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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 11:54:54 AM |
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Metabolite ID | PAMDB120651 |
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Identification |
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| Name: |
Rha-Rha-C12-C12 |
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| Description: | Rhamnolipids are biosurfactant molecules produced by various bacterial species, including Pseudomonas aeruginosa . In Pseudomonas aeruginosa , rhamnolipid production is mediated by enzymes encoded by the genes rhlA, rhlB, and rhlC. Rhamnolipids have been shown to have antimicrobial activity, but are also shown to have involvement in surface motility, biofilm development, and immune system modulation. |
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Structure |
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| Synonyms: | (R)-3-(((R)-3-(((2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)dodecanoyl)oxy)dodecanoic acid |
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Chemical Formula: |
C36H66O13 |
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| Average Molecular Weight: |
706.91 |
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| Monoisotopic Molecular
Weight: |
706.4503 |
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| InChI Key: |
HEHPNYOEPXSTSZ-RYNILGHDSA-N |
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| InChI: | InChI=1S/C36H66O13/c1-5-7-9-11-13-15-17-19-25(21-27(37)38)47-28(39)22-26(20-18-16-14-12-10-8-6-2)48-36-34(32(43)30(41)24(4)46-36)49-35-33(44)31(42)29(40)23(3)45-35/h23-26,29-36,40-44H,5-22H2,1-4H3,(H,37,38)/t23-,24-,25+,26+,29-,30-,31+,32+,33+,34+,35-,36-/m0/s1 |
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| CAS
number: |
Not Available |
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| IUPAC Name: | Not Available |
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Traditional IUPAC Name: |
Not Available |
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| SMILES: | O=C(O[C@H](CCCCCCCCC)CC(O)=O)C[C@@H](CCCCCCCCC)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O |
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Chemical Taxonomy |
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Taxonomy Description | Not Available |
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Kingdom |
Not Available |
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| Super Class | Not Available |
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Class |
Not Available |
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| Sub Class | Not Available |
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Direct Parent |
Not Available |
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| Alternative Parents |
Not Available |
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| Substituents |
Not Available |
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| Molecular Framework |
Not Available |
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| External Descriptors |
Not Available |
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Physical Properties |
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| State: |
Not Available |
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| Charge: | Not Available |
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Melting point: |
Not Available |
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| Experimental Properties: |
Not Available |
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| Predicted Properties |
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Biological Properties |
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| Cellular Locations: |
Not Available |
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| Reactions: | Not Available |
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Pathways: |
Not Available |
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Spectra |
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| Spectra: |
Not Available |
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References |
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| References: |
- Abdel-Mawgoud AM, Lepine F, Deziel E. Rhamnolipids: diversity of structures, microbial origins, and roles. Appl Microbiol Biotechnol. 2010; 86(5):1323-36. Pubmed: 20336292
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| Synthesis Reference: |
Not Available |
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| Material Safety Data Sheet (MSDS) |
Not Available |
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Links |
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| External Links: |
Not Available |
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