| Identification | Back Directory | [Name]
Dioscin | [CAS]
19057-60-4 | [Synonyms]
ioscin
DIOSCIN
dioscine
DIOSCIN(P)
Ccris 4123
DIOSCIN(RG)
collettisideiii
Dioscin USP/EP/BP
Dioscin 19057-60-4
Yam Extract Dioscin
Dioscin (6ci,7ci,8ci)
Dioscin(Collettiside III)
COLLETTISIDE III; CCRIS 4123
Dioscin, 98%, from Dioscorea opposita Thunb.
yranosyl-(1-2)-o-(6-deoxy-alpha-l-mannopyranosyl)-(1-4))-
Dioscin Green Plants Extracts 19057-60-4 Dioscorea Nipponica Source
Dioscin / Diosgenyl 2,4-Di-O-α-L-rhamnopyranosyl-β-D-glucopyranoside
Diosgenin bis-alpha-L-rhamnopyranosyl)-(1-2 and 1-4)-beta-D-glucopyranoside
beta-d-glucopyranoside,(3-beta,25r)-spirost-5-en-3-ylo-6-deoxy-alpha-l-mannop
[(25R)-Spirosta-5-ene-3β-yl]2-O,4-O-di-α-L-rhamnopyranosyl-β-D-glucopyranoside
(25R)-3β-[2-O,4-O-Bis(α-L-rhamnopyranosyl)-β-D-glucopyranosyloxy]spirosta-5-ene
[(25R)-Spirosta-5-ene-3β-yl]2-O,4-O-bis(α-L-rhamnopyranosyl)-β-D-glucopyranoside
[(25R)-Spirost-5-en-3β-yl]2-O-(6-deoxy-α-L-mannopyranosyl)-4-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
β-D-Glucopyranoside, (3β,25R)-spirost-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[6-deoxy-α-L-mannopyranosyl-(1→4)]-
beta-D-Glucopyranoside, (3beta,25R)-spirost-5-en-3-yl o-6-deoxy-alpha-L-mannopyranosyl-(1-2)-o-(6-deoxy-alpha-L-mannopyranosyl-(1-4))- | [Molecular Formula]
C45H72O16 | [MDL Number]
MFCD02094174 | [MOL File]
19057-60-4.mol | [Molecular Weight]
869.04 |
| Chemical Properties | Back Directory | [Melting point ]
275～277℃ | [alpha ]
D13 -115° (c = 0.373 in ethanol) | [density ]
1.39±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly, Sonicated) | [form ]
Solid | [pka]
12?+-.0.70(Predicted) | [color ]
White to Off-White |
| Safety Data | Back Directory | [Safety Statements ]
24/25 | [HS Code ]
29389090 | [Toxicity]
mouse,LD50,subcutaneous,> 300mg/kg (300mg/kg),Japanese Kokai Tokyo Koho Patents. Vol. #91-271224, |
| Hazard Information | Back Directory | [Description]
Dioscin is extracted from Dioscorea nipponica. Rhizoma Dioscoreae Nipponicae is
the dry rhizome of this plant. It can be orally used to treat joint pain, arthritis,
malaria, and chronic bronchitis. In addition, it can also be used externally to treat
sore carbuncle swollen. Rhizoma Dioscoreae Nipponicae is commonly used in the
northeast region, Shanxi province, and Shandong province of China. | [Physical properties]
Appearance: white powder. Solubility: insoluble in water, petroleum ether, and benzene; soluble in methanol, ethanol, and acetic acid; slightly soluble in acetone and
amyl alcohol. Melting point: 294–296℃. Specific optical rotation: ?115°
(c?=?0.373, ethanol). | [History]
Japanese scientists firstly reported and analyzed the structure of dioscin isolated
from the saponins of Japanese Dioscoreaceae. V . However, the biological activities of dioscin have not attracted the interests of scientists until the late 1990s and
the beginning of this century. It is now believed that dioscin may have therapeutic
effects on reducing blood lipids and protecting the liver, as well as antivirus, antiinflammatory, and antitumor effects. After the implementation of standardization of
traditional Chinese medicine, dioscin as the quality control specification of
Dioscorea nipponica Makino and other traditional Chinese medicine has attracted
more attentions and researches. In China, dioscin tablets have been used to treat
hyperlipidemia in the clinical practice. However, no corresponding drugs are available on the market in other countries. In addition, dioscin is also an important predecessor for synthesizing steroid hormones . Dioscorea nipponica Makino,
which is used to extract dioscin, primarily comes from wild plants, whose resources
are limited. | [Uses]
Dioscin, a natural steroid saponin that has been shown to promote anticancer activity against several forms of cancers. Dioscin induces cancer cell apoptosis through elevated oxidative stress mediated
by downregulation of peroxiredoxins. | [Definition]
ChEBI: Dioscin is a spirostanyl glycoside that consists of the trisaccharide alpha-L-Rha-(1->4)-[alpha-L-Rha-(1->2)]-beta-D-Glc attached to position 3 of diosgenin via a glycosidic linkage. It has a role as a metabolite, an antifungal agent, an antiviral agent, an antineoplastic agent, an anti-inflammatory agent, a hepatoprotective agent, an apoptosis inducer and an EC 1.14.18.1 (tyrosinase) inhibitor. It is a spirostanyl glycoside, a spiroketal, a hexacyclic triterpenoid and a trisaccharide derivative. It is functionally related to a diosgenin. It derives from a hydride of a spirostan. | [Indications]
This drug was recorded in the national standards for chemical drugs, volume 5.
Dioscin tablets, containing total dioscin, are used to treat coronary heart disease,
coronary insufficiency, as well as control hyperlipidemia. | [Pharmacology]
Studies showed that compound preparations containing dioscin can increase coronary blood flow, reduce myocardial oxygen consumption, and protect myocardial
ischemia and ischemia-reperfusion injury, which is beneficial for alleviating myocardial ischemia and angina. In addition, dioscin can regulate the lipid metabolism
and improve hemodynamics. Dioscin can also prevent atherosclerosis by reducing
serum total cholesterol, triglyceride, low-density lipoprotein, and oxidized lowdensity lipoprotein, reducing the whole blood viscosity and plasma viscosity at high
and low shear rates, and relieving arterial wall lipid infiltration and plaque formation. Furthermore, dioscin can reduce liver fat deposition, which may be related to
promoting cholesterol secretion metabolism.
It has also been reported that dioscin can induce the apoptosis of a variety of
tumor cells, including gastric cancer cells, breast cancer cells, lung cancer cells, oral
squamous cell carcinoma, and cervical cancer cells. The mechanisms are related to
reducing the oxidative stress and inhibiting some cellular survival signaling pathways
Dioscin can induce antioxidant enzymes, lower blood lipids, improve insulin
resistance, inhibit the inflammatory response, reduce the damage of alcoholic hepatitis, and decrease the hepatic injury induced by acetaminophen . | [storage]
Store at -20°C |
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