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

MedKoo CAT#: 564494

CAS#: 22571-95-5

Description: Symphytine is a natural inducer of hepatic tumors. Symphytine interacts with DNA in liver endothelial cells and hepatocytes, resulting in DNA damage, mutation induction, and cancer development.

Chemical Structure

CAS# 22571-95-5

Theoretical Analysis

MedKoo Cat#: 564494
Name: Symphytine
CAS#: 22571-95-5
Chemical Formula: C20H31NO6
Exact Mass: 381.2151
Molecular Weight: 381.47
Elemental Analysis: C, 62.97; H, 8.19; N, 3.67; O, 25.16

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 or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Symphytine

IUPAC/Chemical Name: (1R,7aR)-7-((((3S)-2,3-dihydroxy-2-isopropylbutanoyl)oxy)methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl (E)-2-methylbut-2-enoate


InChi Code: InChI=1S/C20H31NO6/c1-6-13(4)18(23)27-16-8-10-21-9-7-15(17(16)21)11-26-19(24)20(25,12(2)3)14(5)22/h6-7,12,14,16-17,22,25H,8-11H2,1-5H3/b13-6+/t14-,16+,17+,20-/m0/s1

SMILES Code: O=C(/C(C)=C/C)O[C@H]1[C@@H]2N(CC=C2COC(C(C(C)C)(O)[C@@H](O)C)=O)CC1

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 381.47 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

Molarity Calculator

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Reconstitution Calculator

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1: Hirono I, Haga M, Fujii M, Matsuura S, Matsubara N, Nakayama M, Furuya T, Hikichi M, Takanashi H, Uchida E, Hosaka S, Ueno I. Induction of hepatic tumors in rats by senkirkine and symphytine. J Natl Cancer Inst. 1979 Aug;63(2):469-72. PubMed PMID: 287835.

2: Brauchli J, Lüthy J, Zweifel U, Schlatter C. Pyrrolizidine alkaloids from Symphytum officinale L. and their percutaneous absorption in rats. Experientia. 1982 Sep 15;38(9):1085-7. PubMed PMID: 7128756.

3: Stickel F, Seitz HK. The efficacy and safety of comfrey. Public Health Nutr. 2000 Dec;3(4A):501-8. Review. PubMed PMID: 11276298.

4: Kim NC, Oberlies NH, Brine DR, Handy RW, Wani MC, Wall ME. Isolation of symlandine from the roots of common comfrey (Symphytum officinale) using countercurrent chromatography. J Nat Prod. 2001 Feb;64(2):251-3. PubMed PMID: 11430014.

5: Oberlies NH, Kim NC, Brine DR, Collins BJ, Handy RW, Sparacino CM, Wani MC, Wall ME. Analysis of herbal teas made from the leaves of comfrey (Symphytum officinale): reduction of N-oxides results in order of magnitude increases in the measurable concentration of pyrrolizidine alkaloids. Public Health Nutr. 2004 Oct;7(7):919-24. PubMed PMID: 15482618.

6: Mei N, Guo L, Fu PP, Fuscoe JC, Luan Y, Chen T. Metabolism, genotoxicity, and carcinogenicity of comfrey. J Toxicol Environ Health B Crit Rev. 2010 Oct;13(7-8):509-26. doi: 10.1080/10937404.2010.509013. PubMed PMID: 21170807; PubMed Central PMCID: PMC5894094.