Cauloside A

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

MedKoo CAT#: 598579

CAS#: 17184-21-3

Description: Cauloside A is a triterpene glycoside from Symphytum officinale L.

Chemical Structure

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Cauloside A
CAS# 17184-21-3
Instruction

Theoretical Analysis

MedKoo Cat#: 598579
Name: Cauloside A
CAS#: 17184-21-3
Chemical Formula: C35H56O8
Exact Mass: 604.3975
Molecular Weight: 604.85
Elemental Analysis: C, 69.51; H, 9.33; O, 21.16

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Cauloside A; FJ-2 Acid; Leontoside A;

IUPAC/Chemical Name: (4aS,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-(((2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid

InChi Key: QUBNLZCADIYAFW-RITZIESXSA-N

InChi Code: InChI=1S/C35H56O8/c1-30(2)13-15-35(29(40)41)16-14-33(5)20(21(35)17-30)7-8-24-31(3)11-10-25(43-28-27(39)26(38)22(37)18-42-28)32(4,19-36)23(31)9-12-34(24,33)6/h7,21-28,36-39H,8-19H2,1-6H3,(H,40,41)/t21-,22-,23+,24+,25-,26-,27+,28-,31-,32-,33+,34+,35-/m0/s1

SMILES Code: C[C@@]1(CO)[C@@H](O[C@H]2[C@@H]([C@H]([C@H](CO2)O)O)O)CC[C@]3(C)[C@@]4([H])CC=C5[C@]6([H])CC(C)(C)CC[C@@](C(O)=O)6CC[C@](C)5[C@@](C)4CC[C@@]13[H]

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: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 604.85 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

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1: Liu EW, Wang JL, Han LF, Chang YX, Wang T, Huo Y, Wang L, Gao XM. Pharmacokinetics study of asperosaponin VI and its metabolites cauloside A, HN saponin F and hederagenin. J Nat Med. 2014 Jul;68(3):488-97. doi: 10.1007/s11418-014-0821-4. Epub 2014 Mar 11. PubMed PMID: 24615060.

2: Datta S, Mahdi F, Ali Z, Jekabsons MB, Khan IA, Nagle DG, Zhou YD. Toxins in botanical dietary supplements: blue cohosh components disrupt cellular respiration and mitochondrial membrane potential. J Nat Prod. 2014 Jan 24;77(1):111-7. doi: 10.1021/np400758t. Epub 2013 Dec 11. PubMed PMID: 24328138; PubMed Central PMCID: PMC3932489.

3: Njateng GS, Du Z, Gatsing D, Nanfack Donfack AR, Feussi Talla M, Kamdem Wabo H, Tane P, Mouokeu RS, Luo X, Kuiate JR. Antifungal properties of a new terpernoid saponin and other compounds from the stem bark of Polyscias fulva Hiern (Araliaceae). BMC Complement Altern Med. 2015 Feb 15;15:25. doi: 10.1186/s12906-015-0541-7. PubMed PMID: 25880310; PubMed Central PMCID: PMC4342223.

4: Popov AM, Rovin IuG, Anisimov MM, Likhatskaia GN, Strigina LI. [Effect of triterpene glycosides on the stability of bilayer lipid membranes, containing different sterols]. Biofizika. 1982 Sep-Oct;27(5):827-31. Russian. PubMed PMID: 7138933.

5: Kitanaka S, Yasuda I, Kashiwada Y, Hu CQ. Antitumor agents, 162. Cell-based assays for identifying novel DNA topoisomerase inhibitors: studies on the constituents of Fatsia japonica. J Nat Prod. 1995 Nov;58(11):1647-54. PubMed PMID: 8594141.

6: Choi NH, Jang JY, Choi GJ, Choi YH, Jang KS, Nguyen VT, Min BS, Le Dang Q, Kim JC. Antifungal activity of sterols and dipsacus saponins isolated from Dipsacus asper roots against phytopathogenic fungi. Pestic Biochem Physiol. 2017 Sep;141:103-108. doi: 10.1016/j.pestbp.2016.12.006. Epub 2016 Dec 18. PubMed PMID: 28911735.

7: Aftab K, Shaheen F, Mohammad FV, Noorwala M, Ahmad VU. Phyto-pharmacology of saponins from Symphytum officinale L. Adv Exp Med Biol. 1996;404:429-42. PubMed PMID: 8957312.

8: Park MJ, Hahn DR. Saponins from the stem bark of Kalopanax pictum var. magnificum (I). Arch Pharm Res. 1991 Mar;14(1):7-11. PubMed PMID: 10319113.

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Cauloside A