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Pentalenolactone

Pentalenolactone structure

Pentalenolactone 

structure
  • CAS No:

    31501-48-1

  • Formula:

    C15H16O5

  • Chemical Name:

    Pentalenolactone

  • Synonyms:

    Spiro[oxirane-2,1′(2′H)-pentaleno[1,6a-c]pyran]-5′-carboxylic acid,4′,4′a,6′a,7′-tetrahydro-7′,8′-dimethyl-2′-oxo-,(1′R,4′aR,6′aR,7′S,9′aS)-;Spiro[oxirane-2,1′(2′H)-pentaleno[1,6a-c]pyran]-5′-carboxylic acid,4′,4′a,6′a,7′-tetrahydro-7′,8′-dimethyl-2′-oxo-,[1′R-(1′α,4′aα,6′aβ,7′α,9′aS*)]-;(1′R,4′aR,6′aR,7′S,9′aS)-4′,4′a,6′a,7′-Tetrahydro-7′,8′-dimethyl-2′-oxospiro[oxirane-2,1′(2′H)-pentaleno[1,6a-c]pyran]-5′-carboxylic acid;Pentalenolactone;PA 132;Arenemycin E;23971-33-7;24381-63-3;37306-87-9

Description

ChEBI: A sesquiterpene lactone that is isolated from several Streptomyces species and exhibits antibiotic activity.


Pentalenolactone is a sesquiterpene lactone that is isolated from several Streptomyces species and exhibits antibiotic activity. It has a role as an antimicrobial agent, an EC 1.2.1.12 [glyceraldehyde-3-phosphate dehydrogenase (phosphorylating)] inhibitor and a bacterial metabolite. It is a sesquiterpene lactone, an alpha,beta-unsaturated monocarboxylic acid, a spiro-epoxide and an organic heterotricyclic compound. It is a conjugate acid of a pentalenolactone(1-).

Pentalenolactone Basic Attributes

276.288

276.28

Characteristics

76.1

0.6

Drug Information

arenaemycin E

Computed Properties

Molecular Weight:276.28
XLogP3:0.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:276.09977361
Monoisotopic Mass:276.09977361
Topological Polar Surface Area:76.1
Heavy Atom Count:20
Complexity:603
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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