83058-94-0 Usage
Description
Terrecyclic acid A is a sesquiterpene metabolite produced by Aspergillus terreus, first reported by researchers at the Universities of Osaka and Tokyo in 1982. It possesses broad-spectrum antimicrobial and antitumor activity, inducing the heat shock protein response and affecting oxidative and inflammatory cellular stress response pathways.
Uses
Used in Antimicrobial Applications:
Terrecyclic acid A is used as an antimicrobial agent for its ability to induce the heat shock protein response, which helps in combating various types of infections.
Used in Antitumor Applications:
Terrecyclic acid A is used as an antitumor agent for its broad-spectrum activity, targeting and affecting oxidative and inflammatory cellular stress response pathways, potentially leading to the inhibition of tumor growth and progression.
Check Digit Verification of cas no
The CAS Registry Mumber 83058-94-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,3,0,5 and 8 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 83058-94:
(7*8)+(6*3)+(5*0)+(4*5)+(3*8)+(2*9)+(1*4)=140
140 % 10 = 0
So 83058-94-0 is a valid CAS Registry Number.
InChI:InChI=1/C15H20O3/c1-8-12(16)6-11-9-4-5-10(13(17)18)15(8,11)14(2,3)7-9/h9-11H,1,4-7H2,2-3H3,(H,17,18)/t9-,10+,11-,15+/m1/s1
83058-94-0Relevant articles and documents
Total Synthesis of Quadrone and Terrecyclic Acid A
Wender, Paul A.,Wolanin, Donald J.
, p. 4418 - 4420 (2007/10/02)
Syntheses of quadrone (1) and terrecyclic acid A (2a) are described which feature a Diels-Alder cycloaddition, ring expansion sequence for construction of their complex skeletal core and a nickel-mediated coupling reaction which serves as a preparatively useful enone γ-alkylation method.
The Total Synthesis of dl-Quadrone
Danishefsky, Samuel,Vaughan, Kenward,Gadwood, Robert,Tsuzuki, Kazuo
, p. 4136 - 4141 (2007/10/02)
A regio- and stereospecific total synthesis of dl-quadrone (1) is described.The synthesis, which starts with 4,4-dimethylcyclopent-2-en-1-one (5), is accomplished in 19 steps in 3.1percent yield.The key intermediates are the enone ester 4, the iodo ketal 15, the tricyclic keto ester 16, and the hydroxymethyl keto acid 22.The latter as well as the seco acid 2 afford quadrone upon thermolysis.
Total Synthesis of dl-Quadrone
Danishefsky, Samuel,Vaughan, Kenward,Gadwood, Robert C.,Tsuzuki, Kazuo
, p. 4262 - 4263 (2007/10/02)
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