Structure Database (LMSD)

Common Name
Jawsamycin
Systematic Name
Synonyms
  • FR-900848
LM ID
LMPK01000062
Formula
C32H43N3O6
Exact Mass
Calculate m/z
565.315187
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Linear polyketides [PK01]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Streptomyces roseoverticillatus (#66429)
Actinomycetes (#1760)
Stereochemical Elucidation of the Pentacyclopropane Antifungal Agent FR-900848,
J Org Chem, 1996

String Representations

InChiKey (Click to copy)
QOOORVUXEUQEKV-KNLYTHMISA-N
InChi (Click to copy)
InChI=1S/C32H43N3O6/c1-16-10-17(16)6-7-19-12-21(19)23-14-25(23)24-13-22(24)20-11-18(20)4-2-3-5-27(36)33-15-26-29(38)30(39)31(41-26)35-9-8-28(37)34-32(35)40/h2-7,16-26,29-31,38-39H,8-15H2,1H3,(H,33,36)(H,34,37,40)/b4-2+,5-3+,7-6+/t16-,17-,18-,19-,20-,21-,22+,23+,24-,25-,26-,29-,30-,31-/m1/s1
SMILES (Click to copy)
N(C(=O)/C=C/C=C/[C@H]1[C@H]([C@H]2[C@H]([C@H]3[C@H]([C@H]4[C@H](/C=C/[C@H]5[C@H](C)C5)C4)C3)C2)C1)C[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2CCC(=O)NC2=O)O1

Other Databases

CHEBI ID
156382
PubChem CID
10415505

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 7
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 545.54
Topological Polar Surface Area 130.27
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 4.08
Molar Refractivity 152.65

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Created at
5th Jul 2022
Updated at
5th Jul 2022