Structure Database (LMSD)

Common Name
3-O-(2-O-(2E-decenoyl)-alpha-L-rhamnopyranosyl-(1-2)-alpha-L-rhamnopyranosyl)-3-hydroxydecanoic acid
Systematic Name
3-O-(2-O-(2E-decenoyl)-α-L-rhamnopyranosyl-(1-2)-α-L-rhamnopyranosyl)-3-hydroxydecanoic acid
Synonyms
  • Rhamnolipid B
LM ID
LMFA13030007
Formula
C42H74O14
Exact Mass
Calculate m/z
802.50786
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Rhamnolipids [FA1303]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pseudomonas aeruginosa (#287)
Gammaproteobacteria (#1236)
Astonishing diversity of natural surfactants: 1. Glycosides of fatty acids and alcohols.,
Lipids, 2004
Pubmed ID: 15691016

String Representations

InChiKey (Click to copy)
PTDAXISVTVRQGK-XTEQUWNSSA-N
InChi (Click to copy)
InChI=1S/C42H74O14/c1-6-9-12-15-16-19-22-25-33(45)55-39-37(49)35(47)29(5)52-42(39)56-40-38(50)36(48)28(4)51-41(40)54-31(24-21-18-14-11-8-3)27-34(46)53-30(26-32(43)44)23-20-17-13-10-7-2/h22,25,28-31,35-42,47-50H,6-21,23-24,26-27H2,1-5H3,(H,43,44)/b25-22+/t28-,29-,30?,31?,35-,36-,37+,38+,39+,40+,41-,42-/m0/s1
SMILES (Click to copy)
O([C@H]1[C@H](O[C@H]2[C@H](OC(=O)/C=C/CCCCCCC)[C@H](O)[C@@H](O)[C@H](C)O2)[C@H](O)[C@@H](O)[C@H](C)O1)C(CCCCCCC)CC(=O)OC(CCCCCCC)CC(=O)O

Other Databases

PubChem CID
14495943

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 2
Aromatic Rings 0
Rotatable Bonds 31
Van der Waals Molecular Volume 822.94
Topological Polar Surface Area 211.88
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 14
logP 9.45
Molar Refractivity 214.48

Admin

Created at
-
Updated at
14th May 2021