Results for:
PubChem ID: 445858

(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic Acid

Mass-Spectra

Compound Details

Synonymous names
ferulic acid
trans-Ferulic Acid
1135-24-6
537-98-4
4-Hydroxy-3-methoxycinnamic acid
trans-4-Hydroxy-3-methoxycinnamic acid
3-(4-Hydroxy-3-methoxyphenyl)acrylic acid
(E)-Ferulic acid
Coniferic acid
ferulate
2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-
Ferulic acid, trans-
3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid
(E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid
(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Cinnamic acid, 4-hydroxy-3-methoxy-
3-methoxy-4-hydroxycinnamic acid
Fumalic acid
2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, (2E)-
Cinnamic acid, 4-hydroxy-3-methoxy-, (E)-
(E)-4-Hydroxy-3-methoxycinnamic acid
UNII-AVM951ZWST
(E)-4'-Hydroxy-3'-methoxycinnamic acid
AVM951ZWST
4-Hydroxy-3-methoxy cinnamic acid
EINECS 208-679-7
Cinnamic acid, 4-hydroxy-3-methoxy-, trans-
MFCD00004400
2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, (E)-
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
CCRIS 3256
CCRIS 7127
CIS-FERULICACID
CHEBI:17620
(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
HSDB 7663
NSC 2821
NSC-2821
EINECS 214-490-0
NSC 51986
NSC-51986
(2E)-3-(4-Hydroxy-3-methoxyphenyl)acrylic acid
NSC 674320
Fumalic acid (Ferulic acid)
4-Hydroxy-3-methoxycinnamate
(2E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid
(E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoic acid
CHEMBL32749
3-(4-Hydroxy-3-methoxyphenyl)propenoic acid
NSC2821
3-Methoxy-4-hydroxy-trans-cinnamate
NSC-674320
97274-61-8
3-methoxy-4-hydroxy-trans-cinnamic acid
(E)-Ferulate
trans-Ferulic Acid (purified by sublimation)
Trans-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
FERULIC ACID (USP-RS)
FERULIC ACID [USP-RS]
CINNAMIC ACID,4-HYDROXY,3-METHOXY FERULIC ACID
caffeic acid 3-methyl ether
ferulic acid, (E)-isomer
SMR000112202
3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
DTXSID5040673
ferulasaure
Ferulicacid
trans-Ferulate
(E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoate
CCRIS 7575
trans-FerulicAcid
Ferulic acid, E-
(E)-Coniferic acid
trans-4-Hydroxy-3-methoxycinnamicacid
Ferulic acid (M5)
Ferulic Acid ,(S)
FERULIC-ACID
CURCUMIN_met040
Spectrum5_000554
bmse000459
bmse000587
bmse010211
FERULIC ACID [MI]
trans-Ferulic acid, 99%
FERULIC ACID [HSDB]
FERULIC ACID [INCI]
SCHEMBL15673
BSPBio_003168
MLS001066385
MLS001332483
MLS001332484
MLS002207079
MLS006011435
SPECTRUM1501017
trans-Ferulic acid, >=99%
FERULIC ACID [WHO-DD]
DTXCID3020673
DTXSID70892035
HMS1921D05
HMS2269P04
(E)-4-Hydroxy-3-methoxycinnamate
trans-4-Hydroxy-3-methoxycinnamate
BCP21231
BCP21789
HY-N0060
NSC51986
STR00961
(E)-4-hydroxy-3-methoxy-Cinnamate
TRANS-FERULIC ACID [WHO-DD]
(E)4-hydroxy-3-methoxycinnamic acid
AC7905
BBL010345
BDBM50214744
CCG-38860
s2300
STK801551
AKOS000263735
AC-7965
BCP9000163
DB07767
PS-3435
SDCCGMLS-0066667.P001
trans-3-methoxy-4-hydroxycinnamic acid
(E)-4-hydroxy-3-methoxy-Cinnamic acid
3-(4-Hydroxy-3-methoxyphenyl)propenoate
4-Hydroxy-3-methoxycinnamic acid, trans
NCGC00094889-01
NCGC00094889-02
NCGC00094889-03
NCGC00094889-04
1ST40035
AC-10321
BS-17543
SMR004703246
AM20060784
CS-0007108
F1257
H0267
NS00068201
SW219616-1
EN300-16798
C01494
F-2000
A829775
FERULIC ACID (CONSTITUENT OF BLACK COHOSH)
Q417362
SR-01000765539
(2E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoate
(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoicacid
J-002980
SR-01000765539-3
Z56782558
(E)-3-(3-methoxy-4-oxidanyl-phenyl)prop-2-enoic acid
FERULIC ACID (CONSTITUENT OF BLACK COHOSH) [DSC]
055E203F-B305-4B7F-8CE7-F9C0C03AB609
2',4-DIHYDROXY-3,4',6'-TRIMETHOXYCHALCONE_met028
3986A1BE-A670-4B06-833B-E17253079FD8
Ferulic acid, European Pharmacopoeia (EP) Reference Standard
trans-Ferulic acid, certified reference material, TraceCERT(R)
Ferulic acid, United States Pharmacopeia (USP) Reference Standard
trans-Ferulic acid, matrix substance for MALDI-MS, >=99.0% (HPLC)
Ferulic Acid, Pharmaceutical Secondary Standard; Certified Reference Material
InChI=1/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13
Microorganism:

No

IUPAC name(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
SMILESCOC1=C(C=CC(=C1)C=CC(=O)O)O
InchiInChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
FormulaC10H10O4
PubChem ID445858
Molweight194.18
LogP1.5
Atoms14
Bonds3
H-bond Acceptor4
H-bond Donor2
Chemical Classificationacids benzenoids carboxylic acids phenols aromatic compounds organic acids
CHEBI-ID17620
Supernatural-IDSN0193973-01

mVOC Specific Details

Volatilization
Ferulic acid, with a pKa of 4.58(1), will almost entirely exist in the anion form in the environment at pH values of 5 to 9, and therefore ferulic acid is expected to be essentially nonvolatile from water surfaces and moist soil(2). Ferulic acid is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.7X10-6 mm Hg(SRC), determined from a fragment constant method(3).
Literature: (1) Serjeant EP, Dempsey B; Ionisation Constants of Organic Acids in Aqueous Solution. IUPAC Chem Data Ser No.23. NY,NY: Pergamon pp. 989 (1979) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (3) Lyman WJ; p.31 in Environmental Exposure From Chemicals Vol I, Neely WB, Blau GE, eds, Boca Raton, FL: CRC Press (1985)
Solubility
In water, 5.97X10+3 mg/L at 25 deg C (est)
Literature: US EPA; Estimation Program Interface (EPI) Suite. Ver.3.12. Nov 30, 2004. Available from, as of Oct 27, 2008: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm
Soil Adsorption
The Koc of ferulic acid is estimated as 57(SRC), using a log Kow of 1.51(1)(SRC) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that ferulic acid is expected to have high mobility in soil. The pKa of ferulic acid is 4.58(4), indicating that this compound will almost entirely exist in the anion form in the environment. Anions generally do not adsorb more strongly to soils containing organic carbon and clay, in comparison with their neutral counterparts(5).
Literature: (1) Hansch et al; Exploring QSAR: Hydrophobic, Electronic and Steric Constants. Washington, DC: Amer Chem Soc pp.99 (1995) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 4-9 (1990) (3) Swann RL et al; Res Rev 85: 17-28 (1983) (4) Serjeant EP, Dempsey B; Ionisation Constants of Organic Acids in Aqueous Solution. IUPAC Chem Data Ser No.23. NY,NY: Pergamon pp. 989 (1979) (5) Doucette WJ; pp. 141-188 in Handbook of Property Estimation Methods for Chemicals. Boethling RS, Mackay D, eds. Boca Raton, FL: Lewis Publ (2000)
Vapor Pressure
PressureReference
2.69X10-6 mm Hg at 25 deg C (est)US EPA; Estimation Program Interface (EPI) Suite. Ver.3.12. Nov 30, 2004. Available from, as of Oct 27, 2008: http://www.epa.gov/oppt/exposure/pubs/episuitedl.htm
MS-Links
MS-MS Spectrum 177975
MS-MS Spectrum 180288
MS-MS Spectrum 4957 - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) Negative
MS-MS Spectrum 1349 - Quattro_QQQ 25V Positive delivery=Flow_Injection analyzer=Triple_Quad
MS-MS Spectrum 4955 - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) Positive
MS-MS Spectrum 4949 - LC-ESI-QQ (API3000, Applied Biosystems) 40V Negative
MS-MS Spectrum 4947 - LC-ESI-QQ (API3000, Applied Biosystems) 20V Negative
MS-MS Spectrum 4950 - LC-ESI-QQ (API3000, Applied Biosystems) 50V Negative
MS-MS Spectrum 1350 - Quattro_QQQ 40V Positive delivery=Flow_Injection analyzer=Triple_Quad
MS-MS Spectrum 4945 - EI-B (HITACHI M-52) Positive
MS-MS Spectrum 201731
MS-MS Spectrum 4946 - LC-ESI-QQ (API3000, Applied Biosystems) 10V Negative
MS-MS Spectrum 177976
MS-MS Spectrum 225489
MS-MS Spectrum 180289
MS-MS Spectrum 201730
MS-MS Spectrum 177977
MS-MS Spectrum 225488
MS-MS Spectrum 225490
MS-MS Spectrum 4948 - LC-ESI-QQ (API3000, Applied Biosystems) 30V Negative
MS-MS Spectrum 4956 - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V Positive
MS-MS Spectrum 1348 - Quattro_QQQ 10V Positive delivery=Flow_Injection analyzer=Triple_Quad
MS-MS Spectrum 180290
1D-NMR-Links
Massbank-Links
Massbank Spectrum MSBNK-Fac_Eng_Univ_Tokyo-JP007239
Massbank Spectrum MSBNK-Fac_Eng_Univ_Tokyo-JP011305
Massbank Spectrum MSBNK-Fac_Eng_Univ_Tokyo-JP011308
Massbank Spectrum MSBNK-Kazusa-KZ000089
Massbank Spectrum MSBNK-Kazusa-KZ000133
Massbank Spectrum MSBNK-Keio_Univ-KO001106
Massbank Spectrum MSBNK-Keio_Univ-KO001107
Massbank Spectrum MSBNK-Keio_Univ-KO001108
Massbank Spectrum MSBNK-Keio_Univ-KO001109
Massbank Spectrum MSBNK-Keio_Univ-KO001110
Massbank Spectrum MSBNK-Osaka_Univ-OUF00227
Massbank Spectrum MSBNK-RIKEN_ReSpect-PM000409
Massbank Spectrum MSBNK-RIKEN-PR010004
Massbank Spectrum MSBNK-RIKEN-PR100004
Massbank Spectrum MSBNK-RIKEN-PR100005
Massbank Spectrum MSBNK-RIKEN-PR100482
Massbank Spectrum MSBNK-RIKEN-PR303436
Massbank Spectrum MSBNK-RIKEN-PR303438
Massbank Spectrum MSBNK-RIKEN-PR303440
Massbank Spectrum MSBNK-RIKEN-PR303442
Massbank Spectrum MSBNK-RIKEN-PR303444
Massbank Spectrum MSBNK-RIKEN-PR303446
Massbank Spectrum MSBNK-RIKEN-PR303448
Massbank Spectrum MSBNK-RIKEN-PR303450
Massbank Spectrum MSBNK-RIKEN-PR303452
Massbank Spectrum MSBNK-RIKEN-PR303454
Massbank Spectrum MSBNK-RIKEN-PR303456
Massbank Spectrum MSBNK-RIKEN-PR303458

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaFlammulina VelutipesnaKoreaKim et al. 2008
EukaryotaInonotus ObliquusnaKoreaKim et al. 2008
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaFlammulina VelutipesnaHPLCyes
EukaryotaInonotus ObliquusnaHPLCyes