Rha-Rha-C8-C8 (PAMDB120637)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120637
Identification
Name: Rha-Rha-C8-C8
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.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
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)octanoyl)oxy)octanoic acid
Chemical Formula: C28H50O13
Average Molecular Weight: 594.6888
Monoisotopic Molecular Weight: 594.3251
InChI Key: CTNCHRLVUQGHTG-XBRWYCSZSA-N
InChI:InChI=1S/C28H50O13/c1-5-7-9-11-17(13-19(29)30)39-20(31)14-18(12-10-8-6-2)40-28-26(24(35)22(33)16(4)38-28)41-27-25(36)23(34)21(32)15(3)37-27/h15-18,21-28,32-36H,5-14H2,1-4H3,(H,29,30)/t15-,16-,17+,18+,21-,22-,23+,24+,25+,26+,27-,28-/m0/s1
CAS number: Not Available
IUPAC Name:Not Available
Traditional IUPAC Name: Not Available
SMILES:O=C(O[C@H](CCCCC)CC(O)=O)C[C@@H](CCCCC)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
Chemical Taxonomy
Taxonomy DescriptionNot Available
Kingdom Not Available
Super ClassNot Available
Class Not Available
Sub ClassNot Available
Direct Parent Not Available
Alternative Parents Not Available
Substituents Not Available
Molecular Framework Not Available
External Descriptors Not Available
Physical Properties
State: Not Available
Charge:Not Available
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Boiling Point 1604.47 [K]ChemDraw
Melting Point 960.29 [K}ChemDraw
Critical Temp 1706.17 [K]ChemDraw
Critical Pres 9.51 [Bar]ChemDraw
Critical Vol 1672.5 [cm3/mol]ChemDraw
Gibbs Energy -1553.4 [kJ/mol]ChemDraw
Log P 1.45ChemDraw
MR 143.52 [cm3/mol]ChemDraw
Henry's Law 34.03ChemDraw
Heat of Form -2643.03 [kJ/mol]ChemDraw
tPSA 201.67ChemDraw
CLogP 2.805ChemDraw
CMR 14.5645ChemDraw
Biological Properties
Cellular Locations: Not Available
Reactions:Not Available
Pathways: Not Available
Spectra
Spectra: Not Available
References
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
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links: Not Available