Isoxanthohumol CAS 70872-29-6 Prenylated Flavanone from Humulus lupulus
Product Identification
| Item | Detail |
|---|---|
| Synonyms | Isoxanthohumol; 5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-(3-methylbut-2-en-1-yl)-2,3-dihydrochromen-4-one (prenylated flavanone) |
| CAS RN | 70872-29-6 |
| Isomer CAS | Xanthohumol 6754-58-1 (chalcone, same MF/MW) |
| Downstream | 8-Prenylnaringenin 53846-50-7 (demethylated, if in SKU) |
| Molecular Formula | C₂₁H₂₂O₅ |
| MW | 354.40 |
| Botanical | Humulus lupulusL., Cannabaceae (hops, female inflorescence) |
| HS Code (ref) | 1302 / 2938 |
Description
Isoxanthohumol is the flavanone-closed form of Xanthohumol, formed when Xn-containing hops undergo wort boiling (60–90 min, 100 °C, pH ~5.2–5.6) or acidic storage — the chalcone C2′-O–C6′ bond closes to form the C-ring flavanone (C2-carbonyl). In finished beer, Iso is typically the major prenylated polyphenol (Xn residual <10–20% of total Xn+Iso), while raw hops / cold-processed nutra extract retain Xn-dominant.
Four commercial buckets:
- Beer / Brewing B2B (Iso’s #1 differentiated entry — Taima site’s first brewing-vertical): Brewing QC tracks “Xn → Iso conversion efficiency” as a hops polyphenol / flavor-stability KPI (Iso is more stable than Xn to further oxidation in beer matrix, contributes to beer polyphenol profile, mild astringency). Hops P.E. for brewing R&D: dual-peak Xn+Iso HPLC (sometimes + α/β-acids triple) to benchmark raw-hop vs. wort vs. finished beer. Search: “isoxanthohumol beer brewing”, “Xanthohumol conversion wort”, “hops polyphenol beer stability”
- Xn→Iso→8-PN Cascade R&D (pure Iso 98%+): Iso is the middle node of the cascade — PK/metabolism studies (oral Xn → systemic Iso → gut 8-PN), formulation studies (stabilize Xn vs. drive Iso intentionally), “hops polyphenol bioavailability” cluster. Inner-link to Taima’s Xanthohumol 6754-58-1 (upstream) — “hops cascade trio” R&D page group.
- CYP450 / AhR R&D: Iso literature on AhR antagonism, CYP1A1/1B1 modulation (xenobiotic-metabolizing cluster) — differentiated from Xn’s aromatase/STAT3 angle. “Hops polyphenol R&D” inner-cluster: Xn (aromatase/NAFLD/STAT3) + Iso (CYP450/AhR/PK) + 8-PN (estrogen/menopausal R&D). Procurement: pure ≥98% for formulation pilot / PK assay.
- Nutra “Brewed-Style” Hops (minor DTC): Some nutra brands position “spent-hops / brewed hops extract” (Iso-main) vs. “raw hops extract” (Xn-main) — subtle positioning diff (“milder, processed, beer-heritage”). DTC same compliance as Xn: “Humulus lupulus traditional / beer-polyphenol”— avoid “menopause/HRT/phytoestrogen” hard claims (Iso→8-PN path, but Iso itself is weaker phytoestrogen than 8-PN, still caution).
Applications
Xn→Iso→8-PN Cascade R&D – pure Iso ≥98% for PK/metabolism / bioavailability / gut microbiota demethylation studies; inner-link Xn 6754-58-1 (upstream) + 8-PN 53846-50-7 (downstream, if SKU); “hops polyphenol cascade” R&D trio
CYP450 / AhR R&D – Iso AhR antagonism, CYP1A1/1B1 modulation lit; “hops polyphenol R&D” cluster with Xn (aromatase/STAT3) — differentiate: Xn = metabolic/NAFLD/aromatase, Iso = PK/CYP/AhR
Reference Standard (≥98%) – for Hops P.E. QC (Xn+Iso dual-peak, or Xn+Iso+α+β quadruple), brewing R&D, cascade PK
