thromboxane A2

Details

• Internal ID: 6383ef58-4845-4026-a2a8-899d78dd7298
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Thromboxanes
• IUPAC Name: (Z)-7-[(1S,3R,4S,5S)-3-[(E,3S)-3-hydroxyoct-1-enyl]-2,6-dioxabicyclo[3.1.1]heptan-4-yl]hept-5-enoic acid
• SMILES (Canonical): CCCCCC(C=CC1C(C2CC(O2)O1)CC=CCCCC(=O)O)O
• SMILES (Isomeric): CCCCC[C@@H](/C=C/[C@@H]1[C@H]([C@@H]2C[C@@H](O2)O1)C/C=C\CCCC(=O)O)O
• InChI: InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-20(24-17)25-18)10-7-4-5-8-11-19(22)23/h4,7,12-13,15-18,20-21H,2-3,5-6,8-11,14H2,1H3,(H,22,23)/b7-4-,13-12+/t15-,16+,17+,18-,20+/m0/s1
• InChI Key: DSNBHJFQCNUKMA-SCKDECHMSA-N
• Popularity: 5,694 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.40

Synonyms

• TXA2
• 57576-52-0
• TXA-2
• Rabbit aorta contracting substance
• 9S,11S-epoxy,15S-hydroxy-thromboxa-5Z,13E-dien-1-oic acid
• 4C2A5G825S
• Thromboxa-5,13-dien-1-oic acid, 9,11-epoxy-15-hydroxy-, (5Z,9alpha,11alpha,13E,15S)-
• Benz(a)anthracene-1,7,12(2H)-trione, 3,4-dihydro-3,6,8-trihydroxy-3-methyl-, (-)-
• (Z)-7-[(1S,3R,4S,5S)-3-[(E,3S)-3-hydroxyoct-1-enyl]-2,6-dioxabicyclo[3.1.1]heptan-4-yl]hept-5-enoic acid
• (5Z,13E)-(15S)-9alpha,11alpha-Epoxy-15-hydroxythromboxa-5,13-dienoate
• (5Z,9alpha,11alpha,13E,15S)-9,11-Epoxy-15-hydroxythromboxa-5,13-dien-1-oic acid
• RCS
• UNII-4C2A5G825S
• SCHEMBL34165
• THROMBOXANE A2 [MI]
• GTPL4482
• BDBM82229
• CHEBI:15627
• DSNBHJFQCNUKMA-SCKDECHMSA-N
• DTXSID201317452
• CMC_9718
• LMFA03030001
• AKOS040754197
• 5-Heptenoic acid, 7-(3-(3-hydroxy-1-octenyl)-2,6-dioxabicyclo(3.1.1)hept-4-yl)-, (1S-(1alpha,3alpha,3R*),4beta(Z),5alpha)-
• CAS_57576-52-0
• C02198
• Q774909
• 9S,11S-epoxy,15S-hydroxy-thromboxa-5Z,13E-dien-1-oate
• (5Z,13E)-(15S)-9,11-epoxy-15-hydroxythromba-5,13-dienoate
• (5Z,13E)-(15S)-9,11-epoxy-15-hydroxythromba-5,13-dienoic acid
• (5Z,13E)-(15S)-9a,11a-epoxy-15-Hydroxythromboxa-5,13-dienoate
• (5Z,13E)-(15S)-9a,11a-epoxy-15-Hydroxythromboxa-5,13-dienoic acid
• 2,6-Dioxabicyclo[3.1.1]heptane, thromboxa-5,13-dien-1-oic acid deriv.
• (5Z,13E)-(15S)-9-alpha,11-alpha-epoxy-15-hydroxythromboxa-5,13-dienoate
• (5Z,13E)-(15S)-9-alpha,11-alpha-Epoxy-15-hydroxythromboxa-5,13-dienoic acid
• (5Z,13E)-(15S)-9alpha,11alpha-epoxy-15-hydroxythromboxa-5,13-dienoic acid
• (5Z,13E,15S)-9alpha,11alpha-epoxy-15-hydroxythromboxa-5,13-dien-1-oic acid
• (5Z,9alpha,11alpha,13E,15S)-9,11-epoxy-15-hydroxy-Thromboxa-5,13-dien-1-oate
• (5Z,9alpha,11alpha,13E,15S)-9,11-epoxy-15-hydroxy-Thromboxa-5,13-dien-1-oic acid
• (5Z,9alpha,11alpha,13E,15S)-9,11-Epoxy-15-hydroxythromboxa-5,13-dien-1-oate
• (1S-(1alpha,3alpha,3R*),4beta(Z),5alpha)-7-(3-(3-hydroxy-1-octenyl)-2,6-dioxabicyclo(3.1.1)hept-4-yl)-5-Heptenoate
• (1S-(1alpha,3alpha,3R*),4beta(Z),5alpha)-7-(3-(3-hydroxy-1-octenyl)-2,6-dioxabicyclo(3.1.1)hept-4-yl)-5-Heptenoic acid
• (5Z)-7-[(1S,3R,4S,5S)-3-[(1E,3S)-3-hydroxy-1-octenyl]-2,6-dioxabicyclo[3.1.1]hept-4-yl]-5-Heptenoate
• (5Z)-7-[(1S,3R,4S,5S)-3-[(1E,3S)-3-hydroxy-1-octenyl]-2,6-dioxabicyclo[3.1.1]hept-4-yl]-5-Heptenoic acid
• (5Z,9.ALPHA.,11.ALPHA.,13E,15S)-9,11-EPOXY-15-HYDROXYTHROMBOXA-5,13-DIEN-1-OIC ACID
• (5Z,9alpha,11alpha,13E,15S)-9,11-epoxy-15-hydroxythromboxa-5,13-dien-1-oic acid, [1S-[1alpha,3alpha-(1E,3R*)4beta(Z),5alpha]]-7-[3-(3-hydroxy-1-octenyl)-2,6-dioxabicyclo[3.1.1]hept-4-yl]-5-heptenoic a
• (Z)-7-[(1S,2S,3R,5S)-3-[(E,3S)-3-hydroxyoct-1-enyl]-4,7-dioxabicyclo[3.1.1]heptan-2-yl]hept-5-enoic acid
• 5-HEPTENOIC ACID, 7-((1S,3R,4S,5S)-3-((1E,3S)-3-HYDROXY-1-OCTEN-1-YL)-2,6-DIOXABICYCLO(3.1.1)HEPT-4-YL)-, (5Z)-
• 5-Heptenoic acid, 7-[(1S,3R,4S,5S)-3-[(1E,3S)-3-hydroxy-1-octenyl]-2,6-dioxabicyclo[3.1.1]hept-4-yl]-, (5Z)-
• 5-Heptenoic acid, 7-[3-(3-hydroxy-1-octenyl)-2,6-dioxabicyclo[3.1.1]hept-4-yl]-, [1S-[1alpha,3alpha(1E,3R*),4beta(Z),5alpha]]-
• 7-[3-(3-hydroxy-1-octenyl)-2,6-dioxabicyclo[3.1.1]hept-4-yl]-[1S-[1alpha,3alpha(1E,3R*),4beta(Z),5alpha]]-5-Heptenoate
• 7-[3-(3-hydroxy-1-octenyl)-2,6-dioxabicyclo[3.1.1]hept-4-yl]-[1S-[1alpha,3alpha(1E,3R*),4beta(Z),5alpha]]-5-Heptenoic acid

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
CHEMBL3060	Q9Y345	Glycine transporter 2	97.90%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	91.16%	89.63%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	90.99%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.26%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.99%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.95%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.93%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.46%	97.25%
CHEMBL1781	P11387	DNA topoisomerase I	88.21%	97.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.00%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.13%	97.29%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.01%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.12%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.55%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.43%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	85.03%	92.50%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	84.76%	97.34%
CHEMBL299	P17252	Protein kinase C alpha	81.81%	98.03%
CHEMBL2514	O95665	Neurotensin receptor 2	80.75%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.59%	92.32%

Plants that contains it

• Hypericum perforatum

Cross-Links

• PubChem: 5280497
• LOTUS: LTS0203484
• wikiData: Q774909