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N-Boc-dolaproine-methyl

CAT: 0804-HY-43304Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-43304Size:100 mg
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Description
N-Boc-dolaproine-methyl is the amino acid residue of the pentapeptide Dolastatin 10. Dolastatin 10 inhibits tubulin polymerization and mitosis and has anticancer activity[1].
CAS Number
164456-57-9
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Microtubule/Tubulin; Mitosis
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage; Cytoskeleton
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/n-boc-dolaproine-methyl.html
Purity
98.23
Solubility
10 mM in DMSO
Smiles
O[C@H]([C@@H](C)C(OC)=O)[C@H]1N(C(OC(C)(C)C)=O)CCC1
Molecular Formula
C14H25NO5
Molecular Weight
287.36
Precautions
H302, H315, H319, H335
References & Citations
[1]Almeida W P, et al. An easy and stereoselective synthesis of N-Boc-dolaproine via the Baylis–Hillman reaction[J]. Tetrahedron letters, 2003, 44 (5) : 937-940.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

N-Boc-dolaproine-methyl
CAS Number164456-57-9
PubChem CID11346731
IUPAC Nametert-butyl (2S)-2-[(1R,2R)-1-hydroxy-3-methoxy-2-methyl-3-oxopropyl]pyrrolidine-1-carboxylate
Molecular FormulaC14H25NO5
Molecular Weight287.35
XLogP1.4
Topological Polar Surface Area76.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Heavy Atom Count20
Formal Charge0
Complexity363
SMILES
C[C@H]([C@H]([C@@H]1CCCN1C(=O)OC(C)(C)C)O)C(=O)OC
InChI
InChI=1S/C14H25NO5/c1-9(12(17)19-5)11(16)10-7-6-8-15(10)13(18)20-14(2,3)4/h9-11,16H,6-8H2,1-5H3/t9-,10+,11-/m1/s1
InChIKey
YESVEVMVKPHDFA-OUAUKWLOSA-N
Chemical Structure
2D Structure
2D structure of N-Boc-dolaproine-methyl
CAS: 164456-57-9
CID: 11346731
Formula: C14H25NO5
MW: 287.35
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight287.35
XLogP31.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass287.17327290
Monoisotopic Mass287.17327290
Topological Polar Surface Area76.1 Ų
Heavy Atom Count20
Formal Charge0
Complexity363
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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