pentalenolactone F
A tetracyclic sesquiterpene lactone obtained by formal epoxidation of the 4-methylene group of pentalenolactone E.
Exact Synonyms
(2R,4a'R,7a'S,9a'R)-6',6'-dimethyl-3'-oxo-1',5',6',7',7a',9a'-hexahydrospiro[oxirane-2,4'-pentaleno[1,6a-c]pyran]-9'-carboxylic acid
- chemical entity (200,444)
- molecular entity (196,129)
- main group molecular entity (194,229)
- p-block molecular entity (193,541)
- carbon group molecular entity (189,246)
- organic molecular entity (189,106)
- heteroorganic entity (151,906)
- organic heterocyclic compound (58,446)
- organic heteropolycyclic compound (25,471)
- oxacycle (21,330)
- cyclic ether (1,230)
- epoxide (867)
- lactone (6,727)
- terpene lactone (1,142)
- cyclic ether (1,230)
- organochalcogen compound (125,492)
- organooxygen compound (119,501)
- carbon oxoacid (13,739)
- carbonyl compound (40,169)
- carboxylic acid (13,728)
- carboxylic ester (15,949)
- lactone (6,727)
- terpene lactone (1,142)
- lactone (6,727)
- ester (27,947)
- carboxylic ester (15,949)
- lactone (6,727)
- terpene lactone (1,142)
- lactone (6,727)
- lactone (6,727)
- terpene lactone (1,142)
- carboxylic ester (15,949)
- ether (8,663)
- cyclic ether (1,230)
- epoxide (867)
- cyclic ether (1,230)
- oxacycle (21,330)
- cyclic ether (1,230)
- epoxide (867)
- lactone (6,727)
- terpene lactone (1,142)
- cyclic ether (1,230)
- organooxygen compound (119,501)
- organic heterocyclic compound (58,446)
- isoprenoid (11,721)
- terpenoid (11,085)
- sesquiterpenoid (3,023)
- terpene lactone (1,142)
- terpenoid (11,085)
- lipid (38,235)
- isoprenoid (11,721)
- terpenoid (11,085)
- sesquiterpenoid (3,023)
- terpene lactone (1,142)
- terpenoid (11,085)
- isoprenoid (11,721)
- organic acid (14,123)
- organic molecule (108,434)
- organic cyclic compound (84,676)
- organic heterocyclic compound (58,446)
- organic heteropolycyclic compound (25,471)
- oxacycle (21,330)
- cyclic ether (1,230)
- epoxide (867)
- lactone (6,727)
- terpene lactone (1,142)
- cyclic ether (1,230)
- organic polycyclic compound (12,722)
- organic heterocyclic compound (58,446)
- organic oxo compound (40,189)
- carbonyl compound (40,169)
- carboxylic acid (13,728)
- carboxylic ester (15,949)
- lactone (6,727)
- terpene lactone (1,142)
- lactone (6,727)
- carbonyl compound (40,169)
- organic cyclic compound (84,676)
- heteroorganic entity (151,906)
- organic molecular entity (189,106)
- chalcogen molecular entity (138,750)
- organochalcogen compound (125,492)
- organooxygen compound (119,501)
- carbon oxoacid (13,739)
- carbonyl compound (40,169)
- carboxylic acid (13,728)
- carboxylic ester (15,949)
- lactone (6,727)
- terpene lactone (1,142)
- lactone (6,727)
- ester (27,947)
- carboxylic ester (15,949)
- lactone (6,727)
- terpene lactone (1,142)
- lactone (6,727)
- lactone (6,727)
- terpene lactone (1,142)
- carboxylic ester (15,949)
- ether (8,663)
- cyclic ether (1,230)
- epoxide (867)
- cyclic ether (1,230)
- oxacycle (21,330)
- cyclic ether (1,230)
- epoxide (867)
- lactone (6,727)
- terpene lactone (1,142)
- cyclic ether (1,230)
- organooxygen compound (119,501)
- oxygen molecular entity (132,386)
- hydroxides (27,698)
- oxoacid (13,914)
- carbon oxoacid (13,739)
- oxoacid (13,914)
- organooxygen compound (119,501)
- carbon oxoacid (13,739)
- carbonyl compound (40,169)
- carboxylic acid (13,728)
- carboxylic ester (15,949)
- lactone (6,727)
- terpene lactone (1,142)
- lactone (6,727)
- ester (27,947)
- carboxylic ester (15,949)
- lactone (6,727)
- terpene lactone (1,142)
- lactone (6,727)
- lactone (6,727)
- terpene lactone (1,142)
- carboxylic ester (15,949)
- ether (8,663)
- cyclic ether (1,230)
- epoxide (867)
- cyclic ether (1,230)
- oxacycle (21,330)
- cyclic ether (1,230)
- epoxide (867)
- lactone (6,727)
- terpene lactone (1,142)
- cyclic ether (1,230)
- hydroxides (27,698)
- organochalcogen compound (125,492)
- carbon group molecular entity (189,246)
- s-block molecular entity (30,789)
- hydrogen molecular entity (30,008)
- hydroxides (27,698)
- oxoacid (13,914)
- carbon oxoacid (13,739)
- oxoacid (13,914)
- hydroxides (27,698)
- hydrogen molecular entity (30,008)
- p-block molecular entity (193,541)
- polyatomic entity (140,025)
- heteroatomic molecular entity (60,413)
- hydroxides (27,698)
- oxoacid (13,914)
- carbon oxoacid (13,739)
- oxoacid (13,914)
- hydroxides (27,698)
- molecule (108,973)
- cyclic compound (85,378)
- heterocyclic compound (58,598)
- heteropolycyclic compound (25,474)
- organic heterocyclic compound (58,446)
- organic heteropolycyclic compound (25,471)
- oxacycle (21,330)
- cyclic ether (1,230)
- epoxide (867)
- lactone (6,727)
- terpene lactone (1,142)
- cyclic ether (1,230)
- organic cyclic compound (84,676)
- organic heterocyclic compound (58,446)
- organic heteropolycyclic compound (25,471)
- oxacycle (21,330)
- cyclic ether (1,230)
- epoxide (867)
- lactone (6,727)
- terpene lactone (1,142)
- cyclic ether (1,230)
- organic polycyclic compound (12,722)
- organic heterocyclic compound (58,446)
- polycyclic compound (35,878)
- heteropolycyclic compound (25,474)
- organic polycyclic compound (12,722)
- spiro compound (421)
- heterocyclic compound (58,598)
- organic molecule (108,434)
- organic cyclic compound (84,676)
- organic heterocyclic compound (58,446)
- organic heteropolycyclic compound (25,471)
- oxacycle (21,330)
- cyclic ether (1,230)
- epoxide (867)
- lactone (6,727)
- terpene lactone (1,142)
- cyclic ether (1,230)
- organic polycyclic compound (12,722)
- organic heterocyclic compound (58,446)
- organic oxo compound (40,189)
- carbonyl compound (40,169)
- carboxylic acid (13,728)
- carboxylic ester (15,949)
- lactone (6,727)
- terpene lactone (1,142)
- lactone (6,727)
- carbonyl compound (40,169)
- organic cyclic compound (84,676)
- cyclic compound (85,378)
- heteroatomic molecular entity (60,413)
- main group molecular entity (194,229)
- molecular entity (196,129)
class Information
charge
0
formula
C15H18O5
has_dbxref
- MetaCyc:CPD-13622
- PMID:16681390
- PMID:21250661
- PMID:21284395
- PMID:6469872
- PMID:6833133
- Reaxys:5382725
has_obo_namespace
chebi_ontology
inchikey
UUDKOVSZNMZKND-BDAURDKOSA-N
inchi
InChI=1S/C15H18O5/c1-13(2)4-8-3-9(11(16)17)10-5-19-12(18)15(7-20-15)14(8,10)6-13/h3,8,10H,4-7H2,1-2H3,(H,16,17)/t8-,10+,14-,15-/m1/s1
in_subset
mass
278.30040
monoisotopicmass
278.11542
smiles
[H][C@@]12CC(C)(C)C[C@]11[C@@]([H])(COC(=O)[C@]11CO1)C(=C2)C(O)=O
class Relations
Subclass of
Related from
is conjugate base of