12-Oxo-phytodienoic acid

Details

• Internal ID: 0546330f-cf90-43e5-810d-956ab2cc9f5d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: 8-[(1S,5S)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic acid
• SMILES (Canonical): CCC=CCC1C(C=CC1=O)CCCCCCCC(=O)O
• SMILES (Isomeric): CC/C=C\C[C@H]1[C@H](C=CC1=O)CCCCCCCC(=O)O
• InChI: InChI=1S/C18H28O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,13-16H,2,4-6,8-12H2,1H3,(H,20,21)/b7-3-/t15-,16-/m0/s1
• InChI Key: PMTMAFAPLCGXGK-JMTMCXQRSA-N
• Popularity: 776 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₃
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.70

Synonyms

• 12-Oxo-pda
• 85551-10-6
• 12-Oxo phytodienoic acid
• 12-Oxophytodienoic acid
• (15Z)-12-Oxophyto-10,15-dienoic acid
• 12-OPDA
• (9S,13S)-12-oxo-phytodienoic acid
• 8-[(1S,5S)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic acid
• 12-Oxo-10,15(Z)-phytodienoic acid
• (15Z)-12-Oxophyto-10,15-dienoate
• (1S,2S)-3-oxo-2-(2'Z-pentenyl)cyclopent-4-eneoctanoic acid
• 67204-66-4
• 8-((1S,5S)-4-oxo-5-((Z)-pent-2-en-1-yl)cyclopent-2-en-1-yl)octanoic acid
• 8-[(3S,4S)-4alpha-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3alpha-yl]octanoic acid
• 8-{(1S,5S)-4-oxo-5-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl}octanoic acid
• o-Phytodienoic acid
• rac 12-Oxophytodienoic Acid
• 8-(2-(cis-2'-Pentenyl)-3-oxo-cis-4-cyclopentenyl)octanoic acid
• 12-oxo-phytodienoic acid
• SCHEMBL594566
• MEGxp0_001329
• DTXSID6043705
• ACon1_001835
• CHEBI:15560
• PMTMAFAPLCGXGK-JMTMCXQRSA-N
• CMC_7397
• cis-(+)-12-Oxo-phytodienoic acid
• (9S,13S)-12-Oxophytodienoic acid
• CMC_13962
• LMFA02010001
• AKOS040753379
• 9(S),13(S)-12-Oxo-PDA
• NCGC00180091-01
• HY-118828
• CS-0068615
• C01226
• (9S,13S,15Z)-12-Oxo-10,15-phytodienoic acid
• 4-oxo-5-(2-pentenyl)-2-Cyclopentene-1-octanoic acid
• BRD-K61835853-001-01-6
• Q27098102
• (1S,5S)-4-Oxo-5-(2Z)-2-penten-1-yl-2-cyclopentene-1-octanoic acid
• 2-cyclopentene-1-octanoic acid, 4-oxo-5-[(2Z)-2-pentenyl]-, (1S,5S)-
• 2-Cyclopentene-1-octanoic acid, 4-oxo-5-(2-pentenyl)-, [1S-[1alpha,5alpha(Z)]]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.08%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.60%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.33%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	89.52%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.48%	95.56%
CHEMBL1781	P11387	DNA topoisomerase I	84.14%	97.00%

Plants that contains it

• Arabidopsis thaliana
• Ipomoea tricolor

Cross-Links

• PubChem: 5280411
• LOTUS: LTS0202153
• wikiData: Q27098102