Structure Database (LMSD)

Common Name
Macrolactin P
Systematic Name
7R-β-D-glucopyranosyl-13R,15S-dihydroxy-2Z,4E,8E,10Z,16E,18E,23S-pentacosahexenyl-23-olide
Synonyms
LM ID
LMFA07040106
Formula
C31H46O10
Exact Mass
Calculate m/z
578.309101
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

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

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

String Representations

InChiKey (Click to copy)
SVHVXVRYDBFIMU-JHHGODBBSA-N
InChi (Click to copy)
InChI=1S/C31H46O10/c1-2-24-16-10-5-3-4-8-14-22(33)20-23(34)15-9-6-11-17-25(18-12-7-13-19-27(35)39-24)40-31-30(38)29(37)28(36)26(21-32)41-31/h3-4,6-9,11-14,17,19,22-26,28-34,36-38H,2,5,10,15-16,18,20-21H2,1H3/b4-3+,9-6-,12-7+,14-8+,17-11+,19-13-/t22-,23-,24+,25+,26+,28+,29-,30+,31+/m0/s1
SMILES (Click to copy)
C1=CC[C@H](O)C[C@@H](O)C=CC=CCCC[C@@H](CC)OC(=O)C=CC=CC[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C=C1

Other Databases

PubChem CID
23655746

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 2
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 589.56
Topological Polar Surface Area 170.28
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 10
logP 4.77
Molar Refractivity 158.46

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