MedKoo Cat#: 575055 | Name: Asiaticoside B
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Description:

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

Asiaticoside B is a triterpenoid glycoside that has been found in A. asiatica and has anticancer activity. It is cytotoxic to HepG2 and MCF-7 cancer cells with IC50 values of 9.74 and 8.32 µM, respectively.

Chemical Structure

Asiaticoside B
Asiaticoside B
CAS#125265-68-1

Theoretical Analysis

MedKoo Cat#: 575055

Name: Asiaticoside B

CAS#: 125265-68-1

Chemical Formula: C48H78O20

Exact Mass: 974.5086

Molecular Weight: 975.13

Elemental Analysis: C, 59.12; H, 8.06; O, 32.81

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 650.00 2 Weeks
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Related CAS #
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Synonym
Asiaticoside B; Terminoloside;
IUPAC/Chemical Name
(2S,3R,4S,5S,6R)-6-((((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl (4aS,6aS,6bR,8R,8aR,9R,10R,11R,12aR,12bR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate
InChi Key
NNWMHSNRRWMMBI-PJISEHJASA-N
InChi Code
InChI=1S/C48H78O20/c1-20-28(53)30(55)33(58)40(64-20)67-36-25(17-49)65-39(35(60)32(36)57)63-18-26-29(54)31(56)34(59)41(66-26)68-42(62)48-12-10-43(2,3)14-22(48)21-8-9-27-44(4)15-24(52)38(61)45(5,19-50)37(44)23(51)16-47(27,7)46(21,6)11-13-48/h8,20,22-41,49-61H,9-19H2,1-7H3/t20-,22-,23+,24+,25+,26+,27+,28-,29+,30+,31-,32+,33+,34+,35+,36+,37+,38-,39+,40-,41-,44+,45-,46+,47+,48-/m0/s1
SMILES Code
C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](OC[C@H]3O[C@@H](OC(=O)[C@]45CCC(C)(C)C[C@H]4C6=CC[C@@H]7[C@@]8(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@@H]8[C@H](O)C[C@@]7(C)[C@]6(C)CC5)[C@H](O)[C@@H](O)[C@@H]3O)O[C@@H]2CO)[C@H](O)[C@H](O)[C@H]1O
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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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 975.13 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: Wu ZW, Li WB, Zhou J, Liu X, Wang L, Chen B, Wang MK, Ji L, Hu WC, Li F. Oleanane- and Ursane-Type Triterpene Saponins from Centella asiatica Exhibit Neuroprotective Effects. J Agric Food Chem. 2020 Jul 1;68(26):6977-6986. doi: 10.1021/acs.jafc.0c01476. Epub 2020 Jun 17. PMID: 32502339. 2: Wang C, Zhao Y, Yang R, Liu H. Simultaneous analysis of five triterpenes in Centella asiatica by high performance liquid chromatography with cyclodextrins as the mobile phase additives. Sci Rep. 2020 Oct 29;10(1):18577. doi: 10.1038/s41598-020-75554-z. PMID: 33122688; PMCID: PMC7596059. 3: Gao J, Huang F, Zhang J, Zhu G, Yang M, Xiao P. Cytotoxic cycloartane triterpene saponins from Actaea asiatica. J Nat Prod. 2006 Oct;69(10):1500-2. doi: 10.1021/np060113h. PMID: 17067171. 4: Zhu DF, Nian Y, Wang HY, Zhang ZR, Song YB, Li RT, Qiu MH. New 9, 19-cycloartane triterpenoid from the root of Cimicifuga foetida. Chin J Nat Med. 2014 Apr;12(4):294-6. doi: 10.1016/S1875-5364(14)60057-1. PMID: 24863355. 5: Matsuda H, Morikawa T, Ueda H, Yoshikawa M. Medicinal foodstuffs. XXVII. Saponin constituents of gotu kola (2): structures of new ursane- and oleanane- type triterpene oligoglycosides, centellasaponins B, C, and D, from Centella asiatica cultivated in Sri Lanka. Chem Pharm Bull (Tokyo). 2001 Oct;49(10):1368-71. doi: 10.1248/cpb.49.1368. PMID: 11605675. 6: Kai G, Chen Y, Wang Y, Yan Q. Separation rule of oleanane and ursane pentacyclic triterpenoids isomers from nature plants by coordination chromatography. J Chromatogr Sci. 2014 Jul;52(6):532-8. doi: 10.1093/chromsci/bmt132. Epub 2013 Sep 12. PMID: 24029619. 7: Schaneberg BT, Mikell JR, Bedir E, Khan IA. An improved HPLC method for quantitative determination of six triterpenes in Centella asiatica extracts and commercial products. Pharmazie. 2003 Jun;58(6):381-4. PMID: 12856998. 8: Zhang FL, Wei YJ, Zhu J, Gong ZN. Simultaneous quantitation of three major triterpenoid glycosides in Centella asiatica extracts by high performance liquid chromatography with evaporative light scattering detection. Biomed Chromatogr. 2008 Feb;22(2):119-24. doi: 10.1002/bmc.901. PMID: 17703474. 9: Kai G, Liu L, Wang H. Separation mechanism of oleanane and ursane pentacyclic triterpenoid isomers by coordination chromatography. Se Pu. 2014 Mar;32(3):235-41. doi: 10.3724/sp.j.1123.2013.09015. PMID: 24984462.