Hmdb loader

Showing metabocard for sinapoyl-(S)-malate (HMDB0304485)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 10:08:16 UTC
Update Date2021-09-24 10:08:16 UTC
HMDB IDHMDB0304485
Secondary Accession NumbersNone
Metabolite Identification
Common Namesinapoyl-(S)-malate
DescriptionSinapoyl-(s)-malate belongs to coumaric acids and derivatives class of compounds. Those 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. Sinapoyl-(s)-malate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Sinapoyl-(s)-malate can be found in a number of food items such as pot marjoram, common bean, boysenberry, and tinda, which makes sinapoyl-(s)-malate a potential biomarker for the consumption of these food products.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0304485 (sinapoyl-(S)-malate)


  Mrv1533005141521462D          

 24 24  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  5  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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  3 15  1  0  0  0  0
M  CHG  2  10  -1  24  -1
M  END
Download

3D MOL for HMDB0304485 (sinapoyl-(S)-malate)

HMDB0304485
     RDKit          3D
sinapoyl-(S)-malate
 38 38  0  0  0  0  0  0  0  0999 V2000
   -0.1853    3.4419   -0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6712    2.1210   -0.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2544    1.1200   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116    1.3865   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488    0.4086   -0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9804    0.7617   -0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9095   -0.1337    0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    0.2987    0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6186    1.5077    0.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3317   -0.5934    0.5452 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0852   -0.8778   -0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7430   -1.1881   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587   -2.4791   -0.0038 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1481   -3.5664    0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1798   -0.1838   -0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338   -0.4581   -0.5172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102   -0.4056    0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7486   -0.1130    1.7130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7794   -0.6880    0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1911   -0.9910   -0.7047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5618    0.5266    1.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0017    0.1861    0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5507   -0.4918    1.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8318    0.5934   -0.0866 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.0002    4.1871   -1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4436    3.7385   -0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4747    3.4509   -1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9255    2.4142   -0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2830    1.7983   -0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7005   -1.1947    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7567   -1.6917    0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -3.6886   -0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7194   -3.3828    1.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5944   -4.5107    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9732   -1.4941    1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3738   -1.9545   -0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2992    0.7373    2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610    1.4084    0.3882 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  3
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 15  3  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
 11 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
 21 38  1  0
M  CHG  2  10  -1  24  -1
M  END
Download

3D SDF for HMDB0304485 (sinapoyl-(S)-malate)


  Mrv1533005141521462D          

 24 24  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  5  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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  3 15  1  0  0  0  0
M  CHG  2  10  -1  24  -1
M  END
> <DATABASE_ID>
HMDB0304485

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(C=CC([O-])=O)=CC(OC)=C1OC(=O)C(O)CC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O9/c1-22-10-5-8(3-4-12(17)18)6-11(23-2)14(10)24-15(21)9(16)7-13(19)20/h3-6,9,16H,7H2,1-2H3,(H,17,18)(H,19,20)/p-2

> <INCHI_KEY>
SVOZVFTXNDIEBH-UHFFFAOYSA-L

> <FORMULA>
C15H14O9

> <MOLECULAR_WEIGHT>
338.269

> <EXACT_MASS>
338.064879191

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.529334982116016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[4-(2-carboxylatoeth-1-en-1-yl)-2,6-dimethoxyphenoxy]-3-hydroxy-4-oxobutanoate

> <ALOGPS_LOGP>
1.02

> <JCHEM_LOGP>
0.537708989333333

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.8176561980067985

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.202598956776599

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9305230929971655

> <JCHEM_POLAR_SURFACE_AREA>
145.25000000000003

> <JCHEM_REFRACTIVITY>
101.02439999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[4-(2-carboxylatoeth-1-en-1-yl)-2,6-dimethoxyphenoxy]-3-hydroxy-4-oxobutanoate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0304485 (sinapoyl-(S)-malate)

HMDB0304485
     RDKit          3D
sinapoyl-(S)-malate
 38 38  0  0  0  0  0  0  0  0999 V2000
   -0.1853    3.4419   -0.9432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6712    2.1210   -0.8021 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2544    1.1200   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6116    1.3865   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488    0.4086   -0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9804    0.7617   -0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9095   -0.1337    0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    0.2987    0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6186    1.5077    0.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3317   -0.5934    0.5452 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.0852   -0.8778   -0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7430   -1.1881   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2587   -2.4791   -0.0038 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1481   -3.5664    0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1798   -0.1838   -0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338   -0.4581   -0.5172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102   -0.4056    0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7486   -0.1130    1.7130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7794   -0.6880    0.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1911   -0.9910   -0.7047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5618    0.5266    1.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0017    0.1861    0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5507   -0.4918    1.8771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8318    0.5934   -0.0866 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.0002    4.1871   -1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4436    3.7385   -0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4747    3.4509   -1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9255    2.4142   -0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2830    1.7983   -0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7005   -1.1947    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7567   -1.6917    0.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -3.6886   -0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7194   -3.3828    1.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5944   -4.5107    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9732   -1.4941    1.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3738   -1.9545   -0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2992    0.7373    2.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610    1.4084    0.3882 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  3
  7  8  1  0
  8  9  2  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 15  3  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
 11 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
 21 38  1  0
M  CHG  2  10  -1  24  -1
M  END
Download

PDB for HMDB0304485 (sinapoyl-(S)-malate)

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O-1
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16    3                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END
Download

3D PDB for HMDB0304485 (sinapoyl-(S)-malate)

COMPND    HMDB0304485
HETATM    1  C1  UNL     1      -0.185   3.442  -0.943  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.671   2.121  -0.802  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.254   1.120  -0.543  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.612   1.387  -0.423  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.549   0.409  -0.166  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.980   0.762  -0.050  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.910  -0.134   0.192  1.00  0.00           C  
HETATM    8  C7  UNL     1       6.305   0.299   0.292  1.00  0.00           C  
HETATM    9  O2  UNL     1       6.619   1.508   0.150  1.00  0.00           O  
HETATM   10  O3  UNL     1       7.332  -0.593   0.545  1.00  0.00           O1-
HETATM   11  C8  UNL     1       2.085  -0.878  -0.029  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.743  -1.188  -0.140  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.259  -2.479  -0.004  1.00  0.00           O  
HETATM   14  C10 UNL     1       1.148  -3.566   0.263  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.180  -0.184  -0.399  1.00  0.00           C  
HETATM   16  O5  UNL     1      -1.534  -0.458  -0.517  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.310  -0.406   0.629  1.00  0.00           C  
HETATM   18  O6  UNL     1      -1.749  -0.113   1.713  1.00  0.00           O  
HETATM   19  C13 UNL     1      -3.779  -0.688   0.590  1.00  0.00           C  
HETATM   20  O7  UNL     1      -4.191  -0.991  -0.705  1.00  0.00           O  
HETATM   21  C14 UNL     1      -4.562   0.527   1.031  1.00  0.00           C  
HETATM   22  C15 UNL     1      -6.002   0.186   0.971  1.00  0.00           C  
HETATM   23  O8  UNL     1      -6.551  -0.492   1.877  1.00  0.00           O  
HETATM   24  O9  UNL     1      -6.832   0.593  -0.087  1.00  0.00           O1-
HETATM   25  H1  UNL     1      -1.000   4.187  -1.016  1.00  0.00           H  
HETATM   26  H2  UNL     1       0.444   3.739  -0.081  1.00  0.00           H  
HETATM   27  H3  UNL     1       0.475   3.451  -1.839  1.00  0.00           H  
HETATM   28  H4  UNL     1       1.926   2.414  -0.540  1.00  0.00           H  
HETATM   29  H5  UNL     1       4.283   1.798  -0.168  1.00  0.00           H  
HETATM   30  H6  UNL     1       4.701  -1.195   0.324  1.00  0.00           H  
HETATM   31  H7  UNL     1       2.757  -1.692   0.172  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.860  -3.689  -0.586  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.719  -3.383   1.182  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.594  -4.511   0.402  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.973  -1.494   1.312  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.374  -1.955  -0.810  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.299   0.737   2.090  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.361   1.408   0.388  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   15
CONECT    4    5   28
CONECT    5    6   11   11
CONECT    6    7    7   29
CONECT    7    8   30
CONECT    8    9    9   10
CONECT   11   12   31
CONECT   12   13   15   15
CONECT   13   14
CONECT   14   32   33   34
CONECT   15   16
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20   21   35
CONECT   20   36
CONECT   21   22   37   38
CONECT   22   23   23   24
END
Download

SMILES for HMDB0304485 (sinapoyl-(S)-malate)

COC1=CC(C=CC([O-])=O)=CC(OC)=C1OC(=O)C(O)CC([O-])=O
Download

INCHI for HMDB0304485 (sinapoyl-(S)-malate)

InChI=1S/C15H16O9/c1-22-10-5-8(3-4-12(17)18)6-11(23-2)14(10)24-15(21)9(16)7-13(19)20/h3-6,9,16H,7H2,1-2H3,(H,17,18)(H,19,20)/p-2
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
4-[4-(2-Carboxylatoeth-1-en-1-yl)-2,6-dimethoxyphenoxy]-3-hydroxy-4-oxobutanoic acidGenerator
Sinapoyl-(S)-malic acidGenerator
Chemical FormulaC15H14O9
Average Molecular Weight338.269
Monoisotopic Molecular Weight338.064879191
IUPAC Name4-[4-(2-carboxylatoeth-1-en-1-yl)-2,6-dimethoxyphenoxy]-3-hydroxy-4-oxobutanoate
Traditional Name4-[4-(2-carboxylatoeth-1-en-1-yl)-2,6-dimethoxyphenoxy]-3-hydroxy-4-oxobutanoate
CAS Registry NumberNot Available
SMILES
COC1=CC(C=CC([O-])=O)=CC(OC)=C1OC(=O)C(O)CC([O-])=O
InChI Identifier
InChI=1S/C15H16O9/c1-22-10-5-8(3-4-12(17)18)6-11(23-2)14(10)24-15(21)9(16)7-13(19)20/h3-6,9,16H,7H2,1-2H3,(H,17,18)(H,19,20)/p-2
InChI KeySVOZVFTXNDIEBH-UHFFFAOYSA-L
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.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentCoumaric acids and derivatives
Alternative Parents
Substituents
  • Coumaric acid or derivatives
  • Cinnamic acid
  • Phenol ester
  • Dimethoxybenzene
  • M-dimethoxybenzene
  • Tricarboxylic acid or derivatives
  • Phenoxy compound
  • Anisole
  • Phenol ether
  • Styrene
  • Methoxybenzene
  • Fatty acid ester
  • Alkyl aryl ether
  • Beta-hydroxy acid
  • Hydroxy acid
  • Monocyclic benzene moiety
  • Benzenoid
  • Fatty acyl
  • Secondary alcohol
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Carboxylic acid
  • Ether
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Organic anion
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP1.02ALOGPS
logP0.54ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)3.2ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area145.25 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity101.02 m³·mol⁻¹ChemAxon
Polarizability31.53 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+176.47732859911
AllCCS[M+H-H2O]+173.49332859911
AllCCS[M+Na]+180.02532859911
AllCCS[M+NH4]+179.23432859911
AllCCS[M-H]-172.43232859911
AllCCS[M+Na-2H]-172.45732859911
AllCCS[M+HCOO]-172.61332859911
DeepCCS[M+H]+167.16230932474
DeepCCS[M-H]-164.80430932474
DeepCCS[M-2H]-197.6930932474
DeepCCS[M+Na]+173.25530932474

Predicted Kovats Retention Indices

Not Available
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB031175
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available