O)=CC=C1O[Si](C)(C)C(C)(C)C	4206.0	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,3TBDMS,isomer #2	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4146.2	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,3TBDMS,isomer #3	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4139.9	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,3TBDMS,isomer #4	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O	4115.8	Semi standard non polar	33892256
3-O-Methylrosmarinic acid,4TBDMS,isomer #1	COC1=CC(CC(OC(=O)/C=C/C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4320.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Methylrosmarinic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0900000000-510009c3655abdd8bace	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Methylrosmarinic acid GC-MS (4 TMS) - 70eV, Positive	splash10-0002-4142049000-355a9bcf9190182b8bfc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-O-Methylrosmarinic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Methylrosmarinic acid 10V, Positive-QTOF	splash10-06vj-0905000000-ccd4e8a4ce1a62b90fac	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Methylrosmarinic acid 20V, Positive-QTOF	splash10-01vt-0902000000-ed68c3637a7dfc126b93	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Methylrosmarinic acid 40V, Positive-QTOF	splash10-007a-1900000000-478799d5394574dd0d0a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Methylrosmarinic acid 10V, Negative-QTOF	splash10-024l-0927000000-604501074ea9bd090ac4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Methylrosmarinic acid 20V, Negative-QTOF	splash10-01t9-0901000000-6bab94cd3c3cc2204005	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Methylrosmarinic acid 40V, Negative-QTOF	splash10-03fr-0900000000-0911eb26e3635b5a937a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Methylrosmarinic acid 10V, Positive-QTOF	splash10-03fr-0917000000-dfd6080133383e4e6bb7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Methylrosmarinic acid 20V, Positive-QTOF	splash10-01p2-0922000000-870a7481ec57a5a67090	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Methylrosmarinic acid 40V, Positive-QTOF	splash10-000i-0900000000-eaf83c9c0b59abe0d910	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Methylrosmarinic acid 10V, Negative-QTOF	splash10-03mi-0519000000-f55edd75809bc343b07a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Methylrosmarinic acid 20V, Negative-QTOF	splash10-01w0-0914000000-525afe44ea644612bc68	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-Methylrosmarinic acid 40V, Negative-QTOF	splash10-0079-0912000000-99125dbb343b2239711a	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 931	15309457	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 931	15309457	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029825

KNApSAcK ID

Not Available

Chemspider ID

35015215

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753181

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing metabocard for 3-O-Methylrosmarinic acid (HMDB0041667)

MOL for HMDB0041667 (3-O-Methylrosmarinic acid)

3D MOL for HMDB0041667 (3-O-Methylrosmarinic acid)

3D SDF for HMDB0041667 (3-O-Methylrosmarinic acid)

3D-SDF for HMDB0041667 (3-O-Methylrosmarinic acid)

PDB for HMDB0041667 (3-O-Methylrosmarinic acid)

3D PDB for HMDB0041667 (3-O-Methylrosmarinic acid)

SMILES for HMDB0041667 (3-O-Methylrosmarinic acid)

INCHI for HMDB0041667 (3-O-Methylrosmarinic acid)

Structure for HMDB0041667 (3-O-Methylrosmarinic acid)

3D Structure for HMDB0041667 (3-O-Methylrosmarinic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra