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Thailanstatin A

CAT: 0013-GTR19170689-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19170689-01Size:1 mg
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Description
Thailanstatin A is an ultra-potent eukaryotic RNA splicing inhibitor that non-covalently targets the SF3b subunit, exhibiting low-nanomolar cytotoxicity against various cancer cell lines. It serves as a potent payload for antibody-drug conjugates (ADCs), such as when conjugated to trastuzumab, and is used in cancer research for both in vitro and in vivo studies of spliceosome inhibition.
CAS Number
1426953-21-0
Product Name Alternative
Antiproliferative, ADC, ADCCytotoxin, ADC Cytotoxin, ADC Payload, inhibit, Inhibitor, linker, natural, RNA, spliceosome, subunit, SF3b, Thailanstatin A
Purity
93.69% (May vary between batches)
Solubility
DMSO:245 mg/mL (457.41 mM)
Smiles
C[C@H] (OC (C) =O) \C=C/C (=O) N[C@@H]1C[C@H] (C) [C@H] (C\C=C (/C) \C=C\[C@H]2O[C@H] (CC (O) =O) C[C@@]3 (CO3) [C@@H]2O) O[C@@H]1C
Molecular Formula
C28H41NO9
Molecular Weight
535.63
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Thailanstatin A

Thailanstatin A is a C-glycosyl compound.

CAS Number1426953-21-0
PubChem CID71665768
IUPAC Name2-[(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
Molecular FormulaC28H41NO9
Molecular Weight535.6
XLogP1.9
Topological Polar Surface Area144
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count11
Heavy Atom Count38
Formal Charge0
Complexity960
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
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
Chemical Structure
2D Structure
2D structure of Thailanstatin A
CAS: 1426953-21-0
CID: 71665768
Formula: C28H41NO9
MW: 535.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight535.6
XLogP31.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count11
Exact Mass535.27813189
Monoisotopic Mass535.27813189
Topological Polar Surface Area144 Ų
Heavy Atom Count38
Formal Charge0
Complexity960
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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MBS3616768-01Thailanstatin A
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