Maytansine
Also known as Maitansine, Maitansina, Maytansin
Key facts
What buyers check first
- CAS number
- 35846-53-8
- Formula
- C34H46ClN3O10
- Molar mass
- 692.21 g/mol
- EC number
- 252-754-7
- HS code
- 293499
- Category
- Heterocyclic compounds
What is Maytansine?
Plain description, key identifiers and synonyms
Maytansine is an organic heterotetracyclic compound and 19-membered macrocyclic lactam antibiotic originally isolated from the Ethiopian shrub Maytenus serrata but also found in other Maytenus species. It exhibits cytotoxicity against many tumour cell lines. It has a role as an antimicrobial agent, an antineoplastic agent, a tubulin modulator, an antimitotic and a plant metabolite. It is a carbamate ester, an epoxide, an organochlorine compound, an organic heterotetracyclic compound, an alpha-amino acid ester and a maytansinoid.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- [(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)-2-[acetyl(methyl)amino]propanoate
- CAS number
- 35846-53-8 CAS number cross-checked
- EC number
- 252-754-7
- Molecular formula
- C34H46ClN3O10
- UNII
- 14083FR882
- MDL number
- MFCD28127038
- InChIKey
- WKPWGQKGSOKKOO-RSFHAFMBSA-N
- InChI
- InChI=1S/C34H46ClN3O10/c1-18-11-10-12-26(45-9)34(43)17-25(46-32(42)36-34)19(2)30-33(5,48-30)27(47-31(41)20(3)37(6)21(4)39)16-28(40)38(7)23-14-22(13-18)15-24(44-8)29(23)35/h10-12,14-15,19-20,25-27,30,43H,13,16-17H2,1-9H3,(H,36,42)/b12-10+,18-11+/t19-,20+,25+,26-,27+,30+,33+,34+/m1/s1
- Canonical SMILES
- COc1cc2cc(c1Cl)N(C)C(=O)CC(OC(=O)C(C)N(C)C(C)=O)C1(C)OC1C(C)C1CC(O)(NC(=O)O1)C(OC)C=CC=C(C)C2
- Isomeric SMILES
- C[C@@H]1[C@@H]2C[C@]([C@@H](/C=C/C=C(/CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)C[C@@H]([C@]4([C@H]1O4)C)OC(=O)[C@H](C)N(C)C(=O)C)C)\C)OC)(NC(=O)O2)O
Synonyms
- Maitansine
- Maitansina
- Maytansin
- Maitansinum
- Maysanine
- Emtansine
- DMMO Maytansine
- DMMO-Maytansine
- DM1, Maytansinoid
- DM4, Maytansinoid
- N2'-Deacetyl-N2'-(4-mercapto-4-methyl-1-oxopentyl)maytansine
- Maytansine (USAN)
- (3beta,4beta,5beta,10beta,11e,13e)-Maytansine
- Maytansine?
- (4beta,5beta,11E,13E)-maytansine
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 | 692.21 g/molcalc.Computed value |
|---|---|
| Exact mass | 691.2872 Dacalc.Computed value |
| LogP (octanol/water) | 3.53calc.Computed value |
| Topological polar surface area | 156.5 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 10calc.Computed value |
| Rotatable bonds | 5calc.Computed value |
| Heavy atoms | 48calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.59calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 8calc.Computed value |
| Lipinski rule of five | Passes (1 violation)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=C1CCC2OC2CC2CC(CC=CC=CCc3cccc(c3)N1)NC(=O)O2
4 rings, 28 atoms.
118 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H341Suspected of causing genetic defects.
- H361dSuspected of damaging the unborn child.
- H372Causes damage to organs through prolonged or repeated exposure.
Precautionary statements (9)
- P203Obtain, read and follow all safety instructions before use.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P318If exposed or concerned, get medical advice.
- P319Get medical help if you feel unwell.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidMaytansine suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- United States, San DiegoUnclaimed profileMaytansineGrade, purity and minimum order on requestPrice on request
- United States, SomervilleUnclaimed profileMaytansineGrade, purity and minimum order on requestPrice on request
- Japan, TokyoUnclaimed profileMaytansineGrade, purity and minimum order on requestPrice on request
- United States, San DiegoUnclaimed profileMaytansineGrade, purity and minimum order on requestPrice on request
- Price on request
- China, ChangshaUnclaimed profileMaytansineGrade, 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
6 suppliers in 3 countries
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Maytansine 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
Pharmacological actions
- Antineoplastic Agents, Phytogenic
- Tubulin Modulators
Roles
- antimicrobial agent
- antimitotic
- antineoplastic agent
- eukaryotic metabolite
- metabolite
- pharmaceutical
- plant metabolite
- tubulin modulator
Pharmacology
Maytansine is an ansamycin antibiotic originally isolated from the Ethiopian shrub Maytenus serrata. Maytansine binds to tubulin at the rhizoxin binding site, thereby inhibiting microtubule assembly, inducing microtubule disassembly, and disrupting mitosis. Maytansine exhibits cytotoxicity against many tumor cell lines and may inhibit tumor growth in vivo. (NCI04)
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 Maytansine 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 Maytansine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Maytansine, based on the data on this page
What is Maytansine?
What is the CAS number of Maytansine?
What is the molecular formula and weight of Maytansine?
What is Maytansine used for?
Is Maytansine hazardous?
What is the HS code of Maytansine?
Where can I buy Maytansine?
What is the price of Maytansine?
Guides for buyers
Practical guides that help when you source, ship or handle Maytansine
- 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, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.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
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