Saikosaponin D

HCID 107793CAS 20874-52-6

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Basic information

Standard 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
Molecular formula
C42H68O13
Average molar mass
780.993 g/mol
Monoisotopic mass
780.46599224

Names & identifiers

Preferred name
Saikosaponin D
IUPAC
16alpha,23-Dihydroxy-18alpha-13,28-epoxyolean-11-en-3beta-yl 6-deoxy-3-O-beta-D-glucopyranosyl-beta-D-galactopyranoside
English name
Saikosaponin D
Molecular formula
C42H68O13
Molecular weight
780.98

Names & synonyms

saikosaponinsaikosaponinsSaikoside dSAIKOSAPONIN DSaikosaponian DSAILKOSAPONIN DSAILKOSAPONINS DSaikosaponin D(P)Saikosaponin D-RMSAIKOSAPONIN B2(P)

Database identifiers

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

Properties

Physicochemical properties

Melting point
212 · 212~218℃
Boiling point
893.7 · 893.7±65.0 °C(Predicted)
Density
1.36 · 1.36±0.1 g/cm3(Predicted)
storage temp.
Hygroscopic, Refrigerator, Under inert atmosphere
solubility
Methanol (Slightly), Pyridine (Slightly)
form
Solid

Safety & regulation

Safety data

wgk
WGK 3
rtecs
VN3099000
hs_code
29389090
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
24/25

Chemistry & industry

Applications · 3 items

DescriptionSaikosaponin 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.

UsesSaikosaponin 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.

UsesSaikosaponin D is an inhibitor of proliferation of human prostate cancer cells through arresting the cell cycle.

Upstream & downstream products

Downstream products

Suppliers50 total

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]

Related reactions

1 records

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