(Q27139115)

Gene Ontology release 2019-11-16

pentalenolactone catabolic process

subject has role

reactant

1 reference

Gene Ontology release 2019-11-16

pentalenolactone biosynthetic process

subject has role

product

1 reference

Gene Ontology release 2019-11-16

mass

276.1 dalton

1 reference

Pentalenolactone (English)

(1R,4aR,6aS,7R,9aR)-7,8-dimethyl-2-oxospiro[4,4a,6a,7-tetrahydropentaleno[1,6a-c]pyran-1,2'-oxirane]-5-carboxylic acid

19 October 2016

stereoisomer of

1 reference

based on heuristic

inferred from InChI

chemical formula

C₁₅H₁₆O₅

1 reference

Pentalenolactone (English)

19 October 2016

canonical SMILES

CC1C2C=C(C3C2(C=C1C)C4(CO4)C(=O)OC3)C(=O)O

1 reference

Pentalenolactone (English)

19 October 2016

isomeric SMILES

C[C@H]1[C@H]2C=C([C@H]3[C@]2(C=C1C)[C@@]4(CO4)C(=O)OC3)C(=O)O

1 reference

Antiviral activities of pentalenolactones.

Pentalenolactone (English)

19 October 2016

3 references

The biosynthesis of pentalenolactone

Biosynthesis of pentalenene and pentalenolactone

Streptomyces arenae

4 references

pSAR1, a natural plasmid from Streptomyces arenae, shows rapid increase and decrease of copy numbers on changes of growth media

Pentalenolactone-insensitive glyceraldehyde-3-phosphate dehydrogenase fromStreptomyces arenae is closely related to GAPDH from thermostable eubacteria and plant chloroplasts

Substitution of a pentalenolactone-sensitive glyceraldehyde-3-phosphate dehydrogenase by a genetically distinct resistant isoform accompanies pentalenolactone production in Streptomyces arenae

Regulation of enzymes involved in the biosynthesis of the sesquiterpene antibiotic pentalenolactone in Streptomyces arenae

Streptomyces avermitilis

3 references

Genome mining in Streptomyces avermitilis: A biochemical Baeyer-Villiger reaction and discovery of a new branch of the pentalenolactone family tree

Pentalenic acid is a shunt metabolite in the biosynthesis of the pentalenolactone family of metabolites: hydroxylation of 1-deoxypentalenic acid mediated by CYP105D7 (SAV_7469) of Streptomyces avermitilis

A gene cluster for biosynthesis of the sesquiterpenoid antibiotic pentalenolactone in Streptomyces avermitilis

Streptomyces collinus

1 reference

Identification and activation of novel biosynthetic gene clusters by genome mining in the kirromycin producer Streptomyces collinus Tü 365.

Identifiers

InChI

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

1 reference

Pentalenolactone (English)

NUPNVWUYFVEAIT-UJJBCWTCSA-N

19 October 2016

InChIKey

2 references

Pentalenolactone (English)

19 October 2016

ChEBI release 2020-09-01

2 references

pentalenolactone (English)

NUPNVWUYFVEAIT-UJJBCWTCSA-N

19 October 2016

InChIKey

8 April 2021

https://commonchemistry.cas.org/detail?cas_rn=31501-48-1

1 reference

(2R,4a'S,7'S,7a'R,9a'R)-6',7'-Dimethyl-3'-oxo-1',7',7a',9a'-tetrahydrospiro[oxirane-2,4'-pentaleno[1,6a-c]pyran]-9'-carboxylic acid (English)

19 October 2016

1 reference

Pentalenolactone (English)

19 October 2016

Reaxys registry number

39567

1 reference

pentalenolactone (English)

19 October 2016

ChEBI ID

70816

mapping relation type

1 reference

DSSTOX compound identifier

pentalenolactone (English)

19 October 2016

1 reference

0 references

DTXCID801381542

0 references

Natural Product Atlas ID

NPA014531

1 reference

based on heuristic

inferred from InChIKey

1 reference

http://www.lipidmaps.org/rest/compound/lm_id/LM/all/download

NUPNVWUYFVEAIT-UJJBCWTCSA-N

15 January 2022

InChIKey

0 references

1 reference

5L1P (English)