Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C14H22O4 |
Molecular Weight | 254.3221 |
Optical Activity | ( + ) |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 2 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC\C=C\C=C\[C@@H]1C[C@@H](O)[C@@H](O)C(=O)[C@H]1CO
InChI
InChIKey=MPOXQBRZHHNMER-XZQMCIKJSA-N
InChI=1S/C14H22O4/c1-2-3-4-5-6-7-10-8-12(16)14(18)13(17)11(10)9-15/h4-7,10-12,14-16,18H,2-3,8-9H2,1H3/b5-4+,7-6+/t10-,11+,12-,14-/m1/s1
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2366686 Sources: https://www.ncbi.nlm.nih.gov/pubmed/4315640 |
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Target ID: CHEMBL2366634 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26669092 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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PubMed
Title | Date | PubMed |
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Studies in the biochemistry of micro-organisms: Palitantin, C(14)H(22)O(4), a hitherto undescribed metabolic product of Penicillium palitans Westling. | 1936 May |
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A structural relationship between frequentin and palitantin. | 1952 May |
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Studies in the biosynthesis of fungal metabolites. The biosynthesis of palitantin. | 1960 Oct |
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The effect of palitantin, a metabolite of Penicillium frequentans on Leishmania brasiliensis. | 1970 |
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Organocatalytic asymmetric robinson annulation of alpha,beta-unsaturated aldehydes: applications to the total synthesis of (+)-palitantin. | 2007 Oct 26 |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4315640
Leishmania brasiliensis five to eight day-old culture was used for testing. One ml contained 200,000 of organisms. The clear filtrate containing palitantin (0.1 ml) was suc- cessively applied on squares of chromato- graphic paper (1 cm ~) . The paper was then cut into pieces about 1 mm 2 and aseptically inserted into a tube containing 1 ml of Leish- mania brasiliensis culture. After 24 hours of cultivation at 28 C 0.2 ml was pipetted from each tube for the microscopic calculation of dead organisms per field. The pure compound affects Leishmania brasiliensis at concentrations of 50 to 100 ~g/ml.
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SUBSTANCE RECORD