xanthohumol (Q408088)

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chemical compound
  • 2',4,4'-trihydroxy-6'-methoxy-3'-prenylchalcone
  • Xanthohumol
edit
Language Label Description Also known as
English
xanthohumol
chemical compound
  • 2',4,4'-trihydroxy-6'-methoxy-3'-prenylchalcone
  • Xanthohumol

Statements

mass
354.146724 dalton
1 reference
stated in
PubChem
PubChem CID
639665
language of work or name
English
title
Xanthohumol (English)
retrieved
7 October 2016
chemical formula
C₂₁H₂₂O₅
1 reference
stated in
PubChem
PubChem CID
639665
language of work or name
English
title
Xanthohumol (English)
retrieved
7 October 2016
canonical SMILES
CC(=CCC1=C(C=C(C(=C1O)C(=O)C=CC2=CC=C(C=C2)O)OC)O)C
1 reference
stated in
PubChem
PubChem CID
639665
language of work or name
English
title
Xanthohumol (English)
retrieved
7 October 2016
isomeric SMILES
CC(=CCC1=C(C=C(C(=C1O)C(=O)/C=C/C2=CC=C(C=C2)O)OC)O)C
1 reference
stated in
PubChem
PubChem CID
639665
language of work or name
English
title
Xanthohumol (English)
retrieved
7 October 2016
found in taxon
Humulus lupulus
34 references
stated in
Fate of xanthohumol and related prenylflavonoids from hops to beer
stated in
Antiproliferative and cytotoxic effects of prenylated flavonoids from hops (Humulus lupulus) in human cancer cell lines.
stated in
Antioxidant effects of xanthohumol and functional impact on hepatic ischemia-reperfusion injury
stated in
Regulation of osteoblastic phenotype and gene expression by hop-derived phytoestrogens.
stated in
Inhibition of Streptococcus Mutans and Other Oral Streptococci by Hop (Humulus Lupulus L.) Constituents
stated in
Xanthohumol, a novel anti-HIV-1 agent purified from Hops
stated in
Prenylflavonoids and phloroglucinol derivatives from hops (Humulus lupulus).
stated in
Xanthohumol from hop (Humulus lupulus L.) is an efficient inhibitor of monocyte chemoattractant protein-1 and tumor necrosis factor-alpha release in LPS-stimulated RAW 264.7 mouse macrophages and U937 human monocytes
stated in
Estrogens and Congeners from Spent Hops (Humulus lupulus)
stated in
New prenylchalcones from the hops of Humulus lupulus
stated in
Characterization of the methanolic extract of hops using capillary electrophoresis-electrospray ionization-mass spectrometry
stated in
EVALUATION OF HOPS. XI.* THE HARD RESIN AND PRESENCE OF HULUPINIC ACID
stated in
CHEMISTRY OF HOP CONSTITUENTS PART XXV1. XANTHOHUMOL CONTENT
stated in
Sensitive electrochemical detection method for alpha-acids, beta-acids and xanthohumol in hops (Humulus lupulus L.).
stated in
Prenylflavonoid variation in Humulus lupulus: distribution and taxonomic significance of xanthogalenol and 4'-O-methylxanthohumol
stated in
Chalcones from Humulus lupulus
stated in
Prenylflavonoids from Humulus lupulus
stated in
Xanthohumols, diacylglycerol acyltransferase inhibitors, from Humulus lupulus
stated in
Formation and accumulation of alpha-acids, beta-acids, desmethylxanthohumol, and xanthohumol during flowering of hops (Humulus lupulus L.).
stated in
Estrogens and congeners from spent hops (Humulus lupulus).
stated in
13C-labelling of xanthohumol in hop cones (Humulus lupulus).
stated in
EST analysis of hop glandular trichomes identifies an O-methyltransferase that catalyzes the biosynthesis of xanthohumol
stated in
Identification of a potent phytoestrogen in hops (Humulus lupulus L.) and beer
stated in
Inhibitors of nitric oxide production from hops (Humulus lupulus L.).
stated in
A new flavanone with antifungal activity isolated from hops.
stated in
Bone resorption inhibitors from hop extract
stated in
Optimization of conditions for supercritical fluid extraction of flavonoids from hops (Humulus lupulus L.).
stated in
Synthesis, cytotoxicity, and antioxidative activity of minor prenylated chalcones from Humulus lupulus
stated in
Antiinvasive effect of xanthohumol, a prenylated chalcone present in hops (Humulus lupulus L.) and beer
stated in
Treatment of PC-3 and DU145 prostate cancer cells by prenylflavonoids from hop (Humulus lupulus L.) induces a caspase-independent form of cell death
stated in
Inhibitory effects of xanthohumol from hops (Humulus lupulus L.) on human hepatocellular carcinoma cell lines
stated in
Prenylated chalcones from Humulus lupulus
stated in
Anti-inflammatory activity of xanthohumol involves heme oxygenase-1 induction via NRF2-ARE signaling in microglial BV2 cells
stated in
Modulation of breast cancer cell survival by aromatase inhibiting hop (Humulus lupulus L.) flavonoids

Identifiers

Reaxys registry number
2226282
1 reference
stated in
ChEBI
ChEBI ID
66331
language of work or name
English
title
xanthohumol (English)
retrieved
7 October 2016
EC number
614-078-4
1 reference
stated in
ECHA Substance Infocard database
ECHA Substance Infocard ID
100.123.285
retrieved
27 December 2018
title
(2E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one (English)
quotation
CAS no.: 6754-58-1 (English)
ECHA Substance Infocard ID
100.123.285
1 reference
stated in
ECHA Substance Infocard database
ECHA Substance Infocard ID
100.123.285
retrieved
27 December 2018
title
(2E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one (English)
quotation
CAS no.: 6754-58-1 (English)
CosIng number
83802
0 references
KEGG ID
C16417
1 reference
stated in
ChEBI
ChEBI ID
66331
language of work or name
English
title
xanthohumol (English)
retrieved
7 October 2016
 
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