LIPID MAPS

Structure Database (LMSD)

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Common Name

Otitiglycomycin A

Systematic Name

(2-O-octadecanoyl-3-O-isobutyroyl)-2R-(α-D-glucopyranosyloxy)-3-hydroxypropanoic acid

Synonyms

LM ID

LMSL05000024

Formula

C₃₁H₅₆O₁₁

Exact Mass

Calculate m/z

604.382266

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Nocardia otitidiscaviarum (#1823)

Actinomycetes (#1760)

Otitiglycomycins A and B: Glycolipids from the Strain Nocardia otitidiscavarum 20S-13 with Antiviral Activity against Zika Virus.,
J Nat Prod, 2025

Pubmed ID: 39901729

String Representations

InChiKey (Click to copy)

FWOWNJPLFPAJDQ-SVHFUYGWSA-N

InChi (Click to copy)

InChI=1S/C31H56O11/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(34)41-28-27(42-30(38)22(2)3)26(35)23(20-32)39-31(28)40-24(21-33)29(36)37/h22-24,26-28,31-33,35H,4-21H2,1-3H3,(H,36,37)/t23-,24-,26-,27+,28-,31-/m1/s1

SMILES (Click to copy)

O([C@H]1O[C@@H]([C@H]([C@@H]([C@H]1OC(CCCCCCCCCCCCCCCCC)=O)OC(=O)C(C)C)O)CO)[C@@H](C(=O)O)CO

Calculated Physicochemical Properties

Heavy Atoms 42

Rings 1

Aromatic Rings

Rotatable Bonds 26

Van der Waals Molecular Volume 621.27

Topological Polar Surface Area 171.12

Hydrogen Bond Donors 4

Hydrogen Bond Acceptors 11

logP 6.56

Molar Refractivity 159.54

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Created at

4th Feb 2025

Updated at