Structure Database (LMSD)

Common Name
Pentalenolactone
Systematic Name
Synonyms
LM ID
LMPR0103740003
Formula
C15H16O5
Exact Mass
Calculate m/z
276.099775
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C15 isoprenoids (sesquiterpenes) [PR0103]
Pentalenane sesquiterpenoids [PR010374]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Streptomyces avermitilis (#33903)
Actinomycetes (#1760)
Pentalenolactone biosynthesis. Molecular cloning and assignment of biochemical function to PtlI, a cytochrome P450 of Streptomyces avermitilis.,
J Am Chem Soc, 2006
Pubmed ID: 17017767

String Representations

InChiKey (Click to copy)
NUPNVWUYFVEAIT-UJJBCWTCSA-N
InChi (Click to copy)
InChI=1S/C15H16O5/c1-7-4-14-10(8(7)2)3-9(12(16)17)11(14)5-19-13(18)15(14)6-20-15/h3-4,8,10-11H,5-6H2,1-2H3,(H,16,17)/t8-,10-,11+,14-,15-/m1/s1
SMILES (Click to copy)
[C@@]12([H])[C@H](C)C(C)=C[C@]31[C@]1(OC1)C(=O)OC[C@H]3C(C(=O)O)=C2

Other Databases

CHEBI ID
70816
PubChem CID
24199350
PDB ID
7PT

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 4
Aromatic Rings
Rotatable Bonds 1
Van der Waals Molecular Volume 252.01
Topological Polar Surface Area 78.20
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 2.01
Molar Refractivity 69.19

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Created at
23rd Jul 2021
Updated at
23rd Jul 2021