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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:50:48 UTC

Update Date

2022-03-07 02:53:24 UTC

HMDB ID

HMDB0032616

Secondary Accession Numbers

HMDB32616

Metabolite Identification

Common Name

Sinapic acid

Description

Sinapic acid, also known as sinapinATE, belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. Sinapic acid is an odorless tasting compound. Sinapic acid is found, on average, in the highest concentration within a few different foods, such as sunflowers (Helianthus annuus), olives (Olea europaea), and garden onions (Allium cepa) and in a lower concentration in hard wheats (Triticum durum), rapes (Brassica napus var. napus), and garlics (Allium sativum). Sinapic acid has also been detected, but not quantified in, several different foods, such as chives (Allium schoenoprasum), teffs (Eragrostis tef), celeriacs (Apium graveolens var. rapaceum), yardlong beans (Vigna unguiculata ssp. sesquipedalis), and pepper (c. pubescens). This could make sinapic acid a potential biomarker for the consumption of these foods. Sinapic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Sinapic acid.

Structure

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


  Mrv1652306171921372D          

 16 16  0  0  0  0            999 V2000
   -1.6293   -0.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3438   -0.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0583   -0.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0583   -1.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440   -1.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6293   -1.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7730   -0.0902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9149   -0.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2003   -0.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5141   -0.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5141    0.7350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2287   -0.5024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7730   -1.7402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4874   -0.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440   -2.5653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0585   -2.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  3  7  1  0  0  0  0
  4 13  1  0  0  0  0
  7 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032616

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(\C=C\C(O)=O)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+

> <INCHI_KEY>
PCMORTLOPMLEFB-ONEGZZNKSA-N

> <FORMULA>
C11H12O5

> <MOLECULAR_WEIGHT>
224.21

> <EXACT_MASS>
224.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
22.323224439789968

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
1.5171784069999998

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.405618194181288

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.606694294741961

> <JCHEM_PKA_STRONGEST_BASIC>
-4.604716708653556

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
57.967200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sinapinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-19         0                                  
HETATM    1  C   UNK     0      -3.041  -0.938   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.375  -0.168   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.709  -0.938   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.709  -2.478   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.375  -3.248   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.041  -2.478   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.043  -0.168   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.708  -0.168   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.374  -0.938   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.960  -0.168   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.960   1.372   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.294  -0.938   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -7.043  -3.248   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -8.377  -0.938   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.375  -4.789   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -5.709  -5.558   0.000  0.00  0.00           C+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6   15                                                  
CONECT    6    5    1                                                       
CONECT    7    3   14                                                       
CONECT    8    1    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    4                                                            
CONECT   14    7                                                            
CONECT   15    5   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0032616
HETATM    1  C1  UNL     1      -1.470   3.953  -0.140  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.193   2.751  -0.198  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.485   1.549  -0.144  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.111   1.516  -0.037  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.565   0.295   0.014  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.013   0.326   0.127  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.764  -0.756   0.184  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.222  -0.621   0.298  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.802   0.484   0.344  1.00  0.00           O  
HETATM   10  O3  UNL     1       5.003  -1.762   0.357  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.162  -0.871  -0.044  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.550  -0.873  -0.152  1.00  0.00           C  
HETATM   13  O4  UNL     1      -2.278  -2.032  -0.210  1.00  0.00           O  
HETATM   14  C10 UNL     1      -1.779  -3.325  -0.173  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.173   0.354  -0.199  1.00  0.00           C  
HETATM   16  O5  UNL     1      -3.568   0.344  -0.308  1.00  0.00           O  
HETATM   17  H1  UNL     1      -2.147   4.828  -0.100  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.827   3.990  -1.061  1.00  0.00           H  
HETATM   19  H3  UNL     1      -0.836   3.913   0.771  1.00  0.00           H  
HETATM   20  H4  UNL     1       0.444   2.443   0.007  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.552   1.288   0.170  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.313  -1.738   0.148  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.646  -2.669   0.629  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.323  -1.840  -0.007  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.590  -3.983   0.258  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.439  -3.718  -1.151  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.922  -3.364   0.531  1.00  0.00           H  
HETATM   28  H12 UNL     1      -4.114  -0.480  -0.351  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4   15
CONECT    4    5   20
CONECT    5    6   11   11
CONECT    6    7    7   21
CONECT    7    8   22
CONECT    8    9    9   10
CONECT   10   23
CONECT   11   12   24
CONECT   12   13   15   15
CONECT   13   14
CONECT   14   25   26   27
CONECT   15   16
CONECT   16   28
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(e)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid	ChEBI
SINAPINATE	ChEBI
Sinapinic acid	ChEBI
3,5-Dimethoxy-4-hydroxycinnamic acid	Kegg
(e)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoate	Generator
3,5-Dimethoxy-4-hydroxycinnamate	Generator
Sinapate	Generator
(2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid	HMDB
(2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylic acid	HMDB
(2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid	HMDB
3-(4-Hydroxy-3,5-dimethoxyphenyl)-(2E)-2-propenoic acid	HMDB
3-(4-Hydroxy-3,5-dimethoxyphenyl)-(e)-2-propenoic acid	HMDB
3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid	HMDB
3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylic acid	HMDB
4-Hydroxy-3,5-dimethoxy-(e)-cinnamic acid	HMDB
4-Hydroxy-3,5-dimethoxycinnamic acid	HMDB
trans-3,5-Dimethoxy-4-hydroxycinnamic acid	HMDB
Sinapic acid	ChEBI
trans-Sinapate	Generator, HMDB
(e)-Sinapic acid	MeSH, HMDB
Synapitic acid	MeSH, HMDB
trans-Sinapinic acid	MeSH, HMDB
(E)-3,5-Dimethoxy-4-hydroxycinnamic acid	HMDB
(E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylic acid	HMDB
(E)-Sinapic acid	HMDB
3,5-Dimethoxy-4-hydroxy-trans-cinnamic acid	HMDB
E-Sinapinic acid	HMDB
trans-4-Hydroxy-3,5-dimethoxycinnamic acid	HMDB
trans-Sinapic acid	HMDB

Chemical Formula

C₁₁H₁₂O₅

Average Molecular Weight

224.21

Monoisotopic Molecular Weight

224.068473494

IUPAC Name

(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid

Traditional Name

sinapinic acid

CAS Registry Number

7362-37-0

SMILES

COC1=CC(\C=C\C(O)=O)=CC(OC)=C1O

InChI Identifier

InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+

InChI Key

PCMORTLOPMLEFB-ONEGZZNKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids

Alternative Parents

Substituents

Cinnamic acid
Coumaric acid or derivatives
Hydroxycinnamic acid
M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Ether
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid (CHEBI:15714 )
Sinapate derivatives (C00482 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	192 °C	Not Available
Boiling Point	403.41 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	7082 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.286 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.63 g/L	ALOGPS
logP	1.63	ALOGPS
logP	1.52	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.61	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.97 m³·mol⁻¹	ChemAxon
Polarizability	22.32 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	152.601	30932474
DeepCCS	[M-H]-	150.243	30932474
DeepCCS	[M-2H]-	183.729	30932474
DeepCCS	[M+Na]+	158.72	30932474
AllCCS	[M+H]+	149.6	32859911
AllCCS	[M+H-H2O]+	145.6	32859911
AllCCS	[M+NH4]+	153.3	32859911
AllCCS	[M+Na]+	154.3	32859911
AllCCS	[M-H]-	148.2	32859911
AllCCS	[M+Na-2H]-	148.6	32859911
AllCCS	[M+HCOO]-	149.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.65 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3862 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.22 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1535.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	283.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	118.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	72.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	392.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	319.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	128.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	886.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	317.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1003.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	227.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	308.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	444.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	265.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	61.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sinapic acid	COC1=CC(\C=C\C(O)=O)=CC(OC)=C1O	3815.2	Standard polar	33892256
Sinapic acid	COC1=CC(\C=C\C(O)=O)=CC(OC)=C1O	2004.3	Standard non polar	33892256
Sinapic acid	COC1=CC(\C=C\C(O)=O)=CC(OC)=C1O	2149.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sinapic acid,1TMS,isomer #1	COC1=CC(/C=C/C(=O)O[Si](C)(C)C)=CC(OC)=C1O	2214.3	Semi standard non polar	33892256
Sinapic acid,1TMS,isomer #2	COC1=CC(/C=C/C(=O)O)=CC(OC)=C1O[Si](C)(C)C	2169.8	Semi standard non polar	33892256
Sinapic acid,2TMS,isomer #1	COC1=CC(/C=C/C(=O)O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C	2201.5	Semi standard non polar	33892256
Sinapic acid,1TBDMS,isomer #1	COC1=CC(/C=C/C(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O	2477.7	Semi standard non polar	33892256
Sinapic acid,1TBDMS,isomer #2	COC1=CC(/C=C/C(=O)O)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	2451.1	Semi standard non polar	33892256
Sinapic acid,2TBDMS,isomer #1	COC1=CC(/C=C/C(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1O[Si](C)(C)C(C)(C)C	2735.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Sinapic acid GC-MS (2 TMS)	splash10-00kr-3759000000-26099df97cd2adef2dc3	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sinapic acid EI-B (Non-derivatized)	splash10-00di-4390000000-ce04c31c3e4023faa7ee	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sinapic acid GC-EI-TOF (Non-derivatized)	splash10-00kr-2759000000-404687968a18ced29cd9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sinapic acid GC-EI-TOF (Non-derivatized)	splash10-00kr-1869000000-618d42ab9681ecb06228	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sinapic acid GC-EI-TOF (Non-derivatized)	splash10-00di-9535000000-dc1aa60962d61ce2d9bb	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sinapic acid GC-EI-TOF (Non-derivatized)	splash10-00di-9636000000-15691f6a00fd74dadf7a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sinapic acid GC-MS (Non-derivatized)	splash10-00kr-3759000000-26099df97cd2adef2dc3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sinapic acid GC-EI-TOF (Non-derivatized)	splash10-000i-1966000000-84b6d21b3c65f74d1b2d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sinapic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-05di-1950000000-308e223e0595ec83666c	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sinapic acid GC-MS (2 TMS) - 70eV, Positive	splash10-0umi-8196000000-afceb35e7a5f28ec225c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sinapic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00di-5590000000-92339c0e84f7bfd7f855	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid DI-ESI-qTof , Positive-QTOF	splash10-002e-0900000000-c7f7d78d04b4c61a02e1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid DI-ESI-qTof , Negative-QTOF	splash10-0007-0900000000-76cfe991af651e6cec19	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid LC-ESI-QQ , negative-QTOF	splash10-00di-0290000000-475d3684fdd4228e9c5d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid LC-ESI-QQ , negative-QTOF	splash10-08fr-0940000000-780771eea370a78b609a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid LC-ESI-QQ , negative-QTOF	splash10-0002-1900000000-3e127fbdcf11519a02f3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid LC-ESI-QQ , negative-QTOF	splash10-00dl-3900000000-d41ed2853570e017a98c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid LC-ESI-QQ , negative-QTOF	splash10-006x-9600000000-668bfef76d2c29514216	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid LC-ESI-QTOF , negative-QTOF	splash10-00di-1950000000-845dcc12144449b6b8c5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid LC-ESI-QTOF , negative-QTOF	splash10-074m-1940000000-4eaf9a539449ae53a970	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid LC-ESI-QTOF , positive-QTOF	splash10-0a4i-1590000000-f69ac29a002b25accd73	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid LC-ESI-QTOF , positive-QTOF	splash10-0ar4-3940000000-64d09640303051f3b774	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid 6V, Positive-QTOF	splash10-0006-9500000000-8fb01ded8d8100c7badf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid 6V, Positive-QTOF	splash10-0006-9100000000-6b4758d6474e1684747b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid 6V, Positive-QTOF	splash10-00dl-2900000000-512d339f4cd5c1a36d79	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid 6V, Positive-QTOF	splash10-00di-2900000000-f1f1c513515bb228b410	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid 6V, Positive-QTOF	splash10-08mm-0930000000-725b42822634411b06e1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid 6V, Positive-QTOF	splash10-00kf-9400000000-e70224cdae252d3c8e18	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid 40V, Positive-QTOF	splash10-0006-9200000000-45fe03024d3082fc695e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sinapic acid 20V, Negative-QTOF	splash10-0btc-0940000000-61107acc0e4d467950bf	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sinapic acid 10V, Positive-QTOF	splash10-056r-0190000000-6e81a94093485194a43f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sinapic acid 20V, Positive-QTOF	splash10-004i-1960000000-18717b9e874f0901ea68	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sinapic acid 40V, Positive-QTOF	splash10-06vj-2900000000-254ee08e710708eb6545	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sinapic acid 10V, Negative-QTOF	splash10-00di-0190000000-89ae701e731ef1f24fd7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sinapic acid 20V, Negative-QTOF	splash10-00di-0890000000-74c0bdbe7769b328017a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sinapic acid 40V, Negative-QTOF	splash10-0a4i-1910000000-69bbc48ce24397a342a2	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	19573517	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	20809621	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	20809621	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 464	12771321	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 464	12592675	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 464	14733499	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

DB08587

Phenol Explorer Compound ID

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Sinapinic_acid

METLIN ID

Not Available

PubChem Compound

637775

PDB ID

Not Available

ChEBI ID

15714

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1548161

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Yun KJ, Koh DJ, Kim SH, Park SJ, Ryu JH, Kim DG, Lee JY, Lee KT: Anti-inflammatory effects of sinapic acid through the suppression of inducible nitric oxide synthase, cyclooxygase-2, and proinflammatory cytokines expressions via nuclear factor-kappaB inactivation. J Agric Food Chem. 2008 Nov 12;56(21):10265-72. doi: 10.1021/jf802095g. Epub 2008 Oct 9. [PubMed:18841975 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Sinapic acid (HMDB0032616)

MOL for HMDB0032616 (Sinapic acid)

3D MOL for HMDB0032616 (Sinapic acid)

3D SDF for HMDB0032616 (Sinapic acid)

3D-SDF for HMDB0032616 (Sinapic acid)

PDB for HMDB0032616 (Sinapic acid)

3D PDB for HMDB0032616 (Sinapic acid)

SMILES for HMDB0032616 (Sinapic acid)

INCHI for HMDB0032616 (Sinapic acid)

Structure for HMDB0032616 (Sinapic acid)

3D Structure for HMDB0032616 (Sinapic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra