26808-51-5

Basic information

• Product Name: Debilone
• Synonyms: Debilone;(1aR)-1,1,7β,7aβ-Tetramethyl-3β-hydroxy-1aβ,2,3,5,6,7,7a,7bβ-octahydro-1H-cyclopropa[a]naphthalene-5-one;(1aR,7bβ)-1α,1a,2,3,6,7,7a,7b-Octahydro-3β-hydroxy-1,1,7β,7aβ-tetramethyl-5H-cyclopropa[a]naphthalen-5-one;Debilon
• CAS NO: 26808-51-5
• Molecular Formula: C15H22O2
• Molecular Weight: 234.33398
• Mol File: 26808-51-5.mol

Chemical Properties

• Melting Point: 135 °C
• Boiling Point: 359.0±21.0 °C(Predicted)
• Appearance: /
• Density: 1.11±0.1 g/cm3(Predicted)
• PKA: 14.20±0.70(Predicted)
• CAS DataBase Reference: Debilone(CAS DataBase Reference)
• NIST Chemistry Reference: Debilone(26808-51-5)
• EPA Substance Registry System: Debilone(26808-51-5)

Safety Data

• Hazardous Substances Data: 26808-51-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Debilone is used as an anti-inflammatory and immunosuppressive agent for managing symptoms of various conditions such as rheumatoid arthritis, asthma, lupus, and ulcerative colitis. It helps alleviate pain, swelling, and breathing difficulties associated with these conditions.
However, it is important to note that the use of Debilone also carries potential risks, particularly with long-term use. These risks include increased susceptibility to infections, weight gain, high blood pressure, and osteoporosis. Therefore, patients taking Debilone should be closely monitored by healthcare professionals to manage these potential side effects and ensure safe and effective treatment.

Upstream product

• 17334-55-3 β-gurjunene 

Relevant articles and documents

Biotransformation of aristolane- and 2,3-secoaromadendrane-type sesquiterpenoids having a 1,1-dimethylcyclopropane ring by Chlorella fusca var. vacuolata, Mucor species, and Aspergillus niger

Biotransformation of the aristolane-type sesquiterpene hydrocarbon (+)-1(10)-aristolene (1) from the crude drug Nardostachys chinensis and of the 2,3-secoaromadendrane-type sesquiterpene lactone plagiochilide (2) from the liverwort Plagiochila fruticosa by three microorganisms, Chlorella fusca var. vacuolata, Mucor species, and Aspergillus niger was investigated. C. fusca var. vacuolata and Mucor sp. introduced oxygen function into the cyclohexane ring of aristolene while A. niger oxidized stereoselectively one methyl of the 1,1-dimethyl group on the cyclopropane ring of aristolanes and 2,3-secoaromadendrane to give C-12 primary alcohol and C-12 carboxylic acid. The possible metabolic pathway of the formation of new metabolites is discussed. The stereostructures of new metabolites were established by a combination of NMR spectroscopy including HMBC and NOESY, X-ray crystallographic analysis, and chemical reaction.

MICROBIAL OXIDATION OF TRICYCLIC SESQUITERPENOIDS CONTAINING A DIMETHYLCYCLOPROPANE RING

Clarene was oxidized by Bacillus megaterium and Diplodia gossypina to give allylic calarenols and calarendiols in which either of the geminal methyl groups of the cyclopropane ring was hydroxylated.Globulol was hydroxylated faster and in higher yields than calarene by both strains.In the case of this compound, vicinal diols were formed and, again, either of the geminal methyl groups was oxidized.Only bacterial strains caused 9-hydroxylation.Mycobacterium smegmatis produced globulol-14-exo-14-oic acid in good yields.Of the geminal methyl groups, the one in the exo-orientation was attacked preferentially by all the strains tested.Some of the metabolites formed are stereoisomers of known natural products. Key Word Index: Diplodia gossypina; Deuteromycotina; Bacillus megaterium; Aeroendospora; Mycobacterium smegmatis; Actinobacteria; calarene; globulol; biotransformation; microbial hydroxylation.