MedKoo Cat#: 462711 | Name: Tylophorinidine

Description:

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

Tylophorinidine is an antifungal agent that has shown to inhibit cell growth.

Chemical Structure

Tylophorinidine
Tylophorinidine
CAS#32523-69-6

Theoretical Analysis

MedKoo Cat#: 462711

Name: Tylophorinidine

CAS#: 32523-69-6

Chemical Formula: C22H23NO4

Exact Mass: 365.1627

Molecular Weight: 365.43

Elemental Analysis: C, 72.31; H, 6.34; N, 3.83; O, 17.51

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Tylophorinidine;
IUPAC/Chemical Name
(13aS,14S)-3,7-dimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-6,14-diol
InChi Key
CMFIDYCYVJWPPL-PGRDOPGGSA-N
InChi Code
InChI=1S/C22H23NO4/c1-26-12-5-6-13-14(8-12)15-9-19(24)20(27-2)10-16(15)17-11-23-7-3-4-18(23)22(25)21(13)17/h5-6,8-10,18,22,24-25H,3-4,7,11H2,1-2H3/t18-,22+/m0/s1
SMILES Code
COc(cc1)cc2c1c([C@@H]([C@@H]3CCCN3C4)O)c4c5c2cc(O)c(OC)c5
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 365.43 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: Dhiman M, Parab RR, Manju SL, Desai DC, Mahajan GB. Antifungal activity of hydrochloride salts of tylophorinidine and tylophorinine. Nat Prod Commun. 2012 Sep;7(9):1171-2. PMID: 23074899. 2: Rao KN, Bhattacharya RK, Venkatachalam SR. Inhibition of thymidylate synthase and cell growth by the phenanthroindolizidine alkaloids pergularinine and tylophorinidine. Chem Biol Interact. 1997 Oct 24;106(3):201-12. doi: 10.1016/s0009-2797(97)00065-3. PMID: 9413547. 3: Rao KN, Bhattacharya RK, Veankatachalam SR. Inhibition of thymidylate synthase by pergularinine, tylophorinidine and deoxytubulosine. Indian J Biochem Biophys. 1999 Dec;36(6):442-8. PMID: 10844999. 4: Narasimha Rao K, Bhattacharya RK, Venkatachalam SR. Thymidylate synthase activity in leukocytes from patients with chronic myelocytic leukemia and acute lymphocytic leukemia and its inhibition by phenanthroindolizidine alkaloids pergularinine and tylophorinidine. Cancer Lett. 1998 Jun 19;128(2):183-8. doi: 10.1016/s0304-3835(98)00061-5. Erratum in: Cancer Lett 1998 Dec 11;134(1):119. PMID: 9683281. 5: Rao KN, Venkatachalam SR. Inhibition of dihydrofolate reductase and cell growth activity by the phenanthroindolizidine alkaloids pergularinine and tylophorinidine: the in vitro cytotoxicity of these plant alkaloids and their potential as antimicrobial and anticancer agents. Toxicol In Vitro. 2000 Feb;14(1):53-9. doi: 10.1016/s0887-2333(99)00092-2. PMID: 10699361. 6: Gantait S, Kundu S. Neoteric trends in tissue culture-mediated biotechnology of Indian ipecac [Tylophora indica (Burm. f.) Merrill]. 3 Biotech. 2017 Jul;7(3):231. doi: 10.1007/s13205-017-0865-8. Epub 2017 Jul 6. PMID: 28685479; PMCID: PMC5500466. 7: Gururani R, Patel S, Yaduvanshi N, Dwivedi J, Paliwal S, Sharma S. Tylophora indica (Burm. f.) merr: An insight into phytochemistry and pharmacology. J Ethnopharmacol. 2020 Jul 27;262:113122. doi: 10.1016/j.jep.2020.113122. Epub ahead of print. PMID: 32730871. 8: Huang X, Gao S, Fan L, Yu S, Liang X. Cytotoxic alkaloids from the roots of Tylophora atrofolliculata. Planta Med. 2004 May;70(5):441-5. doi: 10.1055/s-2004-818973. PMID: 15124090. 9: Gao W, Bussom S, Grill SP, Gullen EA, Hu YC, Huang X, Zhong S, Kaczmarek C, Gutierrez J, Francis S, Baker DC, Yu S, Cheng YC. Structure-activity studies of phenanthroindolizidine alkaloids as potential antitumor agents. Bioorg Med Chem Lett. 2007 Aug 1;17(15):4338-42. doi: 10.1016/j.bmcl.2007.05.021. Epub 2007 May 16. PMID: 17531481. 10: Datta G, Gurnani S, Sen G, Mulchandani NB. The interaction of tylophorinidine, a potential leukemic drug, with bovine serum albumin. Biochem Biophys Res Commun. 1981 Aug 14;101(3):995-1002. doi: 10.1016/0006-291x(81)91847-7. PMID: 7306124. 11: Liu Y, Liu J, Yu SS, Huang XZ, Hu YC. [Studies on chemical constituents of Cynanchum forrestii]. Zhongguo Zhong Yao Za Zhi. 2007 Mar;32(6):500-3. Chinese. PMID: 17552154. 12: Ganguly T, Sainis KB. Inhibition of cellular immune responses by Tylophora indica in experimental models. Phytomedicine. 2001 Sep;8(5):348-55. doi: 10.1078/0944-7113-00055. PMID: 11695877.