MedKoo Cat#: 145992 | Name: Galbacin

Description:

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

Galbacin is a natural bioactive compound found in plants like Galba species. It has been shown to exhibit antimicrobial, anti-inflammatory, and potential anticancer properties. Galbacin works by modulating cellular pathways that regulate oxidative stress and inflammation, which may contribute to its ability to protect cells from damage and support immune function. Its applications are being explored in the development of therapeutic agents for infections, chronic inflammatory conditions, and cancer prevention.

Chemical Structure

Galbacin
Galbacin
CAS#528-64-3

Theoretical Analysis

MedKoo Cat#: 145992

Name: Galbacin

CAS#: 528-64-3

Chemical Formula: C20H20O5

Exact Mass: 340.1300

Molecular Weight: 340.38

Elemental Analysis: C, 70.58; H, 5.92; O, 23.50

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Galbacin;
IUPAC/Chemical Name
5,5'-((2S,3S,4S,5S)-3,4-dimethyltetrahydrofuran-2,5-diyl)bis(benzo[d][1,3]dioxole)
InChi Key
QFUXQRHAJWXPGP-HIGYNYDNSA-N
InChi Code
1S/C20H20O5/c1-11-12(2)20(14-4-6-16-18(8-14)24-10-22-16)25-19(11)13-3-5-15-17(7-13)23-9-21-15/h3-8,11-12,19-20H,9-10H2,1-2H3/t11-,12-,19-,20-/m0/s1
SMILES Code
C[C@H]1[C@H](C)[C@H](O[C@@H]1C2=CC3=C(OCO3)C=C2)C4=CC5=C(OCO5)C=C4
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

Preparing Stock Solutions

The following data is based on the product molecular weight 340.38 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: Henrion S, Macé A, Vallejos MM, Roisnel T, Carboni B, Villalgordo JM, Carreaux F. Asymmetric synthesis of trans-4,5-disubstituted γ-butyrolactones involving a key allylboration step. First access to (-)-nicotlactone B and (-)-galbacin. Org Biomol Chem. 2018 Mar 7;16(10):1672-1678. doi: 10.1039/c8ob00101d. PMID: 29446433. 2: Choi H, Han J, Choi J, Lee K. Divergent Syntheses of (-)-Chicanine, (+)-Fragransin A2, (+)-Galbelgin, (+)-Talaumidin, and (+)-Galbacin via One-Pot Homologative γ-Butyrolactonization. Molecules. 2024 Feb 2;29(3):701. doi: 10.3390/molecules29030701. PMID: 38338445; PMCID: PMC10856021. 3: Luo HY, Xie YY, Song XF, Dong JW, Zhu D, Chen ZM. Lewis base-catalyzed asymmetric sulfenylation of alkenes: construction of sulfenylated lactones and application to the formal syntheses of (-)-nicotlactone B and (-)-galbacin. Chem Commun (Camb). 2019 Aug 14;55(63):9367-9370. doi: 10.1039/c9cc04758a. Epub 2019 Jul 18. PMID: 31317982. 4: Zhou J, Wang W, Zuo F, Liu S, Mosim Amin P, Zhong K, Bai R, Wang Y. Catalyst- Controlled Divergent Generations and Transformations of α-Carbonyl Cations from Alkynes. Angew Chem Int Ed Engl. 2023 Dec 4;62(49):e202302545. doi: 10.1002/anie.202302545. Epub 2023 Oct 31. PMID: 37856619. 5: Rücker G, Langmann B, de Siqueira NS. Inhaltsstoffe von Aristolochia triangularis [Constituents of Aristolochia triangularis]. Planta Med. 1981 Feb;41(2):143-9. German. doi: 10.1055/s-2007-971691. PMID: 17401831. 6: Nguyen PH, Le TV, Kang HW, Chae J, Kim SK, Kwon KI, Seo DB, Lee SJ, Oh WK. AMP-activated protein kinase (AMPK) activators from Myristica fragrans (nutmeg) and their anti-obesity effect. Bioorg Med Chem Lett. 2010 Jul 15;20(14):4128-31. doi: 10.1016/j.bmcl.2010.05.067. Epub 2010 Jun 10. PMID: 20541406. 7: Sung SH, Kim YC. Hepatoprotective diastereomeric lignans from Saururus chinensis herbs. J Nat Prod. 2000 Jul;63(7):1019-21. doi: 10.1021/np990499e. PMID: 10924192. 8: Khan MA, Srivastava V, Kabir M, Samal M, Insaf A, Ibrahim M, Zahiruddin S, Ahmad S. Development of Synergy-Based Combination for Learning and Memory Using in vitro, in vivo and TLC-MS-Bioautographic Studies. Front Pharmacol. 2021 Jul 2;12:678611. doi: 10.3389/fphar.2021.678611. PMID: 34276370; PMCID: PMC8283279. 9: Lee JS, Kim J, Yu YU, Kim YC. Inhibition of phospholipase Cgamma1 and cancer cell proliferation by lignans and flavans from Machilus thunbergii. Arch Pharm Res. 2004 Oct;27(10):1043-7. doi: 10.1007/BF02975429. PMID: 15554262. 10: Rao KV, Rao NS. Chemistry of Saururus cernuus, VI: Three new neolignans. J Nat Prod. 1990 Jan-Feb;53(1):212-5. doi: 10.1021/np50067a036. PMID: 2161446. 11: Li G, Lee CS, Woo MH, Lee SH, Chang HW, Son JK. Lignans from the bark of Machilus thunbergii and their DNA topoisomerases I and II inhibition and cytotoxicity. Biol Pharm Bull. 2004 Jul;27(7):1147-50. doi: 10.1248/bpb.27.1147. PMID: 15256759. 12: Zhu M, Tan N, Ji C, Xu J, He W, Zhang Y. [Chemical constituents from petroleum ether fraction of ethanol extract of Acorus tatarinowii]. Zhongguo Zhong Yao Za Zhi. 2010 Jan;35(2):173-6. Chinese. PMID: 20394287. 13: Oliveira SQ, Kratz JM, Chaves VC, Guimarães TR, Costa DTM, Dimitrakoudi S, Vontzalidou A, Bordignon SAL, Simionato CP, Steindel M, Reginatto FH, Simões CMO, Schenkel EP. Chemical Constituents and Pharmacology properties of Aristolochia triangularis: a south brazilian highly-consumed botanical with multiple bioactivities. An Acad Bras Cienc. 2019 Aug 12;91(3):e20180621. doi: 10.1590/0001-3765201920180621. PMID: 31411258. 14: Yu YU, Kang SY, Park HY, Sung SH, Lee EJ, Kim SY, Kim YC. Antioxidant lignans from Machilus thunbergii protect CCl4-injured primary cultures of rat hepatocytes. J Pharm Pharmacol. 2000 Sep;52(9):1163-9. doi: 10.1211/0022357001774949. PMID: 11045899. 15: Zhu M, Zhu H, Tan N, Zeng G, Zeng Z, Chu H, Wang H, Xia Z, Wu R. The effects of Acorus tatarinowii Schott on 5-HT concentrations, TPH2 and 5-HT1B expression in the dorsal raphe of exercised rats. J Ethnopharmacol. 2014 Dec 2;158 Pt A:431-6. doi: 10.1016/j.jep.2014.10.026. Epub 2014 Nov 5. PMID: 25456438. 16: da Silva T, Lopes LM. Aryltetralone lignans and 7,8-seco-lignans from Holostylis reniformis. Phytochemistry. 2004 Mar;65(6):751-9. doi: 10.1016/j.phytochem.2004.01.004. PMID: 15016571.