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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:26:02 UTC

Update Date

2022-03-07 02:54:30 UTC

HMDB ID

HMDB0035446

Secondary Accession Numbers

HMDB35446

Metabolite Identification

Common Name

Methylrosmarinic acid

Description

Methylrosmarinic acid, also known as methylrosmarinate or 1,3-diphenylpropylamine, 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 Methylrosmarinic acid.

Structure

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


  Mrv1652307201900032D          

 27 28  0  0  0  0            999 V2000
10001.3396 9999.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.6255 9999.7489    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.9095 9999.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1950 9999.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4801 9999.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7652 9999.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3334 9997.2730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9057 9998.0984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.195010000.5744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.625510000.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.339610000.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.909510000.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.771810001.8126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.200010000.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3347 9999.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6203 9999.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6203 9998.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3347 9998.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0491 9998.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0491 9999.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.484110000.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.769810000.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.055210000.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.0552 9999.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.7697 9999.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.4841 9999.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.339210001.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 10  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 15  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
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 21  1  0  0  0  0
  6 20  1  0  0  0  0
 18  7  1  0  0  0  0
 17  8  1  0  0  0  0
  1 24  1  0  0  0  0
 22 13  1  0  0  0  0
 21 14  1  0  0  0  0
 11 27  1  0  0  0  0
M  END

HMDB0035446
     RDKit          3D
Methylrosmarinic acid
 45 46  0  0  0  0  0  0  0  0999 V2000
   -3.5388   -2.4980    2.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9938   -1.7081    1.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678   -1.3498    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9073   -1.7620    1.9688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1983   -0.5308   -0.0814 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9179    0.8105   -0.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3654    0.6875   -0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    0.6915    0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6160    0.5697    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1519    0.4351   -0.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5281    0.3128   -0.9345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2861    0.4266   -1.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8572    0.2893   -3.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9251    0.5497   -1.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170   -0.3049   -0.0114 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0634   -0.6914   -1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368   -1.2563   -2.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066   -0.4821   -0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1097    0.1045    0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5426    0.3435    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4243   -0.0250   -0.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7812    0.2163   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    0.8391    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6127    1.0908    0.5158 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3866    1.2246    1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8833    1.8507    2.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0323    0.9738    1.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1022   -1.8804    2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7125   -3.0746    2.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2060   -3.2521    1.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3683   -1.0368   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5008    1.2851   -1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344    1.4881    0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    0.8009    1.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2578    0.5821    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9267    0.2141   -1.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2353    0.2821   -3.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579    0.5419   -2.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011   -0.8136   -1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4344    0.4196    0.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0849   -0.5157   -1.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4395   -0.0945   -1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2829    0.8399   -0.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2349    2.1222    3.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3797    1.2839    2.0543 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 14  7  1  0
 27 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  6
  6 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 18 39  1  0
 19 40  1  0
 21 41  1  0
 22 42  1  0
 24 43  1  0
 26 44  1  0
 27 45  1  0
M  END


  Mrv1652307201900032D          

 27 28  0  0  0  0            999 V2000
10001.3396 9999.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.6255 9999.7489    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.9095 9999.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1950 9999.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4801 9999.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7652 9999.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3334 9997.2730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.9057 9998.0984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.195010000.5744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.625510000.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.339610000.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.909510000.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.771810001.8126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.200010000.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3347 9999.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6203 9999.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6203 9998.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3347 9998.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0491 9998.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0491 9999.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.484110000.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.769810000.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.055210000.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.0552 9999.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.7697 9999.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.4841 9999.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.339210001.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 10  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 15  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
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 21  1  0  0  0  0
  6 20  1  0  0  0  0
 18  7  1  0  0  0  0
 17  8  1  0  0  0  0
  1 24  1  0  0  0  0
 22 13  1  0  0  0  0
 21 14  1  0  0  0  0
 11 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035446

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)[C@@H](CC1=CC(O)=C(O)C=C1)OC(=O)\C=C\C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O8/c1-26-19(25)17(10-12-3-6-14(21)16(23)9-12)27-18(24)7-4-11-2-5-13(20)15(22)8-11/h2-9,17,20-23H,10H2,1H3/b7-4+/t17-/m1/s1

> <INCHI_KEY>
XHALVRQBZGZHFE-BBOMDTFKSA-N

> <FORMULA>
C19H18O8

> <MOLECULAR_WEIGHT>
374.345

> <EXACT_MASS>
374.10016754

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
36.74241950402161

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-3-(3,4-dihydroxyphenyl)-1-methoxy-1-oxopropan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
3.150020337

> <ALOGPS_LOGS>
-4.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.548055255956383

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.943147231677365

> <JCHEM_PKA_STRONGEST_BASIC>
-6.283762279800144

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
95.7192

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-(3,4-dihydroxyphenyl)-1-methoxy-1-oxopropan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035446
     RDKit          3D
Methylrosmarinic acid
 45 46  0  0  0  0  0  0  0  0999 V2000
   -3.5388   -2.4980    2.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9938   -1.7081    1.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678   -1.3498    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9073   -1.7620    1.9688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1983   -0.5308   -0.0814 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9179    0.8105   -0.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3654    0.6875   -0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    0.6915    0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6160    0.5697    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1519    0.4351   -0.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5281    0.3128   -0.9345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2861    0.4266   -1.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8572    0.2893   -3.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9251    0.5497   -1.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170   -0.3049   -0.0114 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0634   -0.6914   -1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368   -1.2563   -2.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066   -0.4821   -0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1097    0.1045    0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5426    0.3435    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4243   -0.0250   -0.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7812    0.2163   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    0.8391    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6127    1.0908    0.5158 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3866    1.2246    1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8833    1.8507    2.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0323    0.9738    1.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1022   -1.8804    2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7125   -3.0746    2.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2060   -3.2521    1.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3683   -1.0368   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5008    1.2851   -1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344    1.4881    0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    0.8009    1.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2578    0.5821    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9267    0.2141   -1.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2353    0.2821   -3.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579    0.5419   -2.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011   -0.8136   -1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4344    0.4196    0.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0849   -0.5157   -1.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4395   -0.0945   -1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2829    0.8399   -0.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2349    2.1222    3.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3797    1.2839    2.0543 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 14  7  1  0
 27 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  6
  6 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 18 39  1  0
 19 40  1  0
 21 41  1  0
 22 42  1  0
 24 43  1  0
 26 44  1  0
 27 45  1  0
M  END

HEADER    PROTEIN                                 20-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUL-19         0                                  
HETATM    1  C   UNK     0    8669.1678665.426   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8667.8348666.198   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8666.4988665.426   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8665.1648666.198   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8663.8308665.426   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8662.4958666.198   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8659.8228661.576   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8657.1578663.117   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8665.1648667.739   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8667.8348667.739   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8669.1678668.509   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8666.4988668.509   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8671.8418670.050   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8674.5078668.509   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    8659.8258666.197   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8658.4918665.426   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8658.4918663.886   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8659.8258663.117   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8661.1588663.886   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8661.1588665.426   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8673.1708667.739   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8671.8378668.508   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8670.5038667.738   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8670.5038666.198   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8671.8378665.428   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8673.1708666.198   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8669.1678670.049   0.000  0.00  0.00           C+0
CONECT    1    2   24                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5   20                                                       
CONECT    7   18                                                            
CONECT    8   17                                                            
CONECT    9    4                                                            
CONECT   10    2   11   12                                                  
CONECT   11   10   27                                                       
CONECT   12   10                                                            
CONECT   13   22                                                            
CONECT   14   21                                                            
CONECT   15   16   20                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18    8                                                  
CONECT   18   17   19    7                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15    6                                                  
CONECT   21   22   26   14                                                  
CONECT   22   21   23   13                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25    1                                                  
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   11                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0035446
HETATM    1  C1  UNL     1      -3.539  -2.498   2.167  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.994  -1.708   1.121  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.668  -1.350   1.041  1.00  0.00           C  
HETATM    4  O2  UNL     1      -0.907  -1.762   1.969  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.198  -0.531  -0.081  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.918   0.810  -0.198  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.365   0.687  -0.391  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.262   0.692   0.656  1.00  0.00           C  
HETATM    9  C7  UNL     1      -5.616   0.570   0.480  1.00  0.00           C  
HETATM   10  C8  UNL     1      -6.152   0.435  -0.777  1.00  0.00           C  
HETATM   11  O3  UNL     1      -7.528   0.313  -0.935  1.00  0.00           O  
HETATM   12  C9  UNL     1      -5.286   0.427  -1.855  1.00  0.00           C  
HETATM   13  O4  UNL     1      -5.857   0.289  -3.113  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.925   0.550  -1.667  1.00  0.00           C  
HETATM   15  O5  UNL     1       0.217  -0.305  -0.011  1.00  0.00           O  
HETATM   16  C11 UNL     1       1.063  -0.691  -1.019  1.00  0.00           C  
HETATM   17  O6  UNL     1       0.537  -1.256  -2.012  1.00  0.00           O  
HETATM   18  C12 UNL     1       2.507  -0.482  -0.990  1.00  0.00           C  
HETATM   19  C13 UNL     1       3.110   0.104   0.027  1.00  0.00           C  
HETATM   20  C14 UNL     1       4.543   0.344   0.118  1.00  0.00           C  
HETATM   21  C15 UNL     1       5.424  -0.025  -0.863  1.00  0.00           C  
HETATM   22  C16 UNL     1       6.781   0.216  -0.746  1.00  0.00           C  
HETATM   23  C17 UNL     1       7.255   0.839   0.378  1.00  0.00           C  
HETATM   24  O7  UNL     1       8.613   1.091   0.516  1.00  0.00           O  
HETATM   25  C18 UNL     1       6.387   1.225   1.390  1.00  0.00           C  
HETATM   26  O8  UNL     1       6.883   1.851   2.514  1.00  0.00           O  
HETATM   27  C19 UNL     1       5.032   0.974   1.253  1.00  0.00           C  
HETATM   28  H1  UNL     1      -4.102  -1.880   2.878  1.00  0.00           H  
HETATM   29  H2  UNL     1      -2.712  -3.075   2.613  1.00  0.00           H  
HETATM   30  H3  UNL     1      -4.206  -3.252   1.670  1.00  0.00           H  
HETATM   31  H4  UNL     1      -1.368  -1.037  -1.053  1.00  0.00           H  
HETATM   32  H5  UNL     1      -1.501   1.285  -1.123  1.00  0.00           H  
HETATM   33  H6  UNL     1      -1.634   1.488   0.633  1.00  0.00           H  
HETATM   34  H7  UNL     1      -3.891   0.801   1.663  1.00  0.00           H  
HETATM   35  H8  UNL     1      -6.258   0.582   1.362  1.00  0.00           H  
HETATM   36  H9  UNL     1      -7.927   0.214  -1.851  1.00  0.00           H  
HETATM   37  H10 UNL     1      -5.235   0.282  -3.901  1.00  0.00           H  
HETATM   38  H11 UNL     1      -3.258   0.542  -2.514  1.00  0.00           H  
HETATM   39  H12 UNL     1       3.101  -0.814  -1.818  1.00  0.00           H  
HETATM   40  H13 UNL     1       2.434   0.420   0.844  1.00  0.00           H  
HETATM   41  H14 UNL     1       5.085  -0.516  -1.758  1.00  0.00           H  
HETATM   42  H15 UNL     1       7.440  -0.094  -1.550  1.00  0.00           H  
HETATM   43  H16 UNL     1       9.283   0.840  -0.171  1.00  0.00           H  
HETATM   44  H17 UNL     1       6.235   2.122   3.237  1.00  0.00           H  
HETATM   45  H18 UNL     1       4.380   1.284   2.054  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   15   31
CONECT    6    7   32   33
CONECT    7    8    8   14
CONECT    8    9   34
CONECT    9   10   10   35
CONECT   10   11   12
CONECT   11   36
CONECT   12   13   14   14
CONECT   13   37
CONECT   14   38
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19   19   39
CONECT   19   20   40
CONECT   20   21   21   27
CONECT   21   22   41
CONECT   22   23   23   42
CONECT   23   24   25
CONECT   24   43
CONECT   25   26   27   27
CONECT   26   44
CONECT   27   45
END

HMDB0035446
     RDKit          3D
Methylrosmarinic acid
 45 46  0  0  0  0  0  0  0  0999 V2000
   -3.5388   -2.4980    2.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9938   -1.7081    1.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6678   -1.3498    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9073   -1.7620    1.9688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1983   -0.5308   -0.0814 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9179    0.8105   -0.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3654    0.6875   -0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    0.6915    0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6160    0.5697    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1519    0.4351   -0.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5281    0.3128   -0.9345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2861    0.4266   -1.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8572    0.2893   -3.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9251    0.5497   -1.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170   -0.3049   -0.0114 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0634   -0.6914   -1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368   -1.2563   -2.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066   -0.4821   -0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1097    0.1045    0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5426    0.3435    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4243   -0.0250   -0.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7812    0.2163   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    0.8391    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6127    1.0908    0.5158 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3866    1.2246    1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8833    1.8507    2.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0323    0.9738    1.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1022   -1.8804    2.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7125   -3.0746    2.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2060   -3.2521    1.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3683   -1.0368   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5008    1.2851   -1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344    1.4881    0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    0.8009    1.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2578    0.5821    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9267    0.2141   -1.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2353    0.2821   -3.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579    0.5419   -2.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011   -0.8136   -1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4344    0.4196    0.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0849   -0.5157   -1.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4395   -0.0945   -1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2829    0.8399   -0.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2349    2.1222    3.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3797    1.2839    2.0543 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 14  7  1  0
 27 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  6
  6 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 18 39  1  0
 19 40  1  0
 21 41  1  0
 22 42  1  0
 24 43  1  0
 26 44  1  0
 27 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methylrosmarinate	Generator
Methyl rosmarinic acid	HMDB
(+)-Methyl rosmarinate	HMDB
1,3-Diphenylpropylamine	HMDB
Methyl rosmarinate	HMDB
Rosmarinate methyl ester	HMDB
Rosmarinic acid methyl ester	HMDB
(2R)-3-(3,4-Dihydroxyphenyl)-1-methoxy-1-oxopropan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid	HMDB
Methylrosmarinic acid	HMDB

Chemical Formula

C₁₉H₁₈O₈

Average Molecular Weight

374.345

Monoisotopic Molecular Weight

374.10016754

IUPAC Name

(2R)-3-(3,4-dihydroxyphenyl)-1-methoxy-1-oxopropan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Traditional Name

(2R)-3-(3,4-dihydroxyphenyl)-1-methoxy-1-oxopropan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

CAS Registry Number

99353-00-1

SMILES

COC(=O)[C@@H](CC1=CC(O)=C(O)C=C1)OC(=O)\C=C\C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C19H18O8/c1-26-19(25)17(10-12-3-6-14(21)16(23)9-12)27-18(24)7-4-11-2-5-13(20)15(22)8-11/h2-9,17,20-23H,10H2,1H3/b7-4+/t17-/m1/s1

InChI Key

XHALVRQBZGZHFE-BBOMDTFKSA-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
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

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	268.4 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	2.64	ALOGPS
logP	3.15	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.94	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	95.72 m³·mol⁻¹	ChemAxon
Polarizability	36.74 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]+	186.94	30932474
DeepCCS	[M-H]-	184.544	30932474
DeepCCS	[M-2H]-	217.479	30932474
DeepCCS	[M+Na]+	192.852	30932474
AllCCS	[M+H]+	187.2	32859911
AllCCS	[M+H-H2O]+	184.6	32859911
AllCCS	[M+NH4]+	189.7	32859911
AllCCS	[M+Na]+	190.4	32859911
AllCCS	[M-H]-	185.0	32859911
AllCCS	[M+Na-2H]-	184.8	32859911
AllCCS	[M+HCOO]-	184.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methylrosmarinic acid	COC(=O)[C@@H](CC1=CC(O)=C(O)C=C1)OC(=O)\C=C\C1=CC(O)=C(O)C=C1	5850.3	Standard polar	33892256
Methylrosmarinic acid	COC(=O)[C@@H](CC1=CC(O)=C(O)C=C1)OC(=O)\C=C\C1=CC(O)=C(O)C=C1	3504.3	Standard non polar	33892256
Methylrosmarinic acid	COC(=O)[C@@H](CC1=CC(O)=C(O)C=C1)OC(=O)\C=C\C1=CC(O)=C(O)C=C1	3552.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methylrosmarinic acid,1TMS,isomer #1	COC(=O)[C@@H](CC1=CC=C(O)C(O[Si](C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O)C(O)=C1	3387.6	Semi standard non polar	33892256
Methylrosmarinic acid,1TMS,isomer #2	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C)C(O)=C1)OC(=O)/C=C/C1=CC=C(O)C(O)=C1	3371.5	Semi standard non polar	33892256
Methylrosmarinic acid,1TMS,isomer #3	COC(=O)[C@@H](CC1=CC=C(O)C(O)=C1)OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1	3382.4	Semi standard non polar	33892256
Methylrosmarinic acid,1TMS,isomer #4	COC(=O)[C@@H](CC1=CC=C(O)C(O)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1	3382.0	Semi standard non polar	33892256
Methylrosmarinic acid,2TMS,isomer #1	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O)C(O)=C1	3312.0	Semi standard non polar	33892256
Methylrosmarinic acid,2TMS,isomer #2	COC(=O)[C@@H](CC1=CC=C(O)C(O[Si](C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1	3305.6	Semi standard non polar	33892256
Methylrosmarinic acid,2TMS,isomer #3	COC(=O)[C@@H](CC1=CC=C(O)C(O[Si](C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1	3319.5	Semi standard non polar	33892256
Methylrosmarinic acid,2TMS,isomer #4	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C)C(O)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1	3303.4	Semi standard non polar	33892256
Methylrosmarinic acid,2TMS,isomer #5	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C)C(O)=C1)OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1	3311.2	Semi standard non polar	33892256
Methylrosmarinic acid,2TMS,isomer #6	COC(=O)[C@@H](CC1=CC=C(O)C(O)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	3321.1	Semi standard non polar	33892256
Methylrosmarinic acid,3TMS,isomer #1	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O)=C1	3351.3	Semi standard non polar	33892256
Methylrosmarinic acid,3TMS,isomer #2	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C)=C1	3363.1	Semi standard non polar	33892256
Methylrosmarinic acid,3TMS,isomer #3	COC(=O)[C@@H](CC1=CC=C(O)C(O[Si](C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	3364.2	Semi standard non polar	33892256
Methylrosmarinic acid,3TMS,isomer #4	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C)C(O)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	3359.1	Semi standard non polar	33892256
Methylrosmarinic acid,4TMS,isomer #1	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	3403.8	Semi standard non polar	33892256
Methylrosmarinic acid,1TBDMS,isomer #1	COC(=O)[C@@H](CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O)C(O)=C1	3699.3	Semi standard non polar	33892256
Methylrosmarinic acid,1TBDMS,isomer #2	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)OC(=O)/C=C/C1=CC=C(O)C(O)=C1	3682.9	Semi standard non polar	33892256
Methylrosmarinic acid,1TBDMS,isomer #3	COC(=O)[C@@H](CC1=CC=C(O)C(O)=C1)OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	3703.1	Semi standard non polar	33892256
Methylrosmarinic acid,1TBDMS,isomer #4	COC(=O)[C@@H](CC1=CC=C(O)C(O)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	3698.5	Semi standard non polar	33892256
Methylrosmarinic acid,2TBDMS,isomer #1	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O)C(O)=C1	3841.8	Semi standard non polar	33892256
Methylrosmarinic acid,2TBDMS,isomer #2	COC(=O)[C@@H](CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	3852.2	Semi standard non polar	33892256
Methylrosmarinic acid,2TBDMS,isomer #3	COC(=O)[C@@H](CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	3856.7	Semi standard non polar	33892256
Methylrosmarinic acid,2TBDMS,isomer #4	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	3866.0	Semi standard non polar	33892256
Methylrosmarinic acid,2TBDMS,isomer #5	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	3868.1	Semi standard non polar	33892256
Methylrosmarinic acid,2TBDMS,isomer #6	COC(=O)[C@@H](CC1=CC=C(O)C(O)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	3867.0	Semi standard non polar	33892256
Methylrosmarinic acid,3TBDMS,isomer #1	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	4053.5	Semi standard non polar	33892256
Methylrosmarinic acid,3TBDMS,isomer #2	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	4046.3	Semi standard non polar	33892256
Methylrosmarinic acid,3TBDMS,isomer #3	COC(=O)[C@@H](CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	4043.1	Semi standard non polar	33892256
Methylrosmarinic acid,3TBDMS,isomer #4	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	4071.4	Semi standard non polar	33892256
Methylrosmarinic acid,4TBDMS,isomer #1	COC(=O)[C@@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)OC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	4252.1	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 - 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 - Methylrosmarinic acid 10V, Positive-QTOF	splash10-0400-0709000000-98c6d7d7589af42805d9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylrosmarinic acid 20V, Positive-QTOF	splash10-03ki-0912000000-ba370e035359d554fbb3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylrosmarinic acid 40V, Positive-QTOF	splash10-01p9-0900000000-59ad39e4126e91f00388	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylrosmarinic acid 10V, Negative-QTOF	splash10-01b9-0579000000-65e90f934bf5e0d10127	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylrosmarinic acid 20V, Negative-QTOF	splash10-000i-0921000000-a6ec1baca92e8d61b370	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methylrosmarinic acid 40V, Negative-QTOF	splash10-0080-0900000000-92a36a14d6741f0207fa	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB014130

KNApSAcK ID

C00037499

Chemspider ID

4980755

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6479915

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1849921

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Methylrosmarinic acid (HMDB0035446)

MOL for HMDB0035446 (Methylrosmarinic acid)

3D MOL for HMDB0035446 (Methylrosmarinic acid)

3D SDF for HMDB0035446 (Methylrosmarinic acid)

3D-SDF for HMDB0035446 (Methylrosmarinic acid)

PDB for HMDB0035446 (Methylrosmarinic acid)

3D PDB for HMDB0035446 (Methylrosmarinic acid)

SMILES for HMDB0035446 (Methylrosmarinic acid)

INCHI for HMDB0035446 (Methylrosmarinic acid)

Structure for HMDB0035446 (Methylrosmarinic acid)

3D Structure for HMDB0035446 (Methylrosmarinic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra