11-dehydro-thromboxane B2   Click here for help

GtoPdb Ligand ID: 4484

Synonyms: 11-dehydro-TXB2
Compound class: Metabolite or derivative
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 12
Topological polar surface area 104.06
Molecular weight 368.22
XLogP 3.45
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES CCCCCC(C=CC1OC(=O)CC(C1CC=CCCCC(=O)O)O)O
Isomeric SMILES CCCCC[C@@H](/C=C/[C@H]1OC(=O)C[C@@H]([C@@H]1C/C=C\CCCC(=O)O)O)O
InChI InChI=1S/C20H32O6/c1-2-3-6-9-15(21)12-13-18-16(17(22)14-20(25)26-18)10-7-4-5-8-11-19(23)24/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,23,24)/b7-4-,13-12+/t15-,16-,17-,18+/m0/s1
InChI Key KJYIVXDPWBUJBQ-UHHGALCXSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
(Z)-7-[(2R,3S,4S)-4-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-6-oxooxan-3-yl]hept-5-enoic acid
Synonyms Click here for help
11-dehydro-TXB2
Database Links Click here for help
CAS Registry No. 67910-12-7 (source: Scifinder)
ChEBI CHEBI:28667
ChEMBL Ligand CHEMBL1405272
GtoPdb PubChem SID 135651596
PubChem CID 5280891
Search Google for chemical match using the InChIKey KJYIVXDPWBUJBQ-UHHGALCXSA-N
Search Google for chemicals with the same backbone KJYIVXDPWBUJBQ
UniChem Compound Search for chemical match using the InChIKey KJYIVXDPWBUJBQ-UHHGALCXSA-N
UniChem Connectivity Search for chemical match using the InChIKey KJYIVXDPWBUJBQ-UHHGALCXSA-N
Wikipedia 11-Dehydrothromboxane B2