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MedKoo Cat#: 145967 | Name: Acuminatin

Description:

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

Acuminatin is a flavonoid compound isolated from plants such as Acacia species. It has demonstrated potential in various pharmacological applications, including anti-inflammatory, antioxidant, and anticancer properties. Acuminatin’s mechanism of action involves the inhibition of key enzymes involved in inflammation and oxidative stress, as well as the modulation of signaling pathways that regulate cell growth and apoptosis. These properties make it a promising candidate for the development of therapeutic agents in treating conditions like cancer, chronic inflammation, and other oxidative stress-related diseases.

Chemical Structure

Acuminatin
Acuminatin
CAS#41744-39-2

Theoretical Analysis

MedKoo Cat#: 145967

Name: Acuminatin

CAS#: 41744-39-2

Chemical Formula: C21H24O4

Exact Mass: 340.1700

Molecular Weight: 340.42

Elemental Analysis: C, 74.09; H, 7.11; O, 18.80

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
Acuminatin;
IUPAC/Chemical Name
(2R,3R)-2-(3,4-dimethoxyphenyl)-7-methoxy-3-methyl-5-((E)-prop-1-en-1-yl)-2,3-dihydrobenzofuran
InChi Key
ITFKWUHXYCXXFF-XSOBDOKWSA-N
InChi Code
1S/C21H24O4/c1-6-7-14-10-16-13(2)20(25-21(16)19(11-14)24-5)15-8-9-17(22-3)18(12-15)23-4/h6-13,20H,1-5H3/b7-6+/t13-,20-/m1/s1
SMILES Code
COC1=C2O[C@H]([C@H](C)C2=CC(\C=C\C)=C1)C3=CC(OC)=C(OC)C=C3
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 340.42 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.

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: Tsai IL, Chen JH, Duh CY, Chen IS. Cytotoxic neolignans and butanolides from Machilus obovatifolia. Planta Med. 2001 Aug;67(6):559-61. doi: 10.1055/s-2001-16480. PMID: 11509982. 2: Ding DD, Wang YH, Chen YH, Mei RQ, Yang J, Luo JF, Li Y, Long CL, Kong Y. Amides and neolignans from the aerial parts of Piper bonii. Phytochemistry. 2016 Sep;129:36-44. doi: 10.1016/j.phytochem.2016.07.004. Epub 2016 Jul 21. PMID: 27452451. 3: Hu BH, Zhou LD, Liu YL. [Acuminatin from the aerial part of Epimedium acuminatum]. Yao Xue Xue Bao. 1992;27(5):397-400. Chinese. PMID: 1442064. 4: 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. 5: Roy SC, Rana KK, Guin C. Short and stereoselective total synthesis of furano lignans (+/-)-dihydrosesamin, (+/-)-lariciresinol dimethyl ether, (+/-)-acuminatin methyl ether, (+/-)-sanshodiol methyl ether, (+/-)-lariciresinol, (+/-)-acuminatin, and (+/-)-lariciresinol monomethyl ether and furofuran lignans (+/-)-sesamin, (+/-)-eudesmin, (+/-)-piperitol methyl ether, (+/-)-pinoresinol, (+/-)-piperitol, and (+/-)-pinoresinol monomethyl ether by radical cyclization of epoxides using a transition-metal radical source. J Org Chem. 2002 May 17;67(10):3242-8. doi: 10.1021/jo010857u. PMID: 12003531. 6: Barros LF, Barison A, Salvador MJ, de Mello-Silva R, Cabral EC, Eberlin MN, Stefanello ME. Constituents of the leaves of Magnolia ovata. J Nat Prod. 2009 Aug;72(8):1529-32. doi: 10.1021/np900203y. PMID: 19658431. 7: 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. 8: 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. 9: Holtrop K, McNeil Smith S, Scott JC. Associations between positive parenting practices and child externalizing behavior in underserved Latino immigrant families. Fam Process. 2015 Jun;54(2):359-75. doi: 10.1111/famp.12105. Epub 2014 Oct 6. PMID: 25287585; PMCID: PMC4666495. 10: Barros LF, Ehrenfried CA, Riva D, Barison A, de Mello-Silva R, Stefanello ME. Essential oil and other constituents from Magnolia ovata fruit. Nat Prod Commun. 2012 Oct;7(10):1365-7. PMID: 23157012. 11: Ma Y, Han GQ, Wang YY. [PAF antagonistic benzofuran neolignans from Piper kadsura]. Yao Xue Xue Bao. 1993;28(5):370-3. Chinese. PMID: 8237383. 12: Wong SM, Antus S, Gottsegen A, Fessler B, Rao GS, Sonnenbichler J, Wagner H. Wedelolactone and coumestan derivatives as new antihepatotoxic and antiphlogistic principles. Arzneimittelforschung. 1988 May;38(5):661-5. PMID: 2458108. 13: Zhang HF, Yan LH, Zhang QW, Wang ZM. [Flavonoids from leaves of Epimedium pubescens]. Zhongguo Zhong Yao Za Zhi. 2013 Jun;38(12):1942-6. Chinese. PMID: 24066589.

View History

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