| Identification | Back Directory | [Name]
(18R)-5-Oxo-14,18-epoxy-3,4-didehydroophiobola-7,19-diene-25-al | [CAS]
6026-65-9 | [Synonyms]
Anhydroophiobolin
Anhydroophiobolin A
14,17- Epoxy-5-oxo-3, 7, 18-ophiobolatrien-21-al
(18R)-14,18-Epoxy-5-oxoophiobola-3,7,19-trien-25-al
(18R)-5-Oxo-14,18-epoxy-3,4-didehydroophiobola-7,19-diene-25-al
Spiro[dicyclopenta[a,d]cyclooctene-3(1H),2'(3'H)-furan]-6-carboxaldehyde, 2,3a,4,4',5',6a,7,9a,10,10a-decahydro-3',9,10a-trimethyl-5'-(2-methyl-1-propen-1-yl)-7-oxo-, (2'S,3'S,3aR,5'R,6aS,9aS,10aR)- | [Molecular Formula]
C25H34O3 | [MDL Number]
MFCD33021142 | [MOL File]
6026-65-9.mol | [Molecular Weight]
382.54 |
| Chemical Properties | Back Directory | [Melting point ]
136 °C | [Boiling point ]
520.6±50.0 °C(Predicted) | [density ]
1.10±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [form ]
A solid |
| Hazard Information | Back Directory | [Description]
Anhydroophiobolin A is an ophiobolin fungal metabolite that has been found in C. heterostrophus fermentation broths. It is cytotoxic to HepG2 and K562 cancer cells (IC50s = 55.7 and 39.5 μM, respectively). | [Uses]
3-Anhydroophiobolin A is the dehydrated analogue of ophiobolin A and is a major member of the ophiobolin complex of phytotoxic metabolites produced by many species of the genus Bipolaris. Like all ophiobolins, 3-anhydroophiobolin A possesses a broad biological profile with antibacterial, antifungal, antitumour, herbicidal and nematocidal activities. | [storage]
Store at -20°C | [References]
[1] ERGUANG LI. Microbial Metabolites of Ophiobolin A and Antimicrobial Evaluation of Ophiobolins[J]. Journal of Natural Products , 1995, 58 1: 74-81. DOI: 10.1021/np50115a009
[2] QUAN-XIN WANG . 3-Anhydro-6-hydroxy-ophiobolin A, a new sesterterpene inhibiting the growth of methicillin-resistant Staphylococcus aureus and inducing the cell death by apoptosis on K562, from the phytopathogenic fungus Bipolaris oryzae[J]. Bioorganic & Medicinal Chemistry Letters, 2013, 23 12: Pages 3547-3550. DOI: 10.1016/j.bmcl.2013.04.034 |
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