山茶皂甙元 A | 53227-91-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 山茶皂甙元 A
• 中文别名: 山茶皂甙元A；山茶皂苷元A
• 英文名称: camelliagenin A
• 英文别名: olean-12-ene-3β,16α,22α,28-tetraol；Olean-12-en-3β,16α,22α,28-tetraol；(4aS)-4t.5t.10c-Trihydroxy-2.2.6at.6bc.9.9.12ac-heptamethyl-4ar-hydroxymethyl-(8atH.12btH.14bcH)-Δ¹⁴-eicosahydro-picen；Oleanen-(12)-tetrol-83β.16α.22α.28)；Camelliagenin-A；Dihydropriverogenin A；(3S,4aR,6aR,6bS,8R,8aS,9S,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,8,9-triol
• CAS: 53227-91-1
• 化学式: C₃₀H₅₀O₄
• 分子量: 474.725
• InChiKey: CTNHZEZBBGIUJB-HRQAAHFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  34
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  山茶皂甙元 A 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 28-nor-17ξ-olean-12-ene-3,16,22-trione
  参考文献：
  名称：

  从山茶花L获得的山茶花素A，B和C的结构。

  摘要：

  DOI：

  10.1016/s0040-4039(00)90556-2
• 作为产物：
  描述：

  3,22,28-tri-O-acetyl-camelliagenin A 在 aluminum oxide 作用下， 以 苯 为溶剂， 生成 山茶皂甙元 A
  参考文献：
  名称：

  Yosioka,I. et al., Chemical and pharmaceutical bulletin, 1971, vol. 19, p. 1186 - 1199

  摘要：

  DOI：

文献信息

• Medicinal Flowers. XXXVI.<sup>1</sup><sup>)</sup> Acylated Oleanane-Type Triterpene Saponins with Inhibitory Effects on Melanogenesis from the Flower Buds of Chinese <i>Camellia japonica</i>
  作者：Seikou Nakamura、Katsuyoshi Fujimoto、Souichi Nakashima、Takahiro Matsumoto、Tomoko Miura、Kaoru Uno、Hisashi Matsuda、Masayuki Yoshikawa

  DOI：10.1248/cpb.60.752

  日期：——

  Four acylated oleanane-type triterpene oligoglycosides, sanchakasaponins E–H, were isolated from the flower buds of Camellia japonica cultivated in Yunnan province, China, together with four known triterpene oligoglycosides. The chemical structures of the new triterpene oligoglycosides were elucidated on the basis of chemical and physicochemical evidence. The inhibitory effects of the triterpene oligoglycoside constituents on melanogenesis in theophylline-stimulated B16 melanoma 4A5 cells were investigated.

  从中国云南省栽培的茶花花蕾中分离得到4个酰化的齐墩果烷型三萜低聚糖苷——山茶皂苷E~H，以及4个已知的三萜低聚糖苷。通过化学和物理化学证据阐明了新三萜低聚糖苷的化学结构。研究了这些三萜低聚糖苷组分对茶碱刺激的B16黑色素瘤4A5细胞黑素生成的抑制作用。
• Triterpene saponins of Maesa lanceolata leaves
  作者：Lawrence Onyango A. Manguro、Jacob O. Midiwo、Lutz F. Tietze、Pang Hao

  DOI：10.3998/ark.5550190.0012.214

  日期：——

  Chemical investigation of Maesa lanceolata leaves aqueous MeOH extract has led to the isolation of eight new triterpene glycosides identified as 16-oxo-28-hydroxyolean-12-ene 3-O- β-glucopyranosyl-(1''→6')-β-glucopyranoside 1, 16α, 28-dihydroxyolean-12-ene 3 -O-β-((6''-O-galloylglucopyranosyl-(1''→2'))(β-glucopyranosyl-(1'''→6'))-β-glucopyranoside 2, 16α, 22α, 28-trihydroxyolean-12-ene 3-O-(β-gluc

  对 Maesa lanceolata 叶含水 MeOH 提取物的化学研究导致分离出八种新的三萜糖苷，鉴定为 16-oxo-28-hydroxyolean-12-ene 3-O-β-glupyranosyl-(1''→6')-β -吡喃葡萄糖苷 1, 16α, 28-dihydroxyolean-12-ene 3 -O-β-((6''-O-galloylglupyranosyl-(1''→2'))(β-glupyranosyl-(1'''→6) '))-β-吡喃葡萄糖苷 2, 16α, 22α, 28-trihydroxyolean-12-ene 3-O-(β-glupyranosyl-(1''→2')) (α-rhamnopyranosyl-(1'''→6) ')-β-吡喃葡萄糖苷 3, 22α-乙酰基-16α-hydroxyolean-12-en-28-al 3-O-(α-rhamnop
• Triterpenoid prosaponins from leaves of Maesa chisia var. angustifolia
  作者：Ajit K. Chakravarty、Binayak Das、Satyesh C. Pakrashi

  DOI：10.1016/s0031-9422(00)84716-0

  日期：1987.1

  Abstract Acid hydrolysis of the saponin fraction of the leaves of Maesa chisia var. angustifolia yielded a monoglucoside fraction besides camelliagenin A as a minor constituent. The glucose moiety of the former could be removed by hydrolysis by Smith degradation to yield two new acylated triterpenoids characterised as 16α- O -acetyl-22α- O -angeloyl-camelliagen A and 16α- O -acetyl-22α- O -(2′-met

  摘要 Maesa chisia var. 叶片皂苷部分的酸水解。除了作为次要成分的山茶花素 A 外，狭叶还产生了单糖苷部分。前者的葡萄糖部分可以通过 Smith 降解水解去除，产生两种新的酰化三萜类化合物，其特征为 16α-O-乙酰基-22α-O-当归酰-山茶素 A 和 16α-O-乙酰基-22α-O-(2' -methylbutyroyl)-camelliagenin A 以及camelliagenin A 及其 22α,28-乙醇醛缩醛。然而，不能排除后来的缩醛衍生物是人工制品的可能性。
• Ogino,T. et al., Chemical and pharmaceutical bulletin, 1968, vol. 16, # 9, p. 1846 - 1847
  作者：Ogino,T. et al.

  DOI：——

  日期：——
• Takamura, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1954, vol. 74, p. 645,647
  作者：Takamura

  DOI：——

  日期：——