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124027-56-1 molecular structure
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2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]-3-(4-hydroxyphenyl)propanoic acid

ChemBase ID: 167799
Molecular Formular: C18H17NO6
Molecular Mass: 343.33068
Monoisotopic Mass: 343.10558727
SMILES and InChIs

SMILES:
c1(c(ccc(c1)/C=C/C(=O)NC(Cc1ccc(cc1)O)C(=O)O)O)O
Canonical SMILES:
O=C(NC(C(=O)O)Cc1ccc(cc1)O)/C=C/c1ccc(c(c1)O)O
InChI:
InChI=1S/C18H17NO6/c20-13-5-1-11(2-6-13)9-14(18(24)25)19-17(23)8-4-12-3-7-15(21)16(22)10-12/h1-8,10,14,20-22H,9H2,(H,19,23)(H,24,25)/b8-4+
InChIKey:
JRXLVUMFJASLDR-XBXARRHUSA-N

Cite this record

CBID:167799 http://www.chembase.cn/molecule-167799.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]-3-(4-hydroxyphenyl)propanoic acid
IUPAC Traditional name
2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enamido]-3-(4-hydroxyphenyl)propanoic acid
Synonyms
N-[(2E)-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]-L-tyrosine
Angola I
Deoxyclovamide
N-[3',4'-Dihydroxy-(E)-cinnamoyl]-L-tyrosine
CAS Number
124027-56-1
PubChem SID
162261932
PubChem CID
14352555

DATA SOURCES

DATA SOURCES

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Data Source Data ID
TRC D452520 external link Add to cart
PubChem 14352555 external link
Data Source Data ID Price
TRC
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Data Source Data ID
PubChem 14352555 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Polarizability 34.38679 Å3 Polar Surface Area 127.09 Å2
Rotatable Bonds Lipinski's Rule of Five true 
Acid pKa 3.3940148  H Acceptors
H Donor LogD (pH = 5.5) 0.2506468 
LogD (pH = 7.4) -1.0693666  Log P 2.3451977 
Molar Refractivity 90.919 cm3

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - D452520 external link
It was identified in the antioxidant polyphenolic fraction of cocoa (Theobroma cacao L.). As a naturally occurring caffeoyl conjugate, Clovamide derivative represents an interesting antiradical/antioxidant compound.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Azizah, A., et al.: Food Chem., 64, 199 (1999)
  • • Mao, T., et al.: J. Med. Food, 5, 17 (1999)
  • • Park, J., et al.: J. Agric. Food Chem., 53, 8135 (1999)
  • • Zhu, Q., et al.: Clin. Develop. Immunol., 12, 27 (1999)
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PATENTS

PATENTS

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INTERNET

INTERNET

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