(10α)-25-(Acetyloxy)-2β,16α,20-trihydroxy-9β-methyl-19-norlanost-5-ene-3,11,22-trione
(10α)-25-(Acetyloxy)-2β,16α,20-trihydroxy-9β-methyl-19-norlanost-5-ene-3,11,22-trione Basic information
- Product Name:
- (10α)-25-(Acetyloxy)-2β,16α,20-trihydroxy-9β-methyl-19-norlanost-5-ene-3,11,22-trione
- Synonyms:
-
- (10α)-25-(Acetyloxy)-2β,16α,20-trihydroxy-9β-methyl-19-norlanost-5-ene-3,11,22-trione
- Dihydrocucurbitacin B
- 19-Norlanost-5-ene-3,11,22-trione,25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (2b,9b,10a,16a)-
- 19-Norlanost-5-ene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (2β,9β,10α,16α)-
- 23,24-Dihydrocucurbitacin B
- 19-Norlanost-5-ene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (2β,9β,10α,16α)-
- CAS:
- 13201-14-4
- MF:
- C32H48O8
- MW:
- 560.72
- Mol File:
- 13201-14-4.mol
(10α)-25-(Acetyloxy)-2β,16α,20-trihydroxy-9β-methyl-19-norlanost-5-ene-3,11,22-trione Chemical Properties
- Melting point:
- 110-115 °C
- Boiling point:
- 692.207±55.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.219±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- form
- Solid
- pka
- 12.779±0.70(predicted)
- color
- White to off-white
(10α)-25-(Acetyloxy)-2β,16α,20-trihydroxy-9β-methyl-19-norlanost-5-ene-3,11,22-trione Usage And Synthesis
Uses
Dihydrocucurbitacin B, a triterpene isolated from Cayaponia tayuya roots, inhibits nuclear factor of activated T cells (NFAT), induces cell cycle arrested in the G0 phase, and inhibits delayed type hypersensitivity[1].
Definition
ChEBI: 23,24-dihydrocucurbitacin B is a 23,24-dihydrocucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at position 5; a hydroxy function at C-25 is acetylated. It is a 23,24-dihydrocucurbitacin, a secondary alpha-hydroxy ketone and a tertiary alpha-hydroxy ketone. It is functionally related to a cucurbitacin B.
References
[1] Escandell JM, et al. Dihydrocucurbitacin B inhibits delayed type hypersensitivity reactions by suppressing lymphocyte proliferation. J Pharmacol Exp Ther. 2007 Sep;322(3):1261-8. DOI:10.1124/jpet.107.122671
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