Name: Name:calicheamicin gamma(1)I
Brand: Angene
SKU: AG008TLI
Rating: 90 (10 reviews)

calicheamicin gamma(1)I

CAS No.:

108212-75-5

Catalog Number:

AG008TLI

Molecular Formula:

C55H74IN3O21S4

Molecular Weight:

1368.3480

Pack Size

Purity

Availability

Location

Price(USD)

Quantity

1mg

98%

1 week

United States

$543

- +

5mg

98%

1 week

United States

$1168

- +

Product Description

Catalog Number:

AG008TLI

Chemical Name:

calicheamicin gamma(1)I

CAS Number:

108212-75-5

Molecular Formula:

C55H74IN3O21S4

Molecular Weight:

1368.3480

MDL Number:

MFCD30478834

IUPAC Name:

S-[(2R,3S,4S,6S)-6-[[(2R,3S,4S,5R,6R)-5-[(2S,4S,5S)-5-(ethylamino)-4-methoxyoxan-2-yl]oxy-4-hydroxy-6-[[(2S,5Z,9R,13Z)-9-hydroxy-12-(methoxycarbonylamino)-13-[2-(methyltrisulfanyl)ethylidene]-11-oxo-2-bicyclo[7.3.1]trideca-1(12),5-dien-3,7-diynyl]oxy]-2-methyloxan-3-yl]amino]oxy-4-hydroxy-2-methyloxan-3-yl] 4-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5-iodo-2,3-dimethoxy-6-methylbenzenecarbothioate

InChI:

InChI=1S/C55H74IN3O21S4/c1-12-57-30-24-73-35(22-34(30)68-6)78-48-43(63)40(26(3)75-53(48)77-33-17-15-13-14-16-19-55(67)23-32(61)41(58-54(66)72-10)38(33)29(55)18-20-82-84-81-11)59-80-36-21-31(60)50(28(5)74-36)83-51(65)37-25(2)39(56)46(49(71-9)45(37)69-7)79-52-44(64)47(70-8)42(62)27(4)76-52/h13-14,18,26-28,30-31,33-36,40,42-44,47-48,50,52-53,57,59-60,62-64,67H,12,20-24H2,1-11H3,(H,58,66)/b14-13-,29-18-/t26-,27+,28-,30+,31+,33+,34+,35+,36+,40-,42+,43+,44-,47-,48-,50-,52+,53+,55+/m1/s1

InChI Key:

HXCHCVDVKSCDHU-GPCZLZLMSA-N

SMILES:

CSSSC/C=C\1/C2=C(NC(=O)OC)C(=O)C[C@@]1(O)C#C/C=C\C#C[C@@H]2O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O[C@@H]1OC[C@@H]([C@H](C1)OC)NCC)O)NO[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)SC(=O)c1c(C)c(I)c(c(c1OC)OC)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)OC)O

Properties

Complexity:

2500

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

1367.274g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

1368.341g/mol

Monoisotopic Mass:

1367.274g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

410A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

Literature

Title	Journal
A total synthesis trilogy: calicheamicin γ1(I), Taxol®, and brevetoxin A.	Chemical record (New York, N.Y.) 20120801
A DNA-dependent stress response involving DNA-PK occurs in hypoxic cells and contributes to cellular adaptation to hypoxia.	Journal of cell science 20110601
Calicheamicin γ1(I) and phenyl tert-butyl nitrone (PBN): observation of a kinetic isotope effect by an ESR study.	Chemical communications (Cambridge, England) 20100207
Inspirations, discoveries, and future perspectives in total synthesis.	The Journal of organic chemistry 20090206
The reactivity of calicheamicin gamma(1)(I) in the minor groove of DNA: the decisive role of the environment.	Chemistry (Weinheim an der Bergstrasse, Germany) 20070101
Spin-trapping of the p-benzyne intermediates from ten-membered enediyne calicheamicin gamma1I.	Organic letters 20061123
Involvement of poly(ADP-ribose) polymerase-1 and XRCC1/DNA ligase III in an alternative route for DNA double-strand breaks rejoining.	The Journal of biological chemistry 20041231
Antibody-targeted chemotherapy with the calicheamicin conjugate hu3S193-N-acetyl gamma calicheamicin dimethyl hydrazide targets Lewisy and eliminates Lewisy-positive human carcinoma cells and xenografts.	Clinical cancer research : an official journal of the American Association for Cancer Research 20040701
Resistance to enediyne antitumor antibiotics by CalC self-sacrifice.	Science (New York, N.Y.) 20030912
Activation of the DNA-dependent protein kinase by drug-induced and radiation-induced DNA strand breaks.	Radiation research 20030901
Synthesis of a novel N[bond]O-interglycosidic disaccharide.	Carbohydrate research 20030812
On the origin of deoxypentoses: evidence to support a glucose progenitor in the biosynthesis of calicheamicin.	Chembiochem : a European journal of chemical biology 20021104
Thiols alter the partitioning of calicheamicin-induced deoxyribose 4'-oxidation reactions in the absence of DNA radical repair.	Chemical research in toxicology 20010501