Results for:
PubChem ID: 445858

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

Mass-Spectra

Compound Details

Synonymous names
Ferulic acid dehydrogenation homopolymer
ferulate
KSEBMYQBYZTDHS-HWKANZROSA-N
KSEBMYQBYZTDHS-UHFFFAOYSA-N
Coniferic acid
trans-Ferulate
FER
ferulic acid
Fumalic acid
trans-Ferulic Acid
AC1L9IOI
Ferulic Acid, Synthetic
Fumalic acid-Supplied by Selleck Chemicals
AVM951ZWST
AC1Q5T8U
4-Hydroxy-3-methoxycinnamate
Fumalic acid, Ferulic acid
PubChem8183
UNII-AVM951ZWST
AC1Q469S
trans-4-Hydroxy-3-methoxycinnamate
3-methoxy-4-hydroxycinnamic acid
4-Hydroxy-3-methoxycinnamic acid
CF0041
CHEMBL32749
NSC2821
SCHEMBL15673
(E)-Ferulate
Ferulic acid, trans-
HMDB00954
N1878
S2300_Selleck
ZINC58258
C10H10O4
DB07767
NSC51986
OR11310
RP17475
RP25300
STR00961
trans-3-methoxy-4-hydroxycinnamic acid
trans-4-Hydroxy-3-methoxycinnamic acid
(E)-Ferulic acid
3-Methoxy-4-hydroxy-trans-cinnamate
bmse000459
bmse000587
bmse010211
C01494
CCRIS 3256
CCRIS 7127
CCRIS 7575
Ferulic acid, E-
HMS1921D05
HMS2269P04
HSDB 7663
J10038
J10187
SPECTRUM1501017
4-Hydroxy-3-methoxy cinnamic acid
AC-7965
AN-8448
BBL010345
BT000260
DNC010453
Ferulic acid, European Pharmacopoeia (EP) Reference Standard
NSC 2821
NSC-2821
OR003660
OR138113
OR280765
PS-3435
SBB000326
ST097625
STK801551
trans-Ferulic acid, >=99%
A829775
CHEBI:17620
Ferulic acid (M5)
trans-Ferulic acid, 99%
W-2799
3-methoxy-4-hydroxy-trans-cinnamic acid
4-Hydroxy-3-methoxycinnamic acid, trans
AB1002979
AB2000725
AC-10321
AJ-09852
AK-32258
AK-49078
AN-45706
AX8011844
AX8021297
BCP9000163
BR-32258
BR-49078
BSPBio_003168
CCG-38860
Ferulic acid, United States Pharmacopeia (USP) Reference Standard
KB-51871
KB-81701
LS-54115
NSC 51986
NSC-51986
SC-17540
ST2410362
TL8000398
ALBB-013505
BB_NC-1070
BDBM50214744
Ferulic Acid, pharmaceutical secondary standard; traceable to USP, PhEur
MFCD00004400
Spectrum5_000554
trans-Ferulic acid, certified reference material, TraceCERT(R)
(E)4-hydroxy-3-methoxycinnamic acid
3-(4-Hydroxy-3-methoxyphenyl)propenoate
ACN-035275
AM20060784
CINNAMIC ACID, 3-METHOXY-4-HYDROXY
ferulic acid, (E)-isomer
KB-192658
NSC 674320
RTR-002615
RTR-037023
TR-002615
TR-037023
trans-4-Hydroxy-3-methoxycinnamic acid; Ferulic acid
(E)-4-Hydroxy-3-methoxycinnamate
AKOS000263735
I01-2280
J-002980
FT-0627414
FT-0646300
MLS001066385
MLS001332483
MLS001332484
MLS002207079
MLS006011435
SMR000112202
SMR004703246
(E)-4'-Hydroxy-3'-methoxycinnamic acid
3-(4-Hydroxy-3-methoxyphenyl)propenoic acid
4-Hydroxy-3-methoxycinnamic acid, mixture of isomers, analytical reference material
(E)-4-Hydroxy-3-methoxycinnamic acid
3-(4-Hydroxy-3-methoxyphenyl)acrylic acid
4-Hydroxy-3-Methoxycinnamic Acid, 99%
Cinnamic acid, 4-hydroxy-3-methoxy-
(E)-4-hydroxy-3-methoxy-Cinnamate
537-98-4
1135-24-6
CINNAMIC ACID,4-HYDROXY,3-METHOXY FERULIC ACID
NCGC00094889-01
NCGC00094889-02
NCGC00094889-03
NCGC00094889-04
(E)-4-hydroxy-3-methoxy-Cinnamic acid
EINECS 208-679-7
EINECS 214-490-0
97274-61-8
SDCCGMLS-0066667.P001
3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid homopolymer
MolPort-000-490-395
MolPort-011-018-530
3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid
3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Cinnamic acid, 4-hydroxy-3-methoxy-, trans-
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
(2E)-3-(4-Hydroxy-3-methoxyphenyl)acrylic acid
24276-84-4 (mono-hydrochloride salt)
2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-
(E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoate
trans-Ferulic acid, matrix substance for MALDI-MS, >=99.0% (HPLC)
(2E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoate
(E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid
(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Cinnamic acid, 4-hydroxy-3-methoxy-, (E)-
(2E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid
(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
3-(4-Hydroxy-3-methoxyphenyl)acrylic acid, 99% 10g
(E)-3-(3-methoxy-4-oxidanyl-phenyl)prop-2-enoic acid
(E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoic acid
055E203F-B305-4B7F-8CE7-F9C0C03AB609
2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, (E)-
2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, (2E)-
3986A1BE-A670-4B06-833B-E17253079FD8
2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, (E)- (9CI)
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:

Yes

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
Molweight194.186
LogP1.67
Atoms24
Bonds24
H-bond Acceptor4
H-bond Donor2
Chemical Classificationcarboxylic acids ethers alkenes alcohols benzenoids

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

Microorganisms emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
FungiFlammulina VelutipesnaKoreaKim et al., 2008
FungiInonotus ObliquusnaKoreaKim et al., 2008
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
FungiFlammulina VelutipesnaHPLCYes
FungiInonotus ObliquusnaHPLCYes