3-Methoxy-4-hydroxy-cinnamic acid
PubChem CID
709
Structure
Molecular Formula
Synonyms
- (E/Z)-ferulic acid
- DTXSID5040673
- Spectrum_001256
- SpecPlus_000547
- Spectrum2_001394
Molecular Weight
194.18 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2005-03-25
- Modify:2025-01-18
Description
3-(4-Hydroxy-3-methoxyphenyl)prop-2-enoic acid has been reported in Camellia reticulata, Angelica gigas, and other organisms with data available.
See also: Ferulic acid (annotation moved to).
Chemical Structure Depiction
3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)
InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
KSEBMYQBYZTDHS-UHFFFAOYSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
COC1=C(C=CC(=C1)C=CC(=O)O)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C10H10O4
Computed by PubChem 2.1 (PubChem release 2019.06.18)
Compound: 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, homopolymer
- (E/Z)-ferulic acid
- DTXSID5040673
- Spectrum_001256
- SpecPlus_000547
- Spectrum2_001394
- Spectrum3_001434
- Spectrum4_001897
- KBioGR_002459
- KBioSS_001736
- DivK1c_006643
- SPBio_001408
- CHEMBL3185646
- KBio1_001587
- KBio2_001736
- KBio2_004304
- KBio2_006872
- KBio3_002388
- 3-methoxy4-hydroxy cinnamic acid
- 4-hydroxyl-3-methoxycinnamic acid
- 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, (2Z)-
- 3-methoxy-4-hydroxy cinnamic acid
- 3-methoxy-4-hydroxy-cinnamic acid
- 4-hydroxy-3-methoxy-cinnamic acid
- HMS3655P22
- AKOS028109905
- NCGC00094889-05
- NCI60_002312
- SY013625
- DB-120370
- 3-(4-hydroxy-3-methoxyphenyl)-acrylic acid
- NS00006133
- 3-(4-Hydroxy-3-methoxy-phenyl)-acrylic acid
- (E/Z)-Ferulic acid 1000 microg/mL in Acetone
- 3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoic acid
- 3- (4-hydroxy-3-methoxyphenyl) -2-propenoic acid
- ferulic acid (trans-4-hydroxy-3-methoxycinnamic acid)
- Q51617501
- 1-Acetate 3,5-Bis(4-chlorobenzoate)-2-deoxy-D-erythro-pentofuranose
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
194.18 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3
Property Value
1.5
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
2
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
4
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
3
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
194.05790880 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
194.05790880 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
66.8 Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
14
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
224
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2011.04.04)
Accession ID
Authors
Ara T, Morishita Y, Shibata D, Kazusa DNA Research Institute
Instrument
Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies
Instrument Type
GC-EI-TOF
MS Level
MS
Ionization Mode
POSITIVE
Column Name
DB-17MS
Retention Time
1035.41 sec
Top 5 Peaks
323 999
308 923
338 811
249 706
293 588
License
CC BY-SA
Accession ID
Authors
Ara T, Morishita Y, Shibata D, Kazusa DNA Research Institute
Instrument
Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies
Instrument Type
GC-EI-TOF
MS Level
MS
Ionization Mode
POSITIVE
Column Name
DB-17MS
Retention Time
996.528 sec
Top 5 Peaks
249 999
338 922
89 794
308 763
323 736
License
CC BY-SA
Accession ID
Authors
Kakazu Y, Horai H, Institute for Advanced Biosciences, Keio Univ.
Instrument
API3000, Applied Biosystems
Instrument Type
LC-ESI-QQ
MS Level
MS2
Ionization Mode
NEGATIVE
Collision Energy
10 V
Precursor m/z
193
Precursor Adduct
[M-H]-
Top 5 Peaks
193.4 999
134 31
149.3 31
96.8 27
59.2 21
License
CC BY-NC-SA
Accession ID
Authors
Kakazu Y, Horai H, Institute for Advanced Biosciences, Keio Univ.
Instrument
API3000, Applied Biosystems
Instrument Type
LC-ESI-QQ
MS Level
MS2
Ionization Mode
NEGATIVE
Collision Energy
20 V
Precursor m/z
193
Precursor Adduct
[M-H]-
Top 5 Peaks
133.9 999
178.4 229
193.1 134
149.3 121
117.1 59
License
CC BY-NC-SA
Accession ID
Authors
ENDO K, PHARMACEUTICAL INST., TOHOKU UNIV.
Instrument
HITACHI M-52
Instrument Type
EI-B
MS Level
MS
Ionization Mode
POSITIVE
Ionization
ENERGY 25 eV
Top 5 Peaks
194 999
150 188
179 188
133 156
135 116
License
CC BY-NC-SA
Accession ID
Authors
YAMAMOTO M, DEP. CHEMISTRY, FAC. SCIENCE, NARA WOMEN'S UNIV.
Instrument
HITACHI M-2500
Instrument Type
EI-B
MS Level
MS
Ionization Mode
POSITIVE
Ionization
ENERGY 70 eV
Top 5 Peaks
194 999
179 207
133 178
195 117
177 90
License
CC BY-NC-SA
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Stereo Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Stereo Count
Same Parent, Isotope Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Ferulic acid (annotation moved to)
PubMed Count
EPA CPDat Chemical and Product Categories
The Chemical and Products Database, a resource for exposure-relevant data on chemicals in consumer products, Scientific Data, volume 5, Article number: 180125 (2018), DOI:10.1038/sdata.2018.125
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=KSEBMYQBYZTDHS-UHFFFAOYSA-N
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, homopolymerhttps://commonchemistry.cas.org/detail?cas_rn=97274-61-8
- EPA DSSToxFerulic acidhttps://comptox.epa.gov/dashboard/DTXSID5040673CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- ChEBI3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acidhttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:193350
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/3-(4-Hydroxy-3-methoxyphenyl)prop-2-enoic acidhttps://www.wikidata.org/wiki/Q51617501LOTUS Treehttps://lotus.naturalproducts.net/
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.html
- EPA Chemical and Products Database (CPDat)EPA CPDat Classificationhttps://www.epa.gov/chemical-research/chemical-and-products-database-cpdat
- Natural Product Activity and Species Source (NPASS)3-(4-Hydroxy-3-Methoxyphenyl)Prop-2-Enoic Acidhttps://bidd.group/NPASS/compound.php?compoundID=NPC272471
- MassBank Europe3-(4-HYDROXY-3-METHOXYPHENYL)PROP-2-ENOICACIDhttps://massbank.eu/MassBank/Result.jsp?inchikey=KSEBMYQBYZTDHS-HWKANZROSA-N
- SpectraBase3-(4-Hydroxy-3-methoxyphenyl)prop-2-enoicacidhttps://spectrabase.com/spectrum/73IAWICj6Op4-Hydroxy-3-methoxycinnamic acidhttps://spectrabase.com/spectrum/AY76VsaXW6L4-hydroxy-3-methoxycinnamic acidhttps://spectrabase.com/spectrum/DhUveIZA0nOCINNAMIC ACID, 4-HYDROXY-3-METHOXY-,https://spectrabase.com/spectrum/3fRzy51eAfe
- Springer Nature
- Wikidata(E/Z)-ferulic acidhttps://www.wikidata.org/wiki/Q51617501
- PubChem
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/NORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- EPA Substance Registry ServicesEPA SRS List Classificationhttps://sor.epa.gov/sor_internet/registry/substreg/LandingPage.do
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 389071664https://pubchem.ncbi.nlm.nih.gov/substance/389071664
CONTENTS