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80930-74-1
  • 姜状三七苷R1

  • names:

    Zingibroside R1

  • CAS号:

    80930-74-1

    MDL Number:
  • MF(分子式): C42H66O14 MW(分子量): 794.97
  • EINECS: Reaxys Number:
  • Pubchem ID:10395524 Brand:BIOFOUNT
姜状三七苷R1

姜状三七苷R1(80930-74-1,Zingibroside R1)是一种三萜类化合物,姜状三七苷R1具有抗肿瘤,抗血管生成和抗HIV-1活性的作用。

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中文别名 姜状三七苷R1(80930-74-1);姜状三七皂苷R1;姜黄素R1;
英文别名 Zingibroside R1(80930-74-1);HY-N6924;28-O-deglucosyl-chikusetsusaponin V;ZINC255276197;CS-0100751;
CAS号 80930-74-1
SMILES C[C@@]12C([C@@]3([H])[C@](C(O)=O)(CCC(C)(C)C3)CC2)=CC[C@]4([H])[C@@](C)(CC[C@H](O[C@@]5([H])[C@@H]([C@H]([C@H](O)[C@@H](C(O)=O)O5)O)O[C@]6([H])O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)CO)C7(C)C)[C@@]7([H])CC[C@@]14C
Inchi InChI = 1S / C42H66O14 / c1-37(2)14-16-42(36(51)52)17-15-40(6)20(21(42)18-37)8-9-24-39( 5)12-11-25(38(3,4)23(39)10-13-41(24,40)7)54-35-32(29(47)28(46)31(55-35) 33(49)50)56-34-30(48)27(45)26(44)22(19-43)53-34 / h8,21-32,34-35,43-48H,9-19H2, 1-7H3,(H,49,50)(H,51,52)/ t21-,22 +,23-,24 +,25-,26 +,27-,28-,29-,30 +,31 -,32 +,34-,35 +,39-,40 +,41 +,42- / m0 / s1
InchiKey WJQOMUVKRDJBGZ-COUNGWPASA-N
分子式 Formula C42H66O14
分子量 Molecular Weight 794.97
闪点 FP 268.3±27.8°摄氏度
熔点 Melting point No data available
沸点 Boiling point 910.4±65.0 °C(Predicted)
Polarizability极化度
密度 Density 1.37±0.1 g/cm3(Predicted)
蒸汽压 Vapor Pressure 25°C时为0.0±0.6 mmHg
溶解度Solubility
性状 Solid
储藏条件 Storage conditions 请根据产品建议的存储条件进行存储,Please store the product under the recommended condition sin the description.

姜状三七苷R1(80930-74-1,Zingibroside R1)实验注意事项:
1.实验前需戴好防护眼镜,穿戴防护服和口罩,佩戴手套,避免与皮肤接触。
2.实验过程中如遇到有毒或者刺激性物质及有害物质产生,必要时实验操作需要手套箱内完成以免对实验人员造成伤害
3.实验后产生的废弃物需分类存储,并交于专业生物废气物处理公司处理,以免造成环境污染Experimental considerations:
1. Wear protective glasses, protective clothing and masks, gloves, and avoid contact with the skin during the experiment.
2. The waste generated after the experiment needs to be stored separately, and handed over to a professional biological waste gas treatment company to avoid environmental pollution.

Tags:姜状三七苷R1试剂,姜状三七苷R1杂质,姜状三七苷R1中间体,姜状三七苷R1密度,姜状三七苷R1旋光度,姜状三七苷R1溶解度,姜状三七苷R1闪点,姜状三七苷R1结构式,姜状三七苷R1熔点,姜状三七苷R1购买,
产品说明 姜状三七苷R1(80930-74-1,Zingibroside R1)是一种三萜类化合物,姜状三七苷R1具有抗肿瘤,抗血管生成和抗HIV-1活性.
Introduction姜状三七苷R1(80930-74-1,Zingibroside R1)is dammaranaeype triterpenoid saponin,isolated from rhizomes,taproots,and lateral roots of Panax japonicasC.A.Meyer,
Application1(80930-74-1)Zingibroside R1 是一种有效的三萜皂苷,分离自Panax japonicasC. A. Meyer 根部,显示出优异的抗肿瘤作用以及抗血管生成活性
Application2ZingibrosideR1possesses some antiIVactivity.Zingibroside R1 has inhibitory effects on the 2eoxylucose (2G) uptake by EAT cells (IC50=91.3 μM)
Application3shows excellent antiumor effects as well as antingiogenic activity.

姜状三七苷R1(80930-74-1,Zingibroside R1)药理学:


Zingibroside R1是一种三萜类化合物,具有抗肿瘤,抗血管生成和抗HIV-1活性。


Yoshizaki K, et al. Saponins composition of rhizomes, taproots, and lateral roots of Satsuma-ninjin (Panax japonicus). Chem Pharm Bull (Tokyo). 2013;61(3):344-50. Epub 2012 Dec 28
Hasegawa H, et al. Inhibitory effect of some triterpenoid saponins on glucose transport in tumor cells and its application to in vitro cytotoxic and antiviral activities. Planta Med. 1994 Jun;60 (3):2
Protective effects of oleanolic acid oligoglycosides on ethanol- or indomethacin-induced gastric mucosal lesions in rats PMID 9808070; Life sciences 1998; 63(17):PL245-50 Name matches: oleanolic acid
Structure-related inhibitory activity of oleanolic acid glycosides on gastric emptying in mice PMID 10218824; Bioorganic & medicinal chemistry 1999 Feb; 7(2):323-7 Name matches: oleanolic acid 3-o-glu
Saponins composition of rhizomes, taproots, and lateral roots of Satsuma-ninjin (Panax japonicus) PMID 23291557; Chemical & pharmaceutical bulletin 2013; 61(3):344-50 Name matches: rb1 zingibroside r1

姜状三七苷R1(80930-74-1,Zingibroside R1)参考文献:
1、[通过微透析和UHPLC-MS / MS分析牛膝在佐剂关节炎大鼠中的药代动力学]
Xiang Zhan 1, Wen-Yu Wang 1, Jun Fu 1, Ran Deng 1, Feng Li 1, Xue-Jing Dai 1, Yan Wang , Hong Wu

Abstract To investigate the " drug-guide" effect of Achyranthes bidentata saponins( ABS) and geniposide( GE) in the treatment on adjuvant arthritis( AA) rats. A UHPLC-MS/MS method for the quantitative determination of GE,zingibroside R1,ginsenoside Ro and chikusetsu saponin Ⅳa in rat blood and joint dialysate was established. After single or combined administration with ABS and GE was given to AA rat model,a microdialysis sampling method for rat joint cavity and jugular vein blood vessels was established to collect microdialysis samples. Waters Acquity HSS C_(18) column was used to separate the above four components,with mobile phase as acetonitrile-0. 1% formic acid water as mobile phase for gradient elution. ESI source was adopted for mass spectra in a negative ion scanning mode. Multiple reaction monitoring( MRM) mode was applied to detect the above four components. The methodological results showed that GE,zingibroside R1,ginsenoside Ro and chikusetsu saponin Ⅳa demonstrated a good linear relationship within the concentration ranges of 2-4 000,16-4 096,14-3 584,23-5 888 μg·L-1 respectively. The precision,accuracy,stability and matrix effect of these four ingredients reached the requirements of quantitative analysis of biological samples. The pharmacokinetic results demonstrated that the combined administration of ABS and GE( 60 mg·kg~(-1)+60 mg·kg~(-1)) can increase the degree of GE in joint cavity distribution,and the AUCjoint/AUCplasmwere twice of that of single administration of GE( 60 mg·kg~(-1)),which indicated that ABS might played a vital role in GE's distribution to joint cavity. Moreover,there was no significant difference between the distribution trend of total three ABS and GE in rats. The pharmacodynamics results showed that the combined administration of ABS and GE has stronger effects on paw swelling,arthritis index and synovial pathomorphology of AA rats than single administration of GE,which suggested that ABS might improve GE's anti-inflammatory effect in AA rats. Based on the above results,ABS has a targeting effect in increasing GE's concentration in joint cavity,with a synergy in efficacy.

 2、中国红参的化学成分][Chemical constituents of Chinese red ginseng] Qi-le Zhou 1, Wei Xu 1, Xiu-Wei Yang

Abstract The chemical constituents of the Chinese red ginseng were systematically investigated by using various column chromatographic methods including D-101 macroporous adsorptive resins and open silica gel column chromatographies as well as high-performance liquid chromatography.Their chemical structures were identified by physico-chemical properties and spectral analyses.Fifty-two compounds were isolated from Chinese red ginseng decoction and identified as 20(S)-ginsenoside Rh? (1), 20(R)-ginsenoside Rh? (2), ginsenoside Rg? (3), 20(22) E-ginsenoside F? (4), ginsenoside Rk? (5), 20(22) E-ginsenoside Rh? (6), ginsenoside Rg? (7), 20(S)-ginsenoside Rf-1a(8), 20(S)-ginsenoside Rf(9), 20(R)-ginsenoside Rf(10),20(S)-notoginsenoside R? (11),20(R)-notoginsenoside R? (12), 20(S)-ginsenoside Rg? (13), 20(R)-ginsenoside Rg? (14), ginsenoside Rs? (15),ginsenoside Rs? (16),ginsenoside Rd(17),notoginsenoside R? (18),ginsenoside Re? (19), ginsenoside Re(20), 20-gluco-ginsenoside Rf(21),quinquenoside-R? (22),ginsenoside Ro methyl ester(23),ginsenoside Ro(24),ginsenoside Rb? (25),ginsenoside Rc(26),ginsenoside Rb? (27),ginsenoside Ra? (28),ginsenoside Ra? (29),ginsenoside Rb? (30),20(22)Z-ginsenoside Rh? (31),chikusetsusaponin IVa butyl ester(32), 20(22)Z-ginsenoside Rs? (33),ginsenoside Rs? (34),20(22)E-ginsenoside Rs? (35),zingibroside R1-6'-butyl ester(36), chikusetsusaponin IVa methyl ester(37),20(S)-ginsenoside Rs? (38),20(R)-ginsenoside Rs? (39),zingibroside R1-6'-methyl ester(40),ginsenoside Rz? (41),ginsenoside Rk? (42),ginsenoside Rg? (43),23-O-methylginsenoside-Rg? ? (44),12β,25-dihydroxydammar-20(22)E-ene-3-O-β-D-glucopyranosyl-(1→2)-O-β-D-glucopyranoside(45), 20(22)Z-ginsenoside F? (46),3β,12β-dihydroxydammar-20(22)E,24-diene-6-O-β-D-xylopyranosyl-(1→2)-O-β-D-glucopyranoside(47), 20(S)-ginsenoside Rg? (48),20(R)-ginsenoside Rg? (49),20(22)E-ginsenoside Rg? (50),ginsenoside-Ro-6'-butyl ester(51), and polyacetyleneginsenoside Ro(52). Compounds 8, 12, 31-33, 36, 37, 44, 45, 47 and 51 were isolated from the P. ginseng, and compounds 19, 23 and 46 were isolated from Chinese red ginseng for the first time.


3、人参皂甙Ro通过其代谢产物对B16F10黑色素瘤生长的抑制作用  Inhibitory Effects of Ginsenoside Ro on the Growth of B16F10 Melanoma via Its Metabolites
Si-Wen Zheng 1, Sheng-Yuan Xiao 2, Jia Wang 3, Wei Hou 1, Ying-Ping Wang 

Abstract Ginsenoside Ro (Ro), a major saponin derived and isolated from Panax ginseng C.A. Meyer, exerts multiple biological activities. However, the anti-tumour efficacy of Ro remains unclear because of its poor in vitro effects. In this study, we confirmed that Ro has no anti-tumour activity in vitro. We explored the anti-tumour activity of Ro in vivo in B16F10 tumour-bearing mice. The results revealed that Ro considerably suppressed tumour growth with no significant side effects on immune organs and body weight. Zingibroside R1, chikusetsusaponin IVa, and calenduloside E, three metabolites of Ro, were detected in the plasma of Ro-treated tumour-bearing mice and showed excellent anti-tumour effects as well as anti-angiogenic activity. The results suggest that the metabolites play important roles in the anti-tumour efficacy of Ro in vivo. Additionally, the haemolysis test demonstrated that Ro has good biocompatibility. Taken together, the findings of this study demonstrate that Ro markedly suppresses the tumour growth of B16F10-transplanted tumours in vivo, and its anti-tumour effects are based on the biological activity of its metabolites. The anti-tumour efficacy of these metabolites is due, at least in part, to its anti-angiogenic activity.

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