Ustusolate C
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| Category | Bioactive by-products |
| Catalog number | BBF-04366 |
| CAS | 1188398-15-3 |
| Molecular Weight | 404.50 |
| Molecular Formula | C23H32O6 |
| Purity | 97.0% |
Ordering Information
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BBF-04366 | 1 mg | $629 | In stock |
Online Inquiry
Add to cartDescription
Ustusolate C is produced by Aspergillus ustus. Study shows that it has moderate cytotoxicity against A549 and HL-60 cells.
Specification
| Synonyms | 9α-hydroxy-6β-(7-hydroxyocta-2E,4E-dienoyloxy)-5α-drim-7-en-11,12-olide; 2,4-Octadienoic acid, 7-hydroxy-, (5R,5aS,9aS,9bS)-1,3,5,5a,6,7,8,9,9a,9b-decahydro-9b-hydroxy-6,6,9a-trimethyl-1-oxonaphtho[1,2-c]furan-5-yl ester, (2E,4E)- |
| Storage | Store at 2-8°C |
| IUPAC Name | [(5R,5aS,9aS,9bS)-9b-hydroxy-6,6,9a-trimethyl-1-oxo-3,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl] (2E,4E)-7-hydroxyocta-2,4-dienoate |
| Canonical SMILES | CC(CC=CC=CC(=O)OC1C=C2COC(=O)C2(C3(C1C(CCC3)(C)C)C)O)O |
| InChI | InChI=1S/C23H32O6/c1-15(24)9-6-5-7-10-18(25)29-17-13-16-14-28-20(26)23(16,27)22(4)12-8-11-21(2,3)19(17)22/h5-7,10,13,15,17,19,24,27H,8-9,11-12,14H2,1-4H3/b6-5+,10-7+/t15?,17-,19+,22+,23+/m1/s1 |
| InChI Key | GWQSYRUODDDVOT-WMQXXUAISA-N |
Properties
| Appearance | Oily Matter |
| Boiling Point | 570.0±50.0°C at 760 mmHg |
| Density | 1.2±0.1 g/cm3 |
| Solubility | Soluble in Methanol |
Reference Reading
1. Cytotoxic Drimane-Type Sesquiterpenes from Co-Culture of the Marine-Derived Fungi Aspergillus carneus KMM 4638 and Beauveria felina (= Isaria felina) KMM 4639
Olesya I Zhuravleva, Elena B Belousova, Galina K Oleinikova, Alexandr S Antonov, Yuliya V Khudyakova, Anton B Rasin, Roman S Popov, Ekaterina S Menchinskaya, Phan Thi Hoai Trinh, Anton N Yurchenko, Ekaterina A Yurchenko Mar Drugs. 2022 Sep 19;20(9):584. doi: 10.3390/md20090584.
Chemical investigation of a coculture of the marine-derived fungi Beauveria felina KMM 4639 and Aspergillus carneus KMM 4638 led to the identification of three new drimane-type sesquiterpenes, asperflavinoids B, D and E (2, 4, 5), and nine previously reported related compounds. The structures of these compounds were established using spectroscopic methods and by comparison with known analogues. We also investigated the cytotoxic activity of the isolated compounds against several cancer and normal cell lines. Asperflavinoid C (3) and ustusolate E (9) exerted a significant effect on human breast cancer MCF-7 cell viability, with IC50 values of 10 µM, and induced in caspase-dependent apoptosis and arrest of the MCF-7 cell cycle in the G2/M phase in these cells.
2. Sesquiterpenoids and benzofuranoids from the marine-derived fungus Aspergillus ustus 094102
Zhenyu Lu, Yi Wang, Chengdu Miao, Peipei Liu, Kui Hong, Weiming Zhu J Nat Prod. 2009 Oct;72(10):1761-7. doi: 10.1021/np900268z.
Eight drimane sesquiterpenes (1-8), six isochromane derivatives (9-14), and three known compounds, daldinin B (15), 9alpha-hydroxy-6beta-[(2E,4E,6E)-octa-2,4,6-trienoyloxy]-5alpha-drim-7-en-11,12-olide (16), and pergillin (17), were isolated from the EtOAc extract of the marine-derived fungus Aspergillus ustus 094102. The structures of the new compounds were elucidated on the basis of spectroscopic analysis. The cytotoxic effects on A549 and HL-60 cell lines were evaluated by SRB and MTT methods. Ustusorane E (13) showed significant cytotoxicity against HL-60 cells with an IC50 value of 0.13 microM. Ustusolates C (6) and E (8) exhibited moderate cytotoxicity against A549 and HL-60 cells with IC50 values of 10.5 and 9.0 microM, respectively, and ustusolate A (4) showed weak cytotoxicity against HL-60 and A549 cells with IC50 values of 20.6 and 30.0 microM, respectively.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
