LIPID MAPS

Structure Database (LMSD)

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Systematic Name

N-(octadecanoyl)-4R-hydroxysphinganine acetonide

Synonyms

N-(1-(2,2-dimethyl-5-undecyl-1,3-dioxolan-4-yl)-2-hydroxyethyl)stearamide

LM ID

LMSP02030093

Formula

C₃₆H₇₁NO₄

Exact Mass

Calculate m/z

581.538309

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Streptomyces sp. CAI-155 (#1472660)

Actinomycetes (#1760)

Insecticidal activity of a novel fatty acid amide derivative from Streptomyces species against Helicoverpa armigera.,
Nat Prod Res, 2016

Pubmed ID: 26956775

String Representations

InChiKey (Click to copy)

YSGBEFDGBKQJTK-VUHKNJSWSA-N

InChi (Click to copy)

InChI=1S/C36H71NO4/c1-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-34(39)37-32(31-38)35-33(40-36(3,4)41-35)29-27-25-23-21-14-12-10-8-6-2/h32-33,35,38H,5-31H2,1-4H3,(H,37,39)/t32-,33+,35+/m0/s1

SMILES (Click to copy)

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

Other Databases

PubChem CID

156580405

Calculated Physicochemical Properties

Heavy Atoms 41

Rings 1

Aromatic Rings

Rotatable Bonds 29

Van der Waals Molecular Volume 662.52

Topological Polar Surface Area 71.93

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 5

logP 11.60

Molar Refractivity 176.77

Admin

Created at

14th Aug 2023

Updated at