Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C28H42O6 |
Molecular Weight | 474.6295 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 10 / 10 |
E/Z Centers | 3 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC[C@H]1O[C@H](CC=C1C)C(\C)=C\[C@H](C)\C=C\[C@H]2[C@@H](C)[C@@H]2\C=C\[C@@H]3O[C@H](CC(O)=O)C[C@H](O)[C@H]3O
InChI
InChIKey=TYIXBSJXUFTELJ-LQJOTGEPSA-N
InChI=1S/C28H42O6/c1-6-24-17(3)8-11-25(34-24)18(4)13-16(2)7-9-21-19(5)22(21)10-12-26-28(32)23(29)14-20(33-26)15-27(30)31/h7-10,12-13,16,19-26,28-29,32H,6,11,14-15H2,1-5H3,(H,30,31)/b9-7+,12-10+,18-13+/t16-,19-,20+,21+,22+,23+,24-,25-,26+,28-/m1/s1
Molecular Formula | C28H42O6 |
Molecular Weight | 474.6295 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 10 / 10 |
E/Z Centers | 3 |
Optical Activity | UNSPECIFIED |
Ambruticin is a natural polyketide isolated from the myxobacteria Sorangium cellulosum. Ambruticin possesses antifungal activity and works by interfering with the osmoregulatory system by activating fungal high osmolarity glycerol (HOG) pathway. This results in an accumulation of intracellular glycerol, which in turn causes water influx and swelling of the cell. This ultimately leads to cellular leakage and cell death. Although ambruticin appeared to be the only oral agent capable of eliciting a high order of biological cure against experimental coccidioidomycosis, research support was discontinued in 1977 because this antibiotic had limited activity against Candida albicans.
Approval Year
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 15:57:29 GMT 2023
by
admin
on
Sat Dec 16 15:57:29 GMT 2023
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Record UNII |
X794618736
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C514
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SUB05398MIG
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X794618736
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CHEMBL522783
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100000087668
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58857-02-6
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C75987
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6918547
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