Imetelstat
Also known as GRN 163L, imetelstatum, 5'-(O-(2-Hydroxy-3-((1-oxohexadecyl)amino)propyl) hydrogen phosphorothioate)-d(3'-amino-3'-deoxy-p-thio)(T-A-G-G-G-T-T-A-G-A-C-A-A)
Key facts
What buyers check first
- CAS number
- 868169-64-6
- Formula
- C148H211N68O53P13S13
- Molar mass
- 4,610.27 g/mol
- HS code
- 293499
- Category
- Heterocyclic compounds
What is Imetelstat?
Plain description, key identifiers and synonyms
Imetelstat is a synthetic lipid-conjugated, 13-mer oligonucleotide N3'-P5'-thio-phosphoramidate with potential antineoplastic activity. Complementary to the template region of telomerase (hTR) RNA, imetelstat acts as a competitive enzyme inhibitor that binds and blocks the active site of the enzyme (a telomerase template antagonist), a mechanism of action which differs from that for the antisense oligonucleotide-mediated inhibition of telomerase activity through telomerase mRNA binding. Inhibition of telomerase activity in tumor cells by imetelstat results in telomere shortening, which leads to cell cycle arrest or apoptosis.
Imetelstat is an experimental cancer drug.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- N-[3-[[(2S,3S,5R)-3-[[[(2S,3S,5R)-3-[[[(2S,3S,5R)-3-[[[(2S,3S,5R)-3-[[[(2S,3S,5R)-3-[[[(2S,3S,5R)-3-[[[(2S,3S,5R)-3-[[[(2S,3S,5R)-3-[[[(2S,3S,5R)-3-[[[(2S,3S,5R)-3-[[[(2S,3S,5R)-3-[[[(2S,3S,5R)-3-[[[(2S,3S,5R)-3-amino-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]amino]-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]amino]-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]amino]-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]amino]-5-(2-amino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]amino]-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]amino]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]amino]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]amino]-5-(2-amino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]amino]-5-(2-amino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]amino]-5-...
- CAS number
- 868169-64-6
- Molecular formula
- C148H211N68O53P13S13
- InChIKey
- LVZYXEALRXBLJZ-ISQYCPACSA-N
- InChI
- InChI=1S/C148H211N68O53P13S13/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-97(218)160-34-69(217)38-255-282(242,295)256-51-95-74(25-102(261-95)207-37-68(4)136(221)191-148(207)229)195-274(234,287)249-45-89-78(29-106(264-89)212-61-175-115-124(155)165-56-170-129(115)212)199-277(237,290)252-48-92-81(32-109(267-92)215-64-178-118-132(215)183-143(158)187-139(118)224)202-280(240,293)254-50-94-82(33-110(269-94)216-65-179-119-133(216)184-144(159)188-140(119)225)203-281(241,294)253-49-93-79(30-107(268-93)213-62-176-116-130(213)181-141(156)185-137(116)222)200-278(238,291)246-42-86-72(23-100(260-86)205-35-66(2)134(219)189-146(205)227)193-272(232,285)245-41-85-73(24-101(259-85)206-36-67(3)135(220)190-147(206)228)194-273(233,286)248-44-88-77(28-105(263-88)211-60-174-114-123(154)164-55-169-128(114)211)198-276(236,289)251-47-91-80(31-108(266-91)214-63-177-117-131(214)182-142(157)186-138(117)223)201-279(239,292)250-46-90-76(27-104(265-90)210-59-173-113-122(153)163-54-168-127(113)210)197-275(235,288)244-40-84-71(22-99(258-84)204-20-19-96(150)180-145(204)226)192-271(231,284)247-43-87-75(26-103(262-87)209-58-172-112-121(152)162-53-167-126(112)209)196-270(230,283)243-39-83-70(149)21-98(257-83)208-57-171-111-120(151)161-52-166-125(111)208/h19-20,35-37,52-65,69-95,98-110,217H,5-18,21-34,38-51,149H2,1-4H3,(H,160,218)(H,242,295)(H2,150,180,226)(H2,151,161,166)(H2,152,162,167)(H2,153,163,168)(H2,154,164,169)(H2,155,165,170)(H,189,219,227)(H,190,220,228)(H,191,221,229)(H2,192,231,284)(H2,193,232,285)(H2,194,233,286)(H2,195,234,287)(H2,196,230,283)(H2,197,235,288)(H2,198,236,289)(H2,199,237,290)(H2,200,238,291)(H2,201,239,292)(H2,202,240,293)(H2,203,241,294)(H3,156,181,185,222)(H3,157,182,186,223)(H3,158,183,187,224)(H3,159,184,188,225)/t69?,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83+,84+,85+,86+,87+,88+,89+,90+,91+,92+,93+,94+,95+,98+,99+,100+,101+,102+,103+,104+,105+,106+,107+,108+,109+,110+,270?,271?,272?,273?,274?,275?,276?,277?,278?,279?,280?,281?,282?/m0/s1
- Canonical SMILES
- CCCCCCCCCCCCCCCC(=O)NCC(O)COP(O)(=S)OCC1OC(n2cc(C)c(=O)[nH]c2=O)CC1NP(O)(=S)OCC1OC(n2cnc3c(N)ncnc32)CC1NP(O)(=S)OCC1OC(n2cnc3c(=O)[nH]c(N)nc32)CC1NP(O)(=S)OCC1OC(n2cnc3c(=O)[nH]c(N)nc32)CC1NP(O)(=S)OCC1OC(n2cnc3c(=O)[nH]c(N)nc32)CC1NP(O)(=S)OCC1OC(n2cc(C)c(=O)[nH]c2=O)CC1NP(O)(=S)OCC1OC(n2cc(C)c(=O)[nH]c2=O)CC1NP(O)(=S)OCC1OC(n2cnc3c(N)ncnc32)CC1NP(O)(=S)OCC1OC(n2cnc3c(=O)[nH]c(N)nc32)CC1NP(O)(=S)OCC1OC(n2cnc3c(N)ncnc32)CC1NP(O)(=S)OCC1OC(n2ccc(N)nc2=O)CC1NP(O)(=S)OCC1OC(n2cnc3c(N)ncnc32)CC1NP(O)(=S)OCC1OC(n2cnc3c(N)ncnc32)CC1N
- Isomeric SMILES
- CCCCCCCCCCCCCCCC(=O)NCC(COP(=S)(O)OC[C@@H]1[C@H](C[C@@H](O1)N2C=C(C(=O)NC2=O)C)NP(=S)(O)OC[C@@H]3[C@H](C[C@@H](O3)N4C=NC5=C(N=CN=C54)N)NP(=S)(O)OC[C@@H]6[C@H](C[C@@H](O6)N7C=NC8=C7N=C(NC8=O)N)NP(=S)(O)OC[C@@H]9[C@H](C[C@@H](O9)N1C=NC2=C1N=C(NC2=O)N)NP(=S)(O)OC[C@@H]1[C@H](C[C@@H](O1)N1C=NC2=C1N=C(NC2=O)N)NP(=S)(O)OC[C@@H]1[C@H](C[C@@H](O1)N1C=C(C(=O)NC1=O)C)NP(=S)(O)OC[C@@H]1[C@H](C[C@@H](O1)N1C=C(C(=O)NC1=O)C)NP(=S)(O)OC[C@@H]1[C@H](C[C@@H](O1)N1C=NC2=C(N=CN=C21)N)NP(=S)(O)OC[C@@H]1[C@H](C[C@@H](O1)N1C=NC2=C1N=C(NC2=O)N)NP(=S)(O)OC[C@@H]1[C@H](C[C@@H](O1)N1C=NC2=C(N=CN=C21)N)NP(=S)(O)OC[C@@H]1[C@H](C[C@@H](O1)N1C=CC(=NC1=O)N)NP(=S)(O)OC[C@@H]1[C@H](C[C@@H](O1)N1C=NC2=C(N=CN=C21)N)NP(=S)(O)OC[C@@H]1[C@H](C[C@@H](O1)N1C=NC2=C(N=CN=C21)N)N)O
Synonyms
- GRN 163L
- imetelstatum
- 5'-(O-(2-Hydroxy-3-((1-oxohexadecyl)amino)propyl) hydrogen phosphorothioate)-d(3'-amino-3'-deoxy-p-thio)(T-A-G-G-G-T-T-A-G-A-C-A-A)
- DNA, d(3'-amino-3'-deoxy-p-thio)(T-A-G-G-G-T-T-A-G-A-C-A-A), 5'-(O-(2-hydroxy-3-((1-oxohexadecyl)amino)propyl) hydrogen phosphorothioate)
- Rytelo
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 | 4,610.27 g/molcalc.Computed value |
|---|---|
| Exact mass | 4,606.8864 Dacalc.Computed value |
| LogP (octanol/water) | -2.05calc.Computed value |
| Topological polar surface area | 1,664 Ųcalc.Computed value |
| Hydrogen bond donors | 45calc.Computed value |
| Hydrogen bond acceptors | 88calc.Computed value |
| Rotatable bonds | 95calc.Computed value |
| Heavy atoms | 295calc.Computed value |
| Rings | 35calc.Computed value |
| Aromatic rings | 22calc.Computed value |
| Fraction sp3 carbons | 0.58calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 53calc.Computed value |
| Lipinski rule of five | Fails (3 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Safety 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.
Imetelstat suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
Post one free request and suppliers who make or trade Imetelstat can send you quotes. Your contact details stay private until you accept a quote.
Imetelstat price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Enzyme Inhibitors
Pharmacology
Imetelstat is an Oligonucleotide Telomerase Inhibitor. The mechanism of action of imetelstat is as an Oligonucleotide Telomerase Inhibitor.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Imetelstat 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 Imetelstat is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Imetelstat, based on the data on this page
What is Imetelstat?
What is the CAS number of Imetelstat?
What is the molecular formula and weight of Imetelstat?
What is Imetelstat used for?
Is Imetelstat hazardous?
What is the HS code of Imetelstat?
Where can I buy Imetelstat?
What is the price of Imetelstat?
Guides for buyers
Practical guides that help when you source, ship or handle Imetelstat
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- 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, Trade and logisticsHS codes for chemicals and why they matterHow the Harmonized System classifies chemicals, the chapters that matter, the rules for chemically defined compounds and mixtures, and practical steps to find the right code.Read
Get quotes for Imetelstat
Embed this structure on your websiteShow code
Paste this code into your page to show the 2D structure of Imetelstat with a 3D view, its CAS number where known and a link back to this page. Free to use with the link kept.
<iframe src="https://www.compoundlist.com/embed/structure/imetelstat-868169-64-6" title="Imetelstat structure on CompoundList" width="360" height="420" style="border:1px solid #E7E2DA;border-radius:12px;max-width:100%" loading="lazy" referrerpolicy="strict-origin-when-cross-origin"></iframe>Explore more in Heterocyclic compounds or HS code 293499