MedKoo Cat#: 464828 | Name: Zingibroside R1
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Zingibroside R1 is a triterpene saponin and an active metabolite of ginsenoside Ro that has been found in P. japonicus. It is cytotoxic to B16/F10 murine melanoma cells (IC50 = 24.52 µg/ml) and inhibits tube formation by human umbilical vein endothelial cells (HUVECs) when used at a concentration of 40 µg/ml. Zingibroside R1 (25 mg/kg) reduces tumor growth in a B16/F10 murine melanoma model.

Chemical Structure

Zingibroside R1
Zingibroside R1
CAS#80930-74-1

Theoretical Analysis

MedKoo Cat#: 464828

Name: Zingibroside R1

CAS#: 80930-74-1

Chemical Formula: C42H66O14

Exact Mass: 794.4453

Molecular Weight: 794.98

Elemental Analysis: C, 63.46; H, 8.37; O, 28.18

Price and Availability

Size Price Availability Quantity
50mg USD 750.00 2 Weeks
10mg USD 1,350.00 2 Weeks
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Synonym
Zingibroside R1; Zingibroside-R1; Ginsenoside Z-R1; Ginsenoside ZR1; Ginsenoside Z R1; Polysciasaponin P5; Polysciasaponin-P5;
IUPAC/Chemical Name
(2S,3S,4S,5R,6R)-6-(((3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy)-3,4-dihydroxy-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid
InChi Key
WJQOMUVKRDJBGZ-COUNGWPASA-N
InChi Code
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
SMILES Code
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
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 794.98 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Niu T, Yu J, Wang Z, Wang C, Guo Y, Li J, Wang X. Purification of triterpenoid saponins and 25R/25S-inokosterone from Achyranthes bidentata Bl. by high-speed countercurrent chromatography coupled silver nitrate coordination. J Sep Sci. 2024 Apr;47(7):e2300901. doi: 10.1002/jssc.202300901. PMID: 38605456. 2: Wu Z, Dou W, Yang X, Niu T, Han Z, Yang L, Wang R, Wang Z. Novel glycosidase from Paenibacillus lactis 154 hydrolyzing the 28-O-β-D-glucopyranosyl ester bond of oleanane-type saponins. Appl Microbiol Biotechnol. 2024 Apr 4;108(1):282. doi: 10.1007/s00253-024-13109-2. PMID: 38573330; PMCID: PMC10995091. 3: Sayed SMA, Alseekh S, Siems K, Fernie AR, Luyten W, Schmitz-Linneweber C, Saul N. Identification of a Hydroxygallic Acid Derivative, Zingibroside R1 and a Sterol Lipid as Potential Active Ingredients of Cuscuta chinensis Extract That Has Neuroprotective and Antioxidant Effects in Aged Caenorhabditis elegans. Nutrients. 2022 Oct 9;14(19):4199. doi: 10.3390/nu14194199. PMID: 36235851; PMCID: PMC9570774. 4: Piao XM, Huo Y, Kang JP, Mathiyalagan R, Zhang H, Yang DU, Kim M, Yang DC, Kang SC, Wang YP. Diversity of Ginsenoside Profiles Produced by Various Processing Technologies. Molecules. 2020 Sep 24;25(19):4390. doi: 10.3390/molecules25194390. PMID: 32987784; PMCID: PMC7582514. 5: Zheng SW, Xiao SY, Wang J, Hou W, Wang YP. Inhibitory Effects of Ginsenoside Ro on the Growth of B16F10 Melanoma via Its Metabolites. Molecules. 2019 Aug 17;24(16):2985. doi: 10.3390/molecules24162985. PMID: 31426477; PMCID: PMC6721120. 6: Zhan X, Wang WY, Fu J, Deng R, Li F, Dai XJ, Wang Y, Wu H. [Pharmacokinetics of Achyranthes bidentata on adjuvant arthritis rats by microdialysis and UHPLC- MS/MS]. Zhongguo Zhong Yao Za Zhi. 2019 Jan;44(2):364-371. Chinese. doi: 10.19540/j.cnki.cjcmm.20181101.006. PMID: 30989959. 7: Zhou QL, Xu W, Yang XW. [Chemical constituents of Chinese red ginseng]. Zhongguo Zhong Yao Za Zhi. 2016 Jan;41(2):233-249. Chinese. doi: 10.4268/cjcmm20160214. PMID: 28861969. 8: Chen Y, Zhao Z, Chen H, Yi T, Qin M, Liang Z. Chemical differentiation and quality evaluation of commercial Asian and American ginsengs based on a UHPLC- QTOF/MS/MS metabolomics approach. Phytochem Anal. 2015 Mar-Apr;26(2):145-60. doi: 10.1002/pca.2546. Epub 2014 Dec 2. PMID: 25448530. 9: Yoshizaki K, Devkota HP, Fujino H, Yahara S. Saponins composition of rhizomes, taproots, and lateral roots of Satsuma-ninjin (Panax japonicus). Chem Pharm Bull (Tokyo). 2013;61(3):344-50. doi: 10.1248/cpb.c12-00764. Epub 2012 Dec 28. PMID: 23291557. 10: Li J, Qi H, Qi LW, Yi L, Li P. Simultaneous determination of main phytoecdysones and triterpenoids in radix achyranthis bidentatae by high- performance liquid chromatography with diode array-evaporative light scattering detectors and mass spectrometry. Anal Chim Acta. 2007 Jul 23;596(2):264-72. doi: 10.1016/j.aca.2007.05.016. Epub 2007 May 21. PMID: 17631105. 11: Hasegawa H, Matsumiya S, Uchiyama M, Kurokawa T, Inouye Y, Kasai R, Ishibashi S, Yamasaki K. 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):240-3. doi: 10.1055/s-2006-959467. PMID: 8073091.