Structure Database (LMSD)

Common Name
2-O-alpha-L-rhamnopyranosyl-alpha-L-rhamnopyranosyl-beta-hydroxytetradecanoyl-beta-hydroxytetradecanoate
Systematic Name
3-O-(α-L-rhamnopyranosyl-(1-2)-α-L-rhamnopyranosyl)-3-hydroxytetradecanoyl-3-hydroxytetradecanoic acid
Synonyms
  • 3-O-(alpha-L-rhamnopyranosyl-(1-2)-alpha-L-rhamnopyranosyl)-3-hydroxymyristoyl-hydroxymyristic acid
LM ID
LMFA13030019
Status
Active
Exact Mass
Calculate m/z
762.512945
Formula
C40H74O13
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

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

String Representations

InChiKey (Click to copy)
FGJVMBHDJYETHF-WYFPESHASA-N
InChi (Click to copy)
InChI=1S/C40H74O13/c1-5-7-9-11-13-15-17-19-21-23-29(25-31(41)42)51-32(43)26-30(24-22-20-18-16-14-12-10-8-6-2)52-40-38(36(47)34(45)28(4)50-40)53-39-37(48)35(46)33(44)27(3)49-39/h27-30,33-40,44-48H,5-26H2,1-4H3,(H,41,42)/t27-,28-,29?,30?,33-,34-,35+,36+,37+,38+,39-,40-/m0/s1
SMILES (Click to copy)
O([C@H]1[C@H](O[C@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O2)[C@H](O)[C@@H](O)[C@H](C)O1)C(CCCCCCCCCCC)CC(=O)OC(CCCCCCCCCCC)CC(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Burkholderia pseudomallei (#28450)
Betaproteobacteria (#28216)
Purification and characterization of a cytotoxic exolipid of Burkholderia pseudomallei.,
Infect Immun, 1998
Pubmed ID: 9529085

Other Databases

PubChem CID
101420112

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 2
Aromatic Rings 0
Rotatable Bonds 30
Van der Waals Molecular Volume 784.83
Topological Polar Surface Area 205.81
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 9.11
Molar Refractivity 205.03

Admin

Created at
27th Jul 2020
Updated at
6th Jun 2022