Rapamycin

Molecular Formula:

C51H79NO13

CAS number:

53123-88-9

EU number:

610-965-5

Fermentek product code:

Source:

Streptomyces hygroscopicus

Specifications

Appearance:

Off-white to slight yellow powder

Purity by HPLC:

≥98% ; refer to CoA for more data

Purity By TLC:

≥98% ; refer to CoA for more data

Melting point:

170-185°C

Solubility test:

Clear colorless solution at 200mg/ml DMSO

Chemical identification

Names and identifiers:

Synonyms: RAPA, Rapamune, Sirolimus, RPM, Antibiotic AY 22989

RTECS: VE6250000

Description:

Rapamycin (Sirolimus) is a macrolide compound that acts by selectively blocking the transcriptional activation of cytokines thereby inhibiting cytokine production. It is bioactive only when bound to IMMUNOPHILINS. Sirolimus (Rapamycin) is a potent immunosuppressant. Sirolimus (Rapamycin) possesses both antifungal and antineoplastic properties.

Molecular weight:

914.17

InChl Key:

QFJCIRLUMZQUOT-HPLJOQBZSA-N

Canonical SMILES:

CC1CCC2CC(C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)CC(OC(=O)C3CCCCN3C(=O)C(=O)C1(O2)O)C(C)CC4CCC(C(C4)OC)O)C)C)O)OC)C)C)C)OC

Isomeric SMILES:

C[[email protected]@H]1CC[[email protected]]2C[[email protected]@H](/C(=C/C=C/C=C/[[email protected]](C[[email protected]](C(=O)[[email protected]@H]([[email protected]@H](/C(=C/[[email protected]](C(=O)C[[email protected]](OC(=O)[[email protected]@H]3CCCCN3C(=O)C(=O)[[email protected]@]1(O2)O)[[email protected]](C)C[[email protected]@H]4CC[[email protected]]([[email protected]@H](C4)OC)O)C)/C)O)OC)C)C)/C)OC

Further Information

Solubility ( literature ):

Methanol, DMSO

Compound Classification:

macrolide immunosuppressor

Storage, handling:

-20°C. Protect from light and moisture. Hygroscopic.

Applications:

Research applications: Rapamycin Sirolimus inhibits cell motility by suppression of mTOR-mediated S6K1 and 4E-BP1 pathways. Rapamycin Sirolimus inhibits T-lymphocyte activation / proliferation occuring in response to antigenic and cytokine (Interleukin IL-2, IL-4, and IL-15) stimulation by a mechanism that is distinct from that of other immunosuppressing agents. Sirolimus also inhibits antibody production.

Composition

Ingredient type:

Fermentek product

Special Info

Available since:

2004

Other Fields

Title:

Transport information

Value:

Not hazardous for transport