LIPID MAPS

Structure Database (LMSD)

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Common Name

Penazetidine A

Systematic Name

2S-(hydroxymethyl)-4S-(12-methyloctadecyl)azetidin-3R-ol

Synonyms

LM ID

LMSP01080047

Formula

C₂₃H₄₇NO₂

Exact Mass

Calculate m/z

369.36068

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

View studies deposited in Metabolomics Workbench in which this molecule has been identified

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Penares sollasi (#1960726)

Demospongiae (#6042)

Penazetidine A, an alkaloid inhibitor of protein kinase C,
Bioorg Med Chem Letts, 1994

DOI: 10.1016/S0960-894X(01)80407-8

String Representations

InChiKey (Click to copy)

MXSVVKSZJQKNBC-AVAPBHFXSA-N

InChi (Click to copy)

InChI=1S/C23H47NO2/c1-3-4-5-13-16-20(2)17-14-11-9-7-6-8-10-12-15-18-21-23(26)22(19-25)24-21/h20-26H,3-19H2,1-2H3/t20?,21-,22-,23+/m0/s1

SMILES (Click to copy)

C(CCCC)CC(C)CCCCCCCCCCC[C@@H]1N[C@@H](CO)[C@@H]1O

Other Databases

PubChem CID

9999186

Calculated Physicochemical Properties

Heavy Atoms 26

Rings 1

Aromatic Rings 0

Rotatable Bonds 18

Van der Waals Molecular Volume 422.68

Topological Polar Surface Area 52.49

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 3

logP 6.72

Molar Refractivity 114.54

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Created at

Updated at

7th Oct 2025