Gloriosine | CAS#7411-12-3 | biochemical

MedKoo Cat#: 145921 | Name: Gloriosine

Description:

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

Gloriosine is a bioactive compound derived from the plant Gloriosa superba, known for its medicinal properties. It is primarily studied for its potential use in cancer therapy due to its ability to inhibit the growth of tumor cells. Gloriosine works by interfering with the mitotic processes of cancer cells, disrupting their division and ultimately leading to cell death. In addition to cancer research, it has also shown promise in treating inflammatory conditions and as a potential anti-microbial agent.

Chemical Structure

Gloriosine

CAS#7411-12-3

Theoretical Analysis

MedKoo Cat#: 145921

Name: Gloriosine

CAS#: 7411-12-3

Chemical Formula: C21H23NO6

Exact Mass: 385.1500

Molecular Weight: 385.42

Elemental Analysis: C, 65.44; H, 6.02; N, 3.63; O, 24.91

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 #

No Data

Synonym

Gloriosine;

IUPAC/Chemical Name

(S)-N-(1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)formamide

InChi Key

HDSXDWASQCHADG-HNNXBMFYSA-N

InChi Code

1S/C21H23NO6/c1-25-17-8-6-13-14(10-16(17)24)15(22-11-23)7-5-12-9-18(26-2)20(27-3)21(28-4)19(12)13/h6,8-11,15H,5,7H2,1-4H3,(H,22,23)/t15-/m0/s1

SMILES Code

COC1=CC2=C(C(OC)=C1OC)C3=CC=C(OC)C(=O)C=C3[C@H](CC2)NC=O

Appearance

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 385.42 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.

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: Goel B, Dey B, Chatterjee E, Tripathi N, Bhardwaj N, Kumar S, Guru SK, Jain SK. Antiproliferative Potential of Gloriosine: A Lead for Anticancer Drug Development. ACS Omega. 2022 Aug 12;7(33):28994-29001. doi: 10.1021/acsomega.2c02688. PMID: 36033689; PMCID: PMC9404168. 2: Misra A, Chaudhary MK, Singh SP, Tripathi D, Barik SK, Srivastava S. Docking experiments suggest that gloriosine has microtubule-targeting properties similar to colchicine. Sci Rep. 2023 Mar 24;13(1):4854. doi: 10.1038/s41598-023-31187-6. PMID: 36964265; PMCID: PMC10038372. 3: Misra A, Chaudhary MK, Shukla P, Srivastava S. Simultaneous Quantification of Pharmacologically Active Alkaloid Metabolites Colchicine and Gloriosine in Gloriosa Superba L. collected from Western Ghats (India) and Adjoining Areas for the Identification of Elite Chemotype(s). J AOAC Int. 2021 Aug 20;104(4):1155-1166. doi: 10.1093/jaoacint/qsab007. PMID: 33484241. 4: Jana S, Shekhawat GS. Critical review on medicinally potent plant species: Gloriosa superba. Fitoterapia. 2011 Apr;82(3):293-301. doi: 10.1016/j.fitote.2010.11.008. Epub 2010 Nov 6. PMID: 21059382. 5: KUMAR LS. Doubling of chromosomes induced by gloriosine isolated from Gloriosa superba, Linn. Nature. 1953 May 2;171(4357):791-2. doi: 10.1038/172791b0. PMID: 13054717. 6: Misra A, Srivastava S, Shukla PK, Kumar M, Khalid M, Kushwaha P, Agrawal PK. Variability in alkaloid and phenolic content vis-a-vis antigout potential among the natural population of Gloriosa superba (L.) collected from Central India. Nat Prod Res. 2021 Jul;35(14):2444-2448. doi: 10.1080/14786419.2019.1675069. Epub 2019 Oct 14. PMID: 31608665. 7: Misra A, Shukla PK, Kumar B, Chand J, Kushwaha P, Khalid M, Singh Rawat AK, Srivastava S. High-performance Thin-layer Chromatographic-densitometric Quantification and Recovery of Bioactive Compounds for Identification of Elite Chemotypes of Gloriosa superba L. Collected from Sikkim Himalayas (India). Pharmacogn Mag. 2017 Oct;13(Suppl 3):S700-S705. doi: 10.4103/pm.pm_576_16. Epub 2017 Oct 11. PMID: 29142436; PMCID: PMC5669119. 8: Misra A, Mishra P, Kumar B, Shukla PK, Kumar M, Singh SP, Sundaresan V, Adhikari D, Agrawal PK, Barik SK, Srivastava S. Chemodiversity and molecular variability in the natural populations (India) of Gloriosa superba (L.) and correlation with eco- geographical factors for the identification of elite chemotype(s). Fitoterapia. 2021 Apr;150:104831. doi: 10.1016/j.fitote.2021.104831. Epub 2021 Feb 2. PMID: 33545298. 9: Semwal P, Mishra SK, Majhi B, Mishra A, Joshi H, Misra S, Misra A, Srivastava S, Chauhan PS. Bacillus australimaris protect Gloriosa superba L. against Alternaria alternata infestation. World J Microbiol Biotechnol. 2024 Oct 18;40(11):354. doi: 10.1007/s11274-024-04156-y. PMID: 39419894. 10: Premaratna R, Weerasinghe MS, Premawardana NP, de Silva HJ. Gloriosa superba poisoning mimicking an acute infection- a case report. BMC Pharmacol Toxicol. 2015 Sep 28;16:27. doi: 10.1186/s40360-015-0029-6. PMID: 26415509; PMCID: PMC4587877.