Home Aminos Cyclosporin A, 6-[(2S,4R,6E)-4-methyl-2-(methylamino)-3-oxo-6-octenoic acid]-7-L-valine-

Cyclosporin A, 6-[(2S,4R,6E)-4-methyl-2-(methylamino)-3-oxo-6-octenoic acid]-7-L-valine-

CAS No.:
121584-18-7
Catalog Number:
AG0015BN
Molecular Formula:
C63H111N11O12
Molecular Weight:
1214.6219
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥95%
1 week
United States
$291
- +
5mg
99%
1 week
United States
$821
- +
10mg
99%
1 week
United States
$1335
- +
Product Description
Catalog Number:
AG0015BN
Chemical Name:
Cyclosporin A, 6-[(2S,4R,6E)-4-methyl-2-(methylamino)-3-oxo-6-octenoic acid]-7-L-valine-
CAS Number:
121584-18-7
Molecular Formula:
C63H111N11O12
Molecular Weight:
1214.6219
MDL Number:
MFCD00907207
IUPAC Name:
(3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-1,4,7,10,12,15,19,25,28-nonamethyl-33-[(E,2R)-2-methylhex-4-enoyl]-6,9,18,24-tetrakis(2-methylpropyl)-3,21,30-tri(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone
InChI:
InChI=1S/C63H111N11O12/c1-26-27-28-41(16)53(76)52-57(80)67-49(38(10)11)61(84)68(19)33-48(75)69(20)44(29-34(2)3)56(79)66-50(39(12)13)62(85)70(21)45(30-35(4)5)55(78)64-42(17)54(77)65-43(18)58(81)71(22)46(31-36(6)7)59(82)72(23)47(32-37(8)9)60(83)73(24)51(40(14)15)63(86)74(52)25/h26-27,34-47,49-52H,28-33H2,1-25H3,(H,64,78)(H,65,77)(H,66,79)(H,67,80)/b27-26+/t41-,42+,43-,44+,45+,46+,47+,49+,50+,51+,52+/m1/s1
InChI Key:
YJDYDFNKCBANTM-QCWCSKBGSA-N
SMILES:
C/C=C/C[C@H](C(=O)[C@H]1C(=O)N[C@@H](C(C)C)C(=O)N(C)CC(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N1C)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)C
UNII:
Q7ZP55KF3X
Properties
Complexity:
2410  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
11  
Defined Bond Stereocenter Count:
1  
Exact Mass:
1213.841g/mol
Formal Charge:
0
Heavy Atom Count:
86  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
1214.646g/mol
Monoisotopic Mass:
1213.841g/mol
Rotatable Bond Count:
15  
Topological Polar Surface Area:
276A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
7.7  
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Influence of P-glycoprotein modulators on cardiac uptake, metabolism, and effects of idarubicin. Pharmaceutical research 20011101
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Intracellular levels of two cyclosporin derivatives valspodar (PSC 833) and cyclosporin a closely associated with multidrug resistance-modulating activity in sublines of human colorectal adenocarcinoma HCT-15. Japanese journal of cancer research : Gann 20011001
Effect of PSC 833 liposomes and Intralipid on the transport of epirubicin in Caco-2 cells and rat intestines. Journal of controlled release : official journal of the Controlled Release Society 20010911
Cross-resistance to cytosine arabinoside in a multidrug-resistant human promyelocytic cell line selected for resistance to doxorubicin: implications for combination chemotherapy. British journal of haematology 20010901
Overexpression of glutathione S-transferase II and multidrug resistance transport proteins is associated with acquired tolerance to inorganic arsenic. Molecular pharmacology 20010801
Multidrug-resistance P-glycoprotein (MDR1) secretes platelet-activating factor. The Biochemical journal 20010801
Effects of the novel cyclosporine derivative PSC833 on glucose metabolism in rat primary cultures of neuronal and glial cells. Biochemical pharmacology 20010701
Induction of apoptosis in MDR1 expressing cells by daunorubicin with combinations of suboptimal concentrations of P-glycoprotein modulators. Cancer letters 20010626
The P-glycoprotein antagonist PSC 833 increases the plasma concentrations of 6alpha-hydroxypaclitaxel, a major metabolite of paclitaxel. Clinical cancer research : an official journal of the American Association for Cancer Research 20010601
Treatment with inhibitors of caspases, that are substrates of drug transporters, selectively permits chemotherapy-induced apoptosis in multidrug-resistant cells but protects normal cells. Leukemia 20010601
A phase I trial of doxorubicin, paclitaxel, and valspodar (PSC 833), a modulator of multidrug resistance. Clinical cancer research : an official journal of the American Association for Cancer Research 20010501
Combined action of PSC 833 (Valspodar), a novel MDR reversing agent, with mitoxantrone, etoposide and cytarabine in poor-prognosis acute myeloid leukemia. Leukemia 20010501
Oral delivery of taxanes. Investigational new drugs 20010501
Dexrazoxane significantly impairs the induction of doxorubicin resistance in the human leukaemia line, K562. British journal of cancer 20010401
Phase I/II study of the P-glycoprotein modulator PSC 833 in patients with acute myeloid leukemia. Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20010315
Assessment of active transport of HIV protease inhibitors in various cell lines and the in vitro blood--brain barrier. AIDS (London, England) 20010309
P-glycoprotein-mediated transport of digitoxin, alpha-methyldigoxin and beta-acetyldigoxin. Naunyn-Schmiedeberg's archives of pharmacology 20010301
Phase I study of intravenous PSC-833 and doxorubicin: reversal of multidrug resistance. Japanese journal of cancer research : Gann 20010201
Screening of multidrug-resistance sensitive drugs by in situ brain perfusion in P-glycoprotein-deficient mice. Pharmaceutical research 20010201
In vitro and in vivo reversal of P-glycoprotein-mediated multidrug resistance by a novel potent modulator, XR9576. Cancer research 20010115
Modulator activity of PSC 833 and cyclosporin-A in vincristine and doxorubicin-selected multidrug resistant murine leukemic cells. Leukemia research 20010101
A reexamination of PSC 833 (Valspodar) as a cytotoxic agent and in combination with anticancer agents. Cancer chemotherapy and pharmacology 20010101
Selective susceptibility of transformed T lymphocytes to induction of apoptosis by PSC 833, an inhibitor of P-glycoprotein. Oncology research 20010101
Functional and histochemical analysis of MDR3 P-glycoprotein in a tetracycline-controlled gene expression system. European journal of medical research 20001229
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