prostaglandin F2alpha (CHEBI:15553)

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:15553 - prostaglandin F_2α

ChEBI ID	CHEBI:15553
ChEBI Name	prostaglandin F_2α
Stars
ASCII Name	prostaglandin F2alpha
Definition	A prostaglandins F_α that is prosta-5,13-dien-1-oic acid substituted by hydroxy groups at positions 9, 11 and 15. It is a naturally occurring prostaglandin used to induce labor.
Secondary ChEBI IDs	CHEBI:8516, CHEBI:10913, CHEBI:26327
Last Modified	12 September 2017
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C20H34O5
Net Charge	0
Average Mass	354.487
Monoisotopic Mass	354.24062
SMILES	CCCCC[C@H](O)/C=C/[C@@H]1[C@@H](C/C=C\CCCC(=O)O)[C@@H](O)C[C@H]1O
InChI	InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1
InChIKey	PXGPLTODNUVGFL-YNNPMVKQSA-N

Wikipedia

Species of Metabolite	Component	Source	Comments
Mus musculus (ncbitaxon:10090)
	-	MetaboLights (MTBLS143)
	-	PubMed (19425150)	Source: BioModels - MODEL1507180067

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:	mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

ChEBI Ontology

Outgoing Relation(s)
	prostaglandin F_2α (CHEBI:15553) has role human metabolite (CHEBI:77746)
	prostaglandin F_2α (CHEBI:15553) has role mouse metabolite (CHEBI:75771)
	prostaglandin F_2α (CHEBI:15553) is a monocarboxylic acid (CHEBI:25384)
	prostaglandin F_2α (CHEBI:15553) is a prostaglandins F_α (CHEBI:36066)
	prostaglandin F_2α (CHEBI:15553) is conjugate acid of prostaglandin F_2α(1−) (CHEBI:57404)
Incoming Relation(s)
	11-epi-prostaglandin F_2α (CHEBI:27595) has functional parent prostaglandin F_2α (CHEBI:15553)
	13,14-dihydro-15-keto-PGF_2α (CHEBI:63976) has functional parent prostaglandin F_2α (CHEBI:15553)
	13,14-dihydroprostaglandin F_2α (CHEBI:88346) has functional parent prostaglandin F_2α (CHEBI:15553)
	15-oxoprostaglandin F_2α (CHEBI:28442) has functional parent prostaglandin F_2α (CHEBI:15553)
	8-epi-prostaglandin F_2α (CHEBI:34505) has functional parent prostaglandin F_2α (CHEBI:15553)
	carboprost (CHEBI:3403) has functional parent prostaglandin F_2α (CHEBI:15553)
	prostaglandin F_2α 1-ethanolamide (CHEBI:53081) has functional parent prostaglandin F_2α (CHEBI:15553)
	prostaglandin F_2α 1-glyceryl ester (CHEBI:90233) has functional parent prostaglandin F_2α (CHEBI:15553)
	prostaglandin F_2α 2-glyceryl ester (CHEBI:137178) has functional parent prostaglandin F_2α (CHEBI:15553)
	prostaglandin F_2α dimethylamine (CHEBI:73741) has functional parent prostaglandin F_2α (CHEBI:15553)
	tafluprost (CHEBI:66899) has functional parent prostaglandin F_2α (CHEBI:15553)
	2,3-dinor-8-epi-prostaglandin F_2α (CHEBI:34230) is a prostaglandin F_2α (CHEBI:15553)
	prostaglandin F_2α(1−) (CHEBI:57404) is conjugate base of prostaglandin F_2α (CHEBI:15553)

IUPAC Name
(5Z,13E,15S)-9α,11α,15-trihydroxyprosta-5,13-dien-1-oic acid

INNs	Source
dinoprost	ChemIDplus
dinoprosta	ChemIDplus
dinoprostum	ChemIDplus

Synonyms	Source
Prostaglandin F2alpha	KEGG COMPOUND
(5Z,13E)-(15S)-9alpha,11alpha,15-Trihydroxyprosta-5,13-dienoate	KEGG COMPOUND
(+)-Prostaglandin F2a	KEGG COMPOUND
9a,11a-PGF2	KEGG COMPOUND
Amoglandin	KEGG COMPOUND
Cyclosin	KEGG COMPOUND

Manual Xrefs	Databases
C00639	KEGG COMPOUND
LMFA03010002	LIPID MAPS
Dinoprost	Wikipedia
5Z13E-15S-9-ALPHA11-ALPHA15-TRIHY	MetaCyc
HMDB0001139	HMDB
D00081	KEGG DRUG
912	DrugCentral
1803	VSDB

Registry Numbers	Sources
Reaxys:2225571	Reaxys
CAS:551-11-1	KEGG COMPOUND
CAS:551-11-1	ChemIDplus

Citations

CHEBI:15553 - prostaglandin F2α

CHEBI:15553 - prostaglandin F_2α