53123-88-9

  • Product Name:Rapamycin
  • Molecular Formula:C51H79NO13
  • Purity:99%
  • Molecular Weight:914.187
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Product Details

pd_meltingpoint:183-185 ºC

Appearance:white to off-white solid

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What is the Rapamycin ?

Rapamycin is white to off-white solid, while it's Molecular Formula is C51H79NO13. Rapamycin is an immunosuppressant that is used primarily to prevent the rejection of organ and bone marrow transplant. It was first described as a potent inhibitor of IL-2 activation of lymphocytes (IC50 = 5 pM). It is now known that rapamycin specifically interacts with the cytosolic FK-binding protein 12 (FKBP12) to form a complex which inhibits the mammalian target of rapamycin (mTOR) pathway by directly binding to mTOR Complex 1 (mTORC1). Rapamycin and other inhibitors of mTORC1 signaling show potential in treating cancer, adipogenesis, diabetes, tuberous sclerosis, and cardiovascular disease.[Cayman Chemical]

What is the CAS number for Rapamycin ?

The CAS number of Rapamycin is 53123-88-9.

More information of Rapamycin 53123-88-9 are:

Synonyms

Stereoisomer of 9,10,12,13,14,21,22,23,24,25,26,27,32,33,34, 34a-hexadecahydro-9,27-dihydroxy-3-[2-(4-hydroxy-3- methoxycyclohexyl)-1-methylethyl]-10,21-dimethoxy-6,8,12,14, 20, 26-hexamethyl-23,27-epoxy-3H-pyrido[2,1-c][1, 4]oxaazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone;RAP;Sirolimus [USAN:BAN:INN];23,27-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine-1,5,11,28,29;AY 22989;Rapamycin (TN);RPM;23,27-Epoxy-3H-pyrido(2,1-c)(1,4)oxaazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone,;(6H,31H)-pentone, 4,9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-;3H-pyrido(2,1-c)(1,4)oxaazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone;Antibiotic AY 22989;AY-22989;23,27-Epoxy-3H-pyrido(2,1-c)(1,4)oxaazacyclohentriacontine;9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-hexadecahydro-9,27-dihydroxy-3-;-3-methoxycyclohexyl]-1-methylethyl]-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-,;Siroliums(Rapamycin);Sirolimus (Rapamycin);Rapamycin(Sirolimus);Sirolimus[USAN:BAN:INN];

CAS Number

53123-88-9

Molecular Formula

C51H79NO13

Molecular Weight

914.187

Density

1.182 g/cm3

Melting Point

183-185 ºC

Boiling Point

973.017 ºC at 760 mmHg

Flash Point

542.261 ºC

HS CODE

29349990

PSA

195.43000

LogP

6.11850

Pka

10.40±0.70(Predicted)

What is Rapamycin (53123-88-9) used for?

Rapamycin is a member of the macrolide immunosuppressant family and a FRAP inhibitor. Rapamycin exhibits binding and inhibitory actions to the FK506 binding protein (FKBP5) proline rotamase via simultaneous binding by FKBP12 and FRAP. FRAP (RAFT1) proteins exhibit homology to PI 4- and PI 3-kinases, which have PI 4-kinase and autophosphorylating activities. The rapamycin/FKBP complex does not inhibit the FRAP PI 4-kinase activity, but does inhibit FRAP autophosphorylation. Rapamycin is unique in its ability to inhibit lymphokine induced cell proliferation at the G1 and S phase as well as an irreversible cellular arrest at the G1 phase in S. cerevisiae cells. Rapamycin also exhibits selective signal blocking leading to the activation of p70/85 S6 kinase, which is potentially due to the inhibition of FRAP autophosphorylation or protein kinase activity. Rapamycin also exhibits Angiogenesis inhibition, possibly through the inhibition of the Akt pathway. Rapamycin is an inhibitor of mTOR. Rapamycin is also known as Rapamune, 23,27-Epoxy-3H-pyrido[2,1-c] oxaazacyclohentriacontine, AY 22989, and mTOR Inhibitor I.

InChI:InChI=1/C51H79NO13/c1-30-16-12-11-13-17-31(2)42(61-8)28-38-21-19-36(7)51(60,65-38)48(57)49(58)52-23-15-14-18-39(52)50(59)64-43(33(4)26-37-20-22-40(53)44(27-37)62-9)29-41(54)32(3)25-35(6)46(56)47(63-10)45(55)34(5)24-30/h11-13,16-17,25,30,32-34,36-40,42-44,46-47,53,56,60H,14-15,18-24,26-29H2,1-10H3/b13-11+,16-12-,31-17+,35-25+/t30-,32-,33-,34-,36-,37+,38?,39+,40-,42+,43+,44-,46-,47+,51-/m1/s1

Articles related to Rapamycin:

Article

Source

Total synthesis of rapamycin

Nicolaou,Chakraborty,Piscopio,Minowa,Bertinato

, p. 4419 - 4420 (1993)

Therapeutic Targets for Alzheimer's Disease

-

Page/Page column, (2015/05/26)

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