N-cinnamoyltyramine
PubChem CID
5315911
Structure
Molecular Formula
Synonyms
- N-cinnamoyltyramine
- cinnamoyltyramine
- N-trans-Cinnamoyltyramine
- CM93V4SY32
- 103188-44-9
Molecular Weight
267.32 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-03-27
- Modify:2024-12-13
Description
N-trans-cinnamoyltyramine is a member of the class of cinnamamides that is tyramine substituted by a (1E)-3-oxo-1-phenylprop-1-en-3-yl group at the nitrogen atom. It is found in rice and exhibits an allelopathic effect to suppress the growth of weeds. It has a role as a phytoalexin, an antimicrobial agent, a platelet aggregation inhibitor and an allelochemical. It is a secondary carboxamide, a member of cinnamamides and a member of phenols. It is functionally related to a tyramine and a trans-cinnamic acid.
Cinnamoyltyramine has been reported in Aristolochia elegans, Aristolochia littoralis, and Aristolochia cucurbitifolia with data available.
See also: Ipomoea aquatica leaf (part of).
Chemical Structure Depiction
(E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenylprop-2-enamide
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C17H17NO2/c19-16-9-6-15(7-10-16)12-13-18-17(20)11-8-14-4-2-1-3-5-14/h1-11,19H,12-13H2,(H,18,20)/b11-8+
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
KGOYCHSKGXJDND-DHZHZOJOSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
C1=CC=C(C=C1)/C=C/C(=O)NCCC2=CC=C(C=C2)O
Computed by OEChem 2.3.0 (PubChem release 2021.10.14)
C17H17NO2
Computed by PubChem 2.2 (PubChem release 2021.10.14)
- N-cinnamoyltyramine
- N-trans-cinnamoyltyramine
- N-cinnamoyltyramine
- cinnamoyltyramine
- N-trans-Cinnamoyltyramine
- CM93V4SY32
- 103188-44-9
- trans-cinnamoyl-p-hydroxybenzenethylamine
- UNII-CM93V4SY32
- CHEMBL417389
- (2E)-N-(2-(4-Hydroxyphenyl)ethyl)-3-phenyl-2-propenamide
- CHEBI:177872
- (E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenylprop-2-enamide
- (2E)-N-[2-(4-HYDROXYPHENYL)ETHYL]-3-PHENYLPROP-2-ENAMIDE
- (2E)-N-(2-(4-hydroxyphenyl)ethyl)-3-phenylprop-2-enamide
- (E)-N-(2-(4-hydroxyphenyl)ethyl)-3-phenyl-2-propenamide
- (E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenyl-2-propenamide
- (2E)-N-[2-(4-Hydroxyphenyl)ethyl]-3-phenyl-2-propenamide
- Cinnamamide, N-(p-hydroxyphenethyl)-
- SCHEMBL22702505
- KGOYCHSKGXJDND-DHZHZOJOSA-N
- BDBM50069771
- AKOS010246127
- EN300-245816
- EN300-6496383
- (2E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenylacrylamide
- Z728882330
- (E)-N-[2-(4-Hydroxy-phenyl)-ethyl]-3-phenyl-acrylamide
- (2E)-N-[2-(4-Hydroxyphenyl)ethyl]-3-phenyl-2-propenamide #
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
267.32 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3
Property Value
3.1
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
267.125928785 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
267.125928785 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
49.3Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
20
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
313
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
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
1
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
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 2021.10.14)
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 Parent, Connectivity Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Ipomoea aquatica leaf (part of)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=KGOYCHSKGXJDND-DHZHZOJOSA-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/N-trans-Cinnamoyltyraminehttps://commonchemistry.cas.org/detail?cas_rn=103188-44-9
- ChemIDplusN-Cinnamoyltyraminehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0103188449ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linkingN-CINNAMOYLTYRAMINEhttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/CM93V4SY32
- ChEBIN-trans-cinnamoyltyraminehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:177872
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/Cinnamoyltyraminehttps://www.wikidata.org/wiki/Q76303465LOTUS 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.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- Japan Chemical Substance Dictionary (Nikkaji)
- KNApSAcK Species-Metabolite DatabaseN-trans-Cinnamoyltyraminehttp://www.knapsackfamily.com/knapsack_core/info.php?sname=C_ID&word=C00027156
- Natural Product Activity and Species Source (NPASS)N-(4-Hydroxyphenethyl)Cinnamamidehttps://bidd.group/NPASS/compound.php?compoundID=NPC96224
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-lawCinnamamide, N-(p-hydroxyphenethyl)-http://www.nist.gov/srd/nist1a.cfm
- SpectraBaseCinnamamide, N-(p-hydroxyphenethyl)-https://spectrabase.com/spectrum/Ev8tW14sR3t
- Springer Nature
- WikidataCinnamoyltyraminehttps://www.wikidata.org/wiki/Q76303465
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlN-cinnamoyltyraminehttps://www.ncbi.nlm.nih.gov/mesh/67479307
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 398598502https://pubchem.ncbi.nlm.nih.gov/substance/398598502
CONTENTS