サイコサポニンD

Saikosaponin D

HCID 107793CAS 20874-52-6
部分構造検索類似構造を探す

基本情報

標準SMILES
C[C@H]1O[C@@H](O[C@H]2CC[C@@]3(C)[C@@H](CC[C@]4(C)[C@@H]3C=C[C@]35OC[C@@]6(CCC(C)(C)C[C@H]63)[C@H](O)C[C@]54C)[C@]2(C)CO)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O
InChIKey
KYWSCMDFVARMPN-LCSVLAELSA-N
分子式
C42H68O13
平均分子量
781 g/mol
単同位体質量
780.46599224

概要

saikosaponin d has been reported in Bupleurum chinense, Bupleurum rockii, and other organisms with data available.

名称と識別子

優先名称
Saikosaponin D
IUPAC
(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,2R,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
現地名
サイコサポニンD
英語名
Saikosaponin D
分子式
C42H68O13
分子量
780.98

名称と別名

Saikosaponin D20874-52-6UR635J3F00beta-D-Galactopyranoside, (3beta,4alpha,16alpha)-13,28-epoxy-16,23-dihydroxyolean-11-en-3-yl 6-deoxy-3-O-beta-D-glucopyranosyl-DTXSID301317467(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,2R,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol(2S,3R,4S,5S,6R)-2-((2R,3R,4S,5S,6R)-3,5-dihydroxy-2-(((1S,2R,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo(15.5.2.01,18.04,17.05,14.08,13)tetracos-15-en-10-yl)oxy)-6-methyloxan-4-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triolRefChem:931151DTXCID001747279SaikosaponinsMFCD09028095Saikosaponin D (Standard)
名称をさらに表示
[(4R)-13,28-エポキシ-16α,23-ジヒドロキシオレアナ-11-エン-3β-イル]3-O-(β-D-グルコピラノシル)-6-デオキシ-β-D-ガラクトピラノシド[(3β,4R)-13,28-エポキシ-16α,23-ジヒドロキシオレアナ-11-エン-3-イル]3-O-(β-D-グルコピラノシル)-6-デオキシ-β-D-ガラクトピラノシドサイコサポニンD(3S,4R,16R)-3-[3-O-(β-D-グルコピラノシル)-6-デオキシ-β-D-ガラクトピラノシルオキシ]-13,28-エポキシオレアナ-11-エン-16,23-ジオール[(3S,4R,16R)-13,28-エポキシ-16,23-ジヒドロキシオレアナ-11-エン-3-イル]3-O-(β-D-グルコピラノシル)-6-デオキシ-β-D-ガラクトピラノシド(2S,3R,4S,5S,6R)-2-{[(2R,3R,4S,5S,6R)-3,5-ジヒドロキシ-2-{[(1S,2R,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-ヒドロキシ-9-(ヒドロキシメチル)-4,5,9,13,20,20-ヘキサメチル-24-オキサヘキサシクロ[15.5.2.01,18.04,17.05,14.08,13]テトラコサ-15-エン-10-イル]オキシ}-6-メチルオキサン-4-イル]オキシ}-6-(ヒドロキシメチル)オキサン-3,4,5-トリオールsaikosaponinSaikoside dSaikosaponian DSAILKOSAPONIN DSAILKOSAPONINS DSaikosaponin D(P)Saikosaponin D-RMSAIKOSAPONIN B2(P)
Saikosaponin D from Bupleurum falcatnum(2S,3R,4S,5S,6R)-2-(((2R,3R,4S,5S,6R)-3,5-Dihydroxy-2-(((3S,4R,4aR,6aR,6bS,8R,8aS,12aR,12bS,14aR,14bS)-8-hydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,9,10,11,12,12a,14a,14b-octadecahydro-12b,8a-(epoxymethano)picen-3-yl)oxy)-6-methyltetrahydro-2H-pyran-4-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triolss-D-Galactopyranoside, (3ss,4a,16a)-13,28-epoxy-16,23-dihydroxyolean-11-en-3-yl 6-deoxy-3-O-ss-D-glucopyranosyl-; Saikosaponin D (8CI); (3ss,4a,16a)-13,28-Epoxy-16,23-dihydroxyolean-11-en-3-yl 6-deoxy-3-O-ss-D-glucopyranosyl-ss-D-galactopyranosideSCHEMBL929710UNII-UR635J3F00orb1225708CHEMBL3613719HY-N0250R

データベース識別子

CAS
20874-52-6
PubChem CID
107793
DTXSID
DTXSID301317467
ChEMBL
CHEMBL3613719
UNII
UR635J3F00
EC Number
633-808-2
Nikkaji
J221.226I

物性

構造計算による物性

XLogP
2.5
極性表面積
208 Ų
水素結合供与体数
8
水素結合受容体数
13
回転可能結合数
6
重原子数
55

物理化学的性質

融点
212 · 212~218℃
沸点
893.7 · 893.7±65.0 °C(Predicted)
比重(密度)
1.36 · 1.36±0.1 g/cm3(Predicted)
貯蔵温度
Hygroscopic, Refrigerator, Under inert atmosphere
溶解性
メタノール（微量）、ピリジン（微量）
外見
個体

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk
WGK 3
rtecs
VN3099000
hs_code
29389090
safety_code
24/25
ストレージクラス
11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological Classification · 4 件

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.

Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity.

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.

Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging.

応用分野 · 2 件

説明Saikosaponin D is a triterpene saponin found in Bupleurum that exhibits antioxidative, immunomodulatory, anti-fibrotic, anti-angiogenic, anticancer, and chemopreventive activities. Saikosaponin D increases activity of superoxide dismutase, catalase, and glutathione peroxidase and decreases activity of malondialdehyde in cellular models of oxidative damage. In other in vitro models, saikosaponin D increases secretion of IL-12, maturation of dendritic cells, and proliferation of lymphocytes. Saikosaponin D inhibits SERCA, increasing intracellular Ca2+ and inducing autophagy. In vivo, this compound decreases severity of fibrosis. In embryos, saikosaponin D decreases microvessel formation. Additionally, this compound decreases tumor formation in DEN-treated animal models and suppresses expression of CEBP-β and COX-2. Saikosaponin D also induces apoptosis and activation of caspases 3 and 7 in hepatocellular carcinoma cells. Saikosaponin D is a Glucocorticoid receptor agonist. It is a COX-2 and iNOS inhibitor.

使用Saikosaponin d (SSd) is an important active component of Bupleurum scorzonerifolium Willd., a traditional Chinese medicinal herb. Saikosaponins such as Saikosaponin D are used to help analyse and resolve the activities of herbal medicines such as Sho-saiko-to.

上流・下流製品情報

サプライヤー50 社

北京华美互利生物化工010-56205725 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
南京普怡生物科技有限公司13814510036 · [email protected]

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