LIPID MAPS

Structure Database (LMSD)

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Common Name

Topostin B553

Systematic Name

N-(3R-(13-methyl-tetradecanoyloxy)-hexadecanoyl)-glycine

Synonyms

LM ID

LMFA08020284

Formula

C₃₃H₆₃NO₅

Exact Mass

Calculate m/z

553.470624

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

View NP-MRD ID(NMR) spectrum

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Flexibacter (#992)

Cytophagia (#768503)

Structures of topostins, DNA topoisomerase I inhibitors of bacterial origin,
Tetrahedron, 1998

DOI: 10.1016/S0040-4020(98)83004-4

String Representations

InChiKey (Click to copy)

HGZNYJPHHPDUFK-SSEXGKCCSA-N

InChi (Click to copy)

InChI=1S/C33H63NO5/c1-4-5-6-7-8-9-10-13-16-19-22-25-30(27-31(35)34-28-32(36)37)39-33(38)26-23-20-17-14-11-12-15-18-21-24-29(2)3/h29-30H,4-28H2,1-3H3,(H,34,35)(H,36,37)/t30-/m1/s1

SMILES (Click to copy)

C(CCCCC)CCCCCCC[C@@H](OC(CCCCCCCCCCCC(C)C)=O)CC(=O)NCC(=O)O

Other Databases

PubChem CID

10347618

Calculated Physicochemical Properties

Heavy Atoms 39

Rings 0

Aromatic Rings 0

Rotatable Bonds 30

Van der Waals Molecular Volume 626.49

Topological Polar Surface Area 92.70

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 6

logP 9.71

Molar Refractivity 162.85

Admin

Created at

11th Oct 2020

Updated at