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Maytansine

CAT: 0013-GTR19155249-03Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19155249-03Size:500 mg
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Description
Maytansine, an ansamycin antibiotic originally isolated from the Ethiopian shrub Maytenus serrata, inhibits the assembly of microtubules by binding to tubulin at the rhizoxin binding site.
CAS Number
35846-53-8
Product Name Alternative
NSC153858 | NSC 153858 | NSC-153858 | maytansine | Maitansine | Maitansina
Purity
>98% (HPLC)
Solubility
DMSO:Soluble; Water:Insoluble
Smiles
CC (C (OC (CC (N (C) c1cc (CC (C) =CC=CC (C (C2) (N3) O) OC) cc (OC) c1Cl) =O) C1 (C) OC1C (C) C2OC3=O) =O) N (C) C (C) =O
Molecular Formula
C34H46ClN3O10
Molecular Weight
692.2
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Maytansine

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.

CAS Number35846-53-8
PubChem CID5281828
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
Molecular FormulaC34H46ClN3O10
Molecular Weight692.2
XLogP2
Topological Polar Surface Area156
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Heavy Atom Count48
Formal Charge0
Complexity1300
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
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
InChIKey
WKPWGQKGSOKKOO-RSFHAFMBSA-N
Chemical Structure
2D Structure
2D structure of Maytansine
CAS: 35846-53-8
CID: 5281828
Formula: C34H46ClN3O10
MW: 692.2
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight692.2
XLogP32
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Exact Mass691.2871724
Monoisotopic Mass691.2871724
Topological Polar Surface Area156 Ų
Heavy Atom Count48
Formal Charge0
Complexity1300
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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