Jasplakinolide
Also known as Jaspamide, (3R,6S,9S,11E,13R,15S,19R)-3-((2-bromo-1H-indol-3-yl)methyl)-19-(4-hydroxyphenyl)-4,6,9,11,13,15-hexamethyl-1,4,7-triazacyclononadec-11-ene-2,5,8,17-tetrone, Jaspamide, NSC 613009
Key facts
What buyers check first
- CAS number
- 102396-24-7
- Formula
- C36H45BrN4O6
- Molar mass
- 709.68 g/mol
- HS code
- 293499
- Category
- Insecticides and acaricides
What is Jasplakinolide?
Plain description, key identifiers and synonyms
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.
Identifiers
Registry numbers, names and line notations, tap to copy
- 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
- CAS number
- 102396-24-7 CAS number cross-checked
- Molecular formula
- C36H45BrN4O6
- InChIKey
- GQWYWHOHRVVHAP-DHKPLNAMSA-N
- 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
- Canonical SMILES
- CC1=CC(C)CC(C)OC(=O)CC(c2ccc(O)cc2)NC(=O)C(Cc2c(Br)[nH]c3ccccc23)N(C)C(=O)C(C)NC(=O)C(C)C1
- Isomeric 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
Synonyms
- Jaspamide
- (3R,6S,9S,11E,13R,15S,19R)-3-((2-bromo-1H-indol-3-yl)methyl)-19-(4-hydroxyphenyl)-4,6,9,11,13,15-hexamethyl-1,4,7-triazacyclononadec-11-ene-2,5,8,17-tetrone
- Jaspamide, NSC 613009
- C36H45BrN4O6
- Jasplakinolide, >=97% (HPLC)
- Cyclo[(3R)-3-(4-hydroxyphenyl)-beta-alanyl-(2S,4E,6R,8S)-8-hydroxy-2,4,6-trimethyl-4-nonenoyl-L-alanyl-2-bromo-N-methyl-D-tryptophyl]
- beta-Alanine,4,6-trimethyl- 1-oxo-4-nonenyl)-L-alanyl]-N-methyl-D-tryptophyl]- 3-(4-hydroxyphenyl)-, rho-lactone,[2S-[1(S*),2R*,4E,6S*,8R*]]-
- Cyclo[(3R)-3-(4-hydroxyphenyl)-beta-alanyl-(2S,6R,8S)- 8-hydroxy-2,4,6-trimethyl-4-nonenoyl-L-alanyl-2-bromo- N-methyl-D-tryptophyl]
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 709.68 g/molcalc.Computed value |
|---|---|
| Exact mass | 708.2522 Dacalc.Computed value |
| LogP (octanol/water) | 5.7calc.Computed value |
| Topological polar surface area | 140.8 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 4calc.Computed value |
| Hydrogen bond acceptors | 6calc.Computed value |
| Rotatable bonds | 3calc.Computed value |
| Heavy atoms | 47calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 3calc.Computed value |
| Fraction sp3 carbons | 0.44calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 6calc.Computed value |
| Lipinski rule of five | Fails (2 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1CCC=CCCCOC(=O)CC(c2ccccc2)NC(=O)C(Cc2c[nH]c3ccccc23)NC(=O)CN1
4 rings, 39 atoms.
5 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Jasplakinolide suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- United States, HopkintonUnclaimed profileJasplakinolideGrade, purity and minimum order on requestPrice on request
- United Kingdom, AvonmouthUnclaimed profileJasplakinolideGrade, purity and minimum order on requestPrice on request
- United States, St. PaulUnclaimed profileJasplakinolideGrade, purity and minimum order on requestPrice on request
- China, ChangzhouUnclaimed profileJasplakinolideGrade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
4 suppliers in 3 countries
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Jasplakinolide price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Antifungal Agents
- Antineoplastic Agents
- Insecticides
Roles
- actin polymerisation inducer
- animal metabolite
- antifungal agent
- antimicrobial agent
- antineoplastic agent
- apoptosis inducer
- eukaryotic metabolite
- marine metabolite
- metabolite
- neuroprotective agent
- pharmaceutical
- protective agent
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Jasplakinolide is traded under.
Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934
- United States24.5%
- Germany23.1%
- Japan4.5%
The HS code shown for Jasplakinolide is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Jasplakinolide, based on the data on this page
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Guides for buyers
Practical guides that help when you source, ship or handle Jasplakinolide
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, RegulationREACH basics for non EU exportersWhat EU REACH requires, why non EU manufacturers use an only representative, tonnage bands, joint registration, exemptions, SDS and label duties, and practical steps.Read
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