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디오스제닌

디오스제닌
디오스제닌 구조식 이미지
카스 번호:
512-04-9
한글명:
디오스제닌
동의어(한글):
디오스제닌
상품명:
Diosgenin
동의어(영문):
SP 37;Diosg;C08898;diosgen;Diosgemom;(3β,25R)-;DIOSGENIN;NITOGENIN;SAPOGENIN;Nitrogenin
CBNumber:
CB2685481
분자식:
C27H42O3
포뮬러 무게:
414.63
MOL 파일:
512-04-9.mol

디오스제닌 속성

녹는점
205-208°C
끓는 점
473.46°C (rough estimate)
알파
D25 -129° (c = 1.4 in CHCl3)
밀도
1.0483 (rough estimate)
굴절률
1.4700 (estimate)
저장 조건
2-8°C
용해도
chloroform: 20 mg/mL, clear, slightly yellow
산도 계수 (pKa)
15.02±0.70(Predicted)
수용성
Soluble in chloroform (50 mg/ml), ethanol (83 mg/ml at 25°C), water (<1 mg/ml at 25°C), DMSO (<1 mg/ml at 25°C), and methanol.
Merck
14,3295
BRN
94582
CAS 데이터베이스
512-04-9(CAS DataBase Reference)
NIST
Diosgenin(512-04-9)

안전

위험품 표기 Xi
위험 카페고리 넘버 36/37/38
안전지침서 26-36/37-24/25
WGK 독일 2
RTECS 번호 WH1450000
HS 번호 29329990

디오스제닌 MSDS


(25R)-Spirost-5-en-3beta-ol

디오스제닌 C화학적 특성, 용도, 생산

화학적 성질

White to Off-White Dolid

용도

antiinflammatory, estrogen

용도

Aglicone of saponin dioscin. Diosgenin exists in some food supplements and herbal medicines and lowers plasma cholesterol by increasing fecal cholesterol excretion. e and Progesterone.

용도

pregnenolone and progesterone precursor

일반 설명

Diosgenin is a triterpene and a glycone derivative of dioscin. Yams, Trigonella foenum-graecum and Costus speciosus are some of its source.

Biochem/physiol Actions

Diosgenin induces apoptosis in colon cancer cell lines and induces apoptosis, cell cycle arrest and cyclooxygenase activity in osteosarcoma cells. It serves as a precursor in steroid drug production. Diosgenin is shown to promote cholesterol production by stimulating biliary excretion. It influences lipoxygenase induced human erythroleukemia cell line differentiation.

Anticancer Research

It is a steroidal saponin and legumes and yams are the rich sources of it. It is a notoriousprecursor of several synthetic steroidal drugs. It suppresses growth of cells andinduces apoptosis in human osteosarcoma, colon cancer, and leukemia. Its anticancermechanism is by arresting the cell cycle, disrupting the calcium homeostasis,activating p53, releasing apoptosis inducing factors, and modulating caspase-3activity. It suppresses NF-κB activation induced by TNF as a result of DNA binding,IκBα kinase activation, degradation, phosphorylation, p65 nuclear translocation,and phosphorylation. It suppresses proliferation and invasion and induces apoptosisby downregulation of cFLIP, cyclin-D1, TRAF1, COX-2, c-myc, Bfl-1/A1, BclxL,IAP1, Bcl-2, and MMP-9 (Aggarwal et al. 2008; Raju and Mehta 2008).

Purification Methods

Crystallise diosgenin from acetone, and chromatograph it on Al2O3 and elute with *C6H6/Et2O (9:1), then recrystallise it from MeOH. Its solubility is ~4% in H2O and 5% in CHCl3. The acetate crystallises from AcOH with m 198o; and has [] D 20 -119o (pyridine). [Marker et al. J Am Chem Soc 65 1199 1943. Mazur et al. J Am Chem Soc 82 5889 1960, Beilstein 19 IV 862.]

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