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Ansamitocin P-3

CAT: 0804-HY-15739-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15739-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Ansamitocin P-3 (Antibiotic C 15003P3) is a microtubule inhibitor. Ansamitocin P-3 is a macrocyclic antitumor antibiotic.
CAS Number
66584-72-3
Product Name Alternative
Antibiotic C 15003P3; Maytansinol isobutyrate
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
ADC Payload; Antibiotic; Bacterial; Microtubule/Tubulin
Type
Natural Products
Related Pathways
Antibody-drug Conjugate/ADC Related; Anti-infection; Cell Cycle/DNA Damage; Cytoskeleton
Applications
Cancer-programmed cell death
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/Ansamitocin-P-3.html
Purity
99.16
Solubility
DMSO : ≥ 100 mg/mL
Smiles
ClC1=C(N(C)C(C[C@H](OC(C(C)C)=O)[C@@](O2)(C)[C@]2([H])[C@H](C)[C@]3([H])C[C@](NC(O3)=O)(O)[C@H](OC)/C=C/C=C(C)/C4)=O)C=C4C=C1OC
Molecular Formula
C32H43ClN2O9
Molecular Weight
635.14
Precautions
H302, H315, H319, H335
References & Citations
[1]Kiso T, et al. Screening for microtubule-disrupting antifungal agents by using a mitotic-arrest mutant of Aspergillus nidulans and novel action of phenylalanine derivatives accompanying tubulin loss. Antimicrob Agents Chemother. 2004 May;48 (5) :1739-48|[2]Venghateri JB, et al. Ansamitocin P3 depolymerizes microtubules and induces apoptosis by binding to tubulin at thevinblastine site. PLoS One. 2013 Oct 4;8 (10) :e75182.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Maytansinoids

Chemical Information

Ansamitocin P 3
CAS Number66584-72-3
PubChem CID443593
IUPAC Name[(1S,2R,3S,5S,6S,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] 2-methylpropanoate
Molecular FormulaC32H43ClN2O9
Molecular Weight635.1
XLogP3.1
Topological Polar Surface Area136
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count5
Heavy Atom Count44
Formal Charge0
Complexity1150
SMILES
C[C@@H]1[C@@H]2C[C@]([C@@H](C=CC=C(CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)C[C@@H]([C@]4([C@H]1O4)C)OC(=O)C(C)C)C)C)OC)(NC(=O)O2)O
InChI
InChI=1S/C32H43ClN2O9/c1-17(2)29(37)43-25-15-26(36)35(6)21-13-20(14-22(40-7)27(21)33)12-18(3)10-9-11-24(41-8)32(39)16-23(42-30(38)34-32)19(4)28-31(25,5)44-28/h9-11,13-14,17,19,23-25,28,39H,12,15-16H2,1-8H3,(H,34,38)/t19-,23+,24-,25+,28+,31+,32+/m1/s1
InChIKey
OPQNCARIZFLNLF-OWOYPUEESA-N
Chemical Structure
2D Structure
2D structure of Ansamitocin P 3
CAS: 66584-72-3
CID: 443593
Formula: C32H43ClN2O9
MW: 635.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight635.1
XLogP33.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count5
Exact Mass634.2657086
Monoisotopic Mass634.2657086
Topological Polar Surface Area136 Ų
Heavy Atom Count44
Formal Charge0
Complexity1150
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count2
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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