LIPID MAPS

Structure Database (LMSD)

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Common Name

Aureothin

Systematic Name

Synonyms

LM ID

LMPK09000036

Formula

C₂₂H₂₃NO₆

Exact Mass

Calculate m/z

397.152539

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Streptomyces thioluteus (#66431)

Actinomycetes (#1760)

Iteration as programmed event during polyketide assembly; molecular analysis of the aureothin biosynthesis gene cluster.,
Chem Biol, 2003

Pubmed ID: 14700630

String Representations

InChiKey (Click to copy)

GQKXCBCSVYJUMI-WACKOAQBSA-N

InChi (Click to copy)

InChI=1S/C22H23NO6/c1-13(9-16-5-7-18(8-6-16)23(25)26)10-17-11-19(28-12-17)21-14(2)20(24)15(3)22(27-4)29-21/h5-10,19H,11-12H2,1-4H3/b13-9+,17-10-/t19-/m1/s1

SMILES (Click to copy)

C1(=CC=C([N+](=O)[O-])C=C1)/C=C(\C)/C=C1\CO[C@@H](C2OC(OC)=C(C)C(=O)C=2C)C\1

Other Databases

KEGG ID

C15689

CHEBI ID

80024

PubChem CID

6569946

PDB ID

HQW

Calculated Physicochemical Properties

Heavy Atoms 29

Rings 3

Aromatic Rings 2

Rotatable Bonds 5

Van der Waals Molecular Volume 370.26

Topological Polar Surface Area 93.88

Hydrogen Bond Donors 0

Hydrogen Bond Acceptors 7

logP 5.85

Molar Refractivity 109.74

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Created at

1st Apr 2021

Updated at