Structure Database (LMSD)

Common Name
Macrolactin R
Systematic Name
7R-β-D-glucopyranosyl-13R,15S-dihydroxy-2Z,4E,8E,10E,16E,18E,23S-tetracosahexenyl-23-olide
Synonyms
LM ID
LMFA07040108
Status
Active
Exact Mass
Calculate m/z
564.29345
Formula
C30H44O10
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Lactones [FA0704]

String Representations

InChiKey (Click to copy)
NDMBRILKNZCXKI-NGDJXNTDSA-N
InChi (Click to copy)
InChI=1S/C30H44O10/c1-21-13-7-3-2-4-8-14-22(32)19-23(33)15-9-5-10-16-24(17-11-6-12-18-26(34)38-21)39-30-29(37)28(36)27(35)25(20-31)40-30/h2,4-6,8-12,14,16,18,21-25,27-33,35-37H,3,7,13,15,17,19-20H2,1H3/b4-2+,9-5+,11-6+,14-8+,16-10+,18-12-/t21-,22+,23+,24-,25-,27-,28+,29-,30-/m1/s1
SMILES (Click to copy)
C1=CC=CC[C@@H](C[C@@H](O)C=CC=CCCC[C@@H](C)OC(=O)C=CC=CC[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bacillus (#1386)
Bacilli (#91061)
Macrolactins O-R, glycosylated 24-membered lactones from Bacillus sp. AH159-1.,
J Nat Prod, 2007
Pubmed ID: 17887720

Other Databases

PubChem CID
23655747

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 2
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 572.26
Topological Polar Surface Area 170.28
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 10
logP 4.38
Molar Refractivity 153.85

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Created at
11th May 2020
Updated at
11th May 2020