MedKoo Cat#: 593036 | Name: Gliorosein

Description:

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

Gliorosein is a fungal secondary metabolite produced by Gliocladium species, structurally classified as a dimethoxy-dimethylcyclohexene-dione derivative. It exhibits moderate antimicrobial and cytotoxic activity, likely through redox cycling and the generation of reactive oxygen species (ROS), contributing to oxidative stress in target cells. As a quinone-based compound, gliorosein may also interfere with cellular respiration by disrupting electron transport processes in microbial and tumor cells.

Chemical Structure

Gliorosein
Gliorosein
CAS#4373-40-4

Theoretical Analysis

MedKoo Cat#: 593036

Name: Gliorosein

CAS#: 4373-40-4

Chemical Formula: C10H14O4

Exact Mass: 198.0892

Molecular Weight: 198.22

Elemental Analysis: C, 60.59; H, 7.12; O, 32.29

Price and Availability

Size Price Availability Quantity
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Gliorosein; Gliorosein, (+)-; (+)-Gliorosein;
IUPAC/Chemical Name
2-Cyclohexene-1,4-dione, 2,3-dimethoxy-5,6-dimethyl-, (5S,6S)-
InChi Key
OTGRRZBXIQUVOS-WDSKDSINSA-N
InChi Code
InChI=1S/C10H14O4/c1-5-6(2)8(12)10(14-4)9(13-3)7(5)11/h5-6H,1-4H3/t5-,6-/m0/s1
SMILES Code
O=C1C(OC)=C(OC)C([C@@H](C)[C@@H]1C)=O
Appearance
Solid powder
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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Biological target:
Gliorosein is a fungal metabolite isolated from Gliocladium. Gliorosein is isomeric with the quinol but shows a different ultraviolet absorption spectrum.
In vitro activity:
TBD
In vivo activity:
TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 198.22 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
Formulation protocol:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
1: Klink JW, Dropkin VH, Mitchell JE. Studies on the Host-finding Mechanisms of Neotylenchus linfordi. J Nematol. 1970 Apr;2(2):106-17. PubMed PMID: 19322281; PubMed Central PMCID: PMC2618723. 2: Steward MW, Packter NM. Incorporation of 5-methylorcylaldehyde and methionine into the acetogenin (polyketide) gliorosein in Gliocladium roseum I.M.I. 93065. Biochem J. 1968 Aug;109(1):1-11. PubMed PMID: 5691382; PubMed Central PMCID: PMC1186745. 3: Packter NM, Steward MW. Studies on the biosynthesis of phenols in fungi. Biosynthesis of 3,4-dimethoxy-6-methyltoluquinol and gliorosein in Gliocladium roseum I.M.I. 93 065. Biochem J. 1967 Jan;102(1):122-32. PubMed PMID: 6067663; PubMed Central PMCID: PMC1270218. 4: STEWARD MW, PACKTER NM. BIOSYNTHESIS OF GLIOROSEIN IN GLIOCLADIUM ROSEUM I.M.I. 93065. Biochem J. 1965 Jun;95:26C-28C. PubMed PMID: 14342488.