Terrecyclic acid A

Base Information

Chemical Name:Terrecyclic acid A
CAS No.:83058-94-0
Molecular Formula:C₁₅H₂₀O₃
Molecular Weight:248.322
Hs Code.:
UNII:N3373G7D58
Metabolomics Workbench ID:104914
Nikkaji Number:J134.100F
Wikidata:Q27284458
Mol file:83058-94-0.mol

Synonyms:terrecyclic acid A

Suppliers and Price of Terrecyclic acid A

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
TerrecyclicAcid
2.5mg
$ 375.00

Cayman Chemical
Terrecyclic Acid
1mg
$ 169.00

Cayman Chemical
Terrecyclic Acid
5mg
$ 761.00

American Custom Chemicals Corporation
TERRECYCLIC ACID A 95.00%
5MG
$ 499.36

AK Scientific
TerrecyclicacidA
5mg
$ 1127.00

Total 28 raw suppliers

Chemical Property of Terrecyclic acid A

Chemical Property:

Vapor Pressure:5.43E-08mmHg at 25°C
Boiling Point:413.4°C at 760 mmHg
Flash Point:218°C
PSA：85.18000
Density:1.18g/cm³
LogP:1.58340
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:248.14124450
Heavy Atom Count:18
Complexity:462

Purity/Quality:

99% ^*data from raw suppliers

TerrecyclicAcid ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(CC23C(CCC1C2CC(=O)C3=C)C(=O)O)C
Isomeric SMILES:CC1(C[C@@]23[C@@H](CC[C@@H]1[C@H]2CC(=O)C3=C)C(=O)O)C
Uses Terrecyclic acid is a sesquiterpene metabolite produced by Aspergillus terreus, first reported by researchers at the Universities of Osaka and Tokyo in 1982. Terrecyclic acid possesses broad spectrum antimicrobial and antitumor activity. Terrecyclic acid induces the heat shock protein response and affects oxidative and inflammatory cellular stress response pathways. No studies of the mode of action of terrecyclic acid have been published. Terrecyclic Acid is an antimicrobial which induces heat shock protein response.

Technology Process of Terrecyclic acid A

There total 19 articles about Terrecyclic acid A which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

: 78739-66-9,117557-25-2,132831-49-3,132831-50-6
(3R*,3aR*,7R*,7S*)-octahydro-3-(hydroxymethyl)-8,8-dimethyl-2-oxo-3a,7-ethano-3aH-indene-4-carboxylic acid

: 78739-67-0,83058-94-0,93219-11-5
(3aR*,4S*,7S*,7aS*)-octahydro-8,8-dimethyl-3-methylene-2-oxo-3a,7-ethano-3aH-indene-4-carboxylic acid

Guidance literature:: With toluene-4-sulfonic acid; In benzene; at 40 - 50 ℃; for 0.333333h;
DOI:10.1021/ja00404a026

Reference yield: 67.0%

: 79060-04-1
(2R,3S,3aS,4S,7S,7aS)-3-Acetoxymethyl-2-hydroxy-8,8-dimethyl-octahydro-3a,7-ethano-indene-4-carboxylic acid

: 78739-67-0,83058-94-0,93219-11-5
(3aR*,4S*,7S*,7aS*)-octahydro-8,8-dimethyl-3-methylene-2-oxo-3a,7-ethano-3aH-indene-4-carboxylic acid

Guidance literature:: With pyridinium chlorochromate;
DOI:10.1021/ja00405a091

Reference yield:

: 78739-64-7,82978-37-8,102849-98-9,117557-24-1,132831-32-4
(1R^*,6S^*,7S^*)-10,10-dimethyl-4-oxotricyclo<4.3.2.0^2,6>undec-2-en-7-carboxylic acid

: 78739-67-0,83058-94-0,93219-11-5
(3aR*,4S*,7S*,7aS*)-octahydro-8,8-dimethyl-3-methylene-2-oxo-3a,7-ethano-3aH-indene-4-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide / 1.) THF, -23 deg C, 1.25 h, 2.) 5 min

2: hydrogen / 5percent Pd-C / methanol / 1 h / Ambient temperature

3: 190 - 195 °C

With hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In methanol;
DOI:10.1021/ja00404a026