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Jasplakinolide

CAT: 1299-RM-J190900-04Size: 100 mgDry Ice: NoHazardous: No
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CAT#:1299-RM-J190900-04Size:100 mg
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CAS Number
102396-24-7
Synonyms
Jaspamide; NSC 613009
Molecular Formula
C36H45BrN4O6
Molecular Weight
709.67
Target Alternative Name
Jasplakinolide
Product Name Synonym
Jaspamide; NSC 613009

Chemical Information

Jasplakinolide

Jaspamide is a cyclodepsipeptide isolated from Jaspis splendens and has been shown to exhibit antineoplastic activity. It is an actin polymerization and stabilization inducer. It has a role as an actin polymerisation inducer, an antineoplastic agent, an antifungal agent, a neuroprotective agent, an apoptosis inducer, an animal metabolite and a marine metabolite. It is a member of phenols and a cyclodepsipeptide.

CAS Number102396-24-7
PubChem CID9831636
IUPAC Name(4R,7R,10S,13S,15E,17R,19S)-7-[(2-bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-8,10,13,15,17,19-hexamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone
Molecular FormulaC36H45BrN4O6
Molecular Weight709.7
XLogP5.6
Topological Polar Surface Area141
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Heavy Atom Count47
Formal Charge0
Complexity1140
SMILES
C[C@@H]\1C[C@@H](OC(=O)C[C@@H](NC(=O)[C@H](N(C(=O)[C@@H](NC(=O)[C@H](C/C(=C1)/C)C)C)C)CC2=C(NC3=CC=CC=C32)Br)C4=CC=C(C=C4)O)C
InChI
InChI=1S/C36H45BrN4O6/c1-20-15-21(2)17-23(4)47-32(43)19-30(25-11-13-26(42)14-12-25)40-35(45)31(18-28-27-9-7-8-10-29(27)39-33(28)37)41(6)36(46)24(5)38-34(44)22(3)16-20/h7-15,21-24,30-31,39,42H,16-19H2,1-6H3,(H,38,44)(H,40,45)/b20-15+/t21-,22-,23-,24-,30+,31+/m0/s1
InChIKey
GQWYWHOHRVVHAP-DHKPLNAMSA-N
Chemical Structure
2D Structure
2D structure of Jasplakinolide
CAS: 102396-24-7
CID: 9831636
Formula: C36H45BrN4O6
MW: 709.7
Interactive 3D Structure
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View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight709.7
XLogP35.6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass708.25225
Monoisotopic Mass708.25225
Topological Polar Surface Area141 Ų
Heavy Atom Count47
Formal Charge0
Complexity1140
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
B7189-.1Jasplakinolide
bs-75038CJasplakinolide (high purity)
2792/100UJasplakinolide 100 µg
1689-05Jasplakinolide, jaspis johnstoni
164561-01Jasplakinolide discontinued. See 044973
MBS6091672-01Jasplakinolide (Jaspamide, NSC 613009)
D464985O(phenyl)-Triisopropylsilyl Jasplakinolide seco-Lactone Methyl Ester tertButyldimethylsilyl ether

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