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Thailanstatin A - 98%, high purity , CAS No.1426953-21-0

    Grade & Purity:
  • ≥98%
In stock
Item Number
T648175
Grouped product items
SKU Size
Availability
Price Qty
T648175-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$280.90
T648175-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$850.90

Basic Description

Specifications & Purity ≥98%
Biochemical and Physiological Mechanisms Thailanstatin A is an ultra-potent inhibitor of eukaryotic RNA splicing ( IC 50 =650 nM). Thailanstatin A exerts effects via non-covalent binding to the SF3b subunit of the U2 snRNA subcomplex of the spliceosome and shows low-nM to sub-nM IC 50 s against
Storage Temp Store at -20°C
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Product Description

Thailanstatin A is an ultra-potent inhibitor of eukaryotic RNA splicing ( IC 50 =650 nM). Thailanstatin A exerts effects via non-covalent binding to the SF3b subunit of the U2 snRNA subcomplex of the spliceosome and shows low-nM to sub-nM IC 50 s against multiple cancer cell lines. Thailanstatin A, a payload for ADCs, is conjugated to the lysines on trastuzumab yielding “linker-less” ADC .

In Vitro

Thailanstatin A (TST-A) is a potent antiproliferative natural product, can be discovered from Burkholderia thailandensis MSMB43. ?\nThailanstatin A (DU-145, NCI-H232A, MDA-MB-231 and SKOV-3 cells) exhibits potent antiproliferative activities with GI 50 s in the single nM range (1.11-2.69 nM). MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic oxygen compounds
Class Organooxygen compounds
Subclass Carbohydrates and carbohydrate conjugates
Intermediate Tree Nodes Glycosyl compounds
Direct Parent C-glycosyl compounds
Alternative Parents Dicarboxylic acids and derivatives  Monosaccharides  N-acyl amines  Oxanes  Carboxylic acid esters  Secondary alcohols  Secondary carboxylic acid amides  Carboxylic acids  Epoxides  Oxacyclic compounds  Dialkyl ethers  Organopnictogen compounds  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic heteropolycyclic compounds
Substituents C-glycosyl compound - Dicarboxylic acid or derivatives - Monosaccharide - N-acyl-amine - Oxane - Carboxamide group - Carboxylic acid ester - Secondary alcohol - Secondary carboxylic acid amide - Ether - Oxirane - Dialkyl ether - Carboxylic acid - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Alcohol - Organic nitrogen compound - Carbonyl group - Aliphatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.
External Descriptors Not available

Associated Targets(Human)

BT-474 (2113 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
DU-145 (51482 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MDA-MB-468 (9477 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MES-SA (905 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MES-SA/Dx5 (643 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NCI-H1975 (4994 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NCI-N87 (850 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SK-OV-3 (52876 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HEK293 (82097 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name 2-[(3R,4R,5R,7S)-5-[(1E,3E)-5-[(2S,3S,5R,6R)-5-[[(Z,4S)-4-acetyloxypent-2-enoyl]amino]-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dienyl]-4-hydroxy-1,6-dioxaspiro[2.5]octan-7-yl]acetic acid
INCHI InChI=1S/C28H41NO9/c1-16(7-10-24-27(34)28(15-35-28)14-21(38-24)13-26(32)33)6-9-23-17(2)12-22(19(4)37-23)29-25(31)11-8-18(3)36-20(5)30/h6-8,10-11,17-19,21-24,27,34H,9,12-15H2,1-5H3,(H,29,31)(H,32,33)/b10-7+,11-8-,16-6+/t17-,18-,19+,21+,22+,23-,24+,27+,28+/m0/s1
InChIKey GJKQDOMCDFJANR-FUDLAKRJSA-N
Smiles CC1CC(C(OC1CC=C(C)C=CC2C(C3(CC(O2)CC(=O)O)CO3)O)C)NC(=O)C=CC(C)OC(=O)C
Isomeric SMILES C[C@H]1C[C@H]([C@H](O[C@H]1C/C=C(\C)/C=C/[C@@H]2[C@H]([C@@]3(C[C@H](O2)CC(=O)O)CO3)O)C)NC(=O)/C=C\[C@H](C)OC(=O)C
PubChem CID 71665768
MeSH Entry Terms thailanstatin A
Molecular Weight 535.63

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Solubility DMSO : 250 mg/mL (466.74 mM; Need ultrasonic)
Molecular Weight 535.600 g/mol
XLogP3 1.900
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 9
Rotatable Bond Count 11
Exact Mass 535.278 Da
Monoisotopic Mass 535.278 Da
Topological Polar Surface Area 144.000 Ų
Heavy Atom Count 38
Formal Charge 0
Complexity 960.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 9
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 3
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 3
Covalently-Bonded Unit Count 1

Solution Calculators

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