National Cancer Institute Thesaurus

Last uploaded: February 23, 2024
Preferred Name

Caffeic Acid

Synonyms

(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid

CAFFEIC ACID

Caffeic Acid

Trans 3,4-Dihydroxycinnamic acid

Definitions

An orally bioavailable, hydroxycinnamic acid derivative and polyphenol, with potential anti-oxidant, anti-inflammatory, and antineoplastic activities. Upon administration, caffeic acid acts as an antioxidant and prevents oxidative stress, thereby preventing DNA damage induced by free radicals. Caffeic acid targets and inhibits the histone demethylase (HDM) oncoprotein gene amplified in squamous cell carcinoma 1 (GASC1; JMJD2C; KDM4C) and inhibits cancer cell proliferation. GASC1, a member of the KDM4 subgroup of Jumonji (Jmj) domain-containing proteins, demethylates trimethylated lysine 9 and lysine 36 on histone H3 (H3K9 and H3K36), and plays a key role in tumor cell development.

ID

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C68540

ALT_DEFINITION

A hydrolyzable tannin with a propenoic acid (COOHCH=CH-), and hydroxyl groups at the 3 and 4 positions of the phenyl ring. The chemical structure is C1=CC(=C(C=C1\C=C\C(=O)O)O)O.

CAS_Registry

331-39-5

CHEBI_ID

CHEBI:16433

CHEBI:17395

CHEBI:36281

Chemical_Formula

C9H8O4

code

C68540

Concept_In_Subset

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C176424

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C63923

Contributing_Source

CRCH

FDA

DEFINITION

An orally bioavailable, hydroxycinnamic acid derivative and polyphenol, with potential anti-oxidant, anti-inflammatory, and antineoplastic activities. Upon administration, caffeic acid acts as an antioxidant and prevents oxidative stress, thereby preventing DNA damage induced by free radicals. Caffeic acid targets and inhibits the histone demethylase (HDM) oncoprotein gene amplified in squamous cell carcinoma 1 (GASC1; JMJD2C; KDM4C) and inhibits cancer cell proliferation. GASC1, a member of the KDM4 subgroup of Jumonji (Jmj) domain-containing proteins, demethylates trimethylated lysine 9 and lysine 36 on histone H3 (H3K9 and H3K36), and plays a key role in tumor cell development.

FDA_UNII_Code

U2S3A33KVM

FULL_SYN

(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid

CAFFEIC ACID

Caffeic Acid

Trans 3,4-Dihydroxycinnamic acid

label

Caffeic Acid

Legacy Concept Name

Caffeic_Acid

NCI_Drug_Dictionary_ID

792550

NSC Number

57197

623438

PDQ_Closed_Trial_Search_ID

792550

PDQ_Open_Trial_Search_ID

792550

Preferred_Name

Caffeic Acid

prefixIRI

Thesaurus:C68540

Semantic_Type

Organic Chemical

UMLS_CUI

C0054433

subClassOf

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C68539

Delete Subject Author Type Created
No notes to display