Xanthohumol from hop (Humulus lupulus)

• Catalog No.: X0379
• M. F.: C21H22O5
• M. W.: 354.39638
• Purity: ≥96% (HPLC)

SYNONYMS

• Title: 黄腐醇 来源于啤酒花 (Humulus lupulus)
• IUPAC name: 1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• IUPAC Traditional name: 1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

DATABASE IDS

• MDL Number: MFCD00210576
• PubChem SID: 24902121

PROPERTIES

• Empirical Formula (Hill Notation): C21H22O5
• Purity: ≥96% (HPLC)
• Apperance: powder
• Solubility: ethanol: soluble10 mg/mL
• Solubility: DMSO: soluble25 mg/mL
• GHS Signal Word: Warning
• GHS Hazard statements: H317-H400
• European Hazard Symbols: Irritant (Xi)
• European Hazard Symbols: Nature polluting (N)
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves
• GHS Precautionary statements: P273-P280
• RID/ADR: UN 3077 9/PG 3
• Risk Statements: 43-50/53
• Safety Statements: 22-45-60-61
• Storage Temperature: 2-8°C
• Hazard Class: 9
• UN Number: 3077
• Packing Group: 3
• German water hazard class: 3

DETAILS

Description (English)

Biochem/physiol Actions
Prenylated flavonoids such as xanthohumol have antiproliferative and cytotoxic effects in human cancer cell lines1. Xanthohumol protected HepG2 cells against benzo[a]pyrene and related carcinogens. It also protected against reactive oxygen species (ROS), not by a direct anti-oxidant effect, but instead mediated by induction of cellular defense mechanisms against oxidative stress.2Xanthohumol inhibits diacylglycerol acetyltransferase (DGAT)3 and human P450 enzymes4. It also inhibits the expression of HIF-1α and VEGF under hypoxic conditions5.
Protocols & Applications
Hops (Humulus lupulus) Plant Profile: bioactives, mechanism of action, references

Description (简体中文)

Biochem/physiol Actions
Prenylated flavonoids such as xanthohumol have antiproliferative and cytotoxic effects in human cancer cell lines1. Xanthohumol protected HepG2 cells against benzo[a]pyrene and related carcinogens. It also protected against reactive oxygen species (ROS), not by a direct anti-oxidant effect, but instead mediated by induction of cellular defense mechanisms against oxidative stress.2Xanthohumol inhibits diacylglycerol acetyltransferase (DGAT)3 and human P450 enzymes4. It also inhibits the expression of HIF-1α and VEGF under hypoxic conditions5.
Protocols & Applications
Hops (Humulus lupulus) Plant Profile: bioactives, mechanism of action, references