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Rapamycin (Sirolimus)

CAT: 0607-A8167-10Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0607-A8167-10Size:10 mg
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Description
Original antifungal antibiotic
CAS Number
53123-88-9
Sequence
Sirolimus,(-)-Rapamycin, AY-22989, WY-090217, Antibiotic AY22989
Field of Research
PI3K Akt mTOR Signaling mTOR
Purity
0.98
Form
A solid
Solubility
≥45.7 mg/mL in DMSO; insoluble in H2O; ≥58.9 mg/mL in EtOH with ultrasonic
Smiles
O[C@H]1[C@H](OC)C[C@H](C[C@@H](C)[C@H](CC([C@H](C)/C=C(C)/[C@H]([C@@H](OC)C([C@@H](C[C@@H](/C=C/C=C/C=C(C)/[C@@H](OC)C[C@@H]2CC[C@@H](C)[C@@](C(C(N3[C@H]4CCCC3)=O)=O)(O)O2)C)C)=O)O)=O)OC4=O)CC1
Molecular Formula
C51H79NO13
Molecular Weight
914.18
Shipping Conditions
Blue ice
Storage Conditions
Desiccate at -20°C.

Chemical Information

Sirolimus

Sirolimus is a macrolide lactam isolated from Streptomyces hygroscopicus consisting of a 29-membered ring containing 4 trans double bonds, three of which are conjugated. It is an antibiotic, immunosupressive and antineoplastic agent. It has a role as an anticoronaviral agent, a geroprotector, an antineoplastic agent, an immunosuppressive agent, an antibacterial drug, a mTOR inhibitor and a bacterial metabolite. It is a macrolide lactam, an ether, an organic heterotricyclic compound, a secondary alcohol, a cyclic ketone, a cyclic acetal and an antibiotic antifungal drug.

CAS Number53123-88-9
PubChem CID5284616
IUPAC Name(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-12-[(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
Molecular FormulaC51H79NO13
Molecular Weight914.2
XLogP6
Topological Polar Surface Area195
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count6
Heavy Atom Count65
Formal Charge0
Complexity1760
SMILES
C[C@@H]1CC[C@H]2C[C@@H](/C(=C/C=C/C=C/[C@H](C[C@H](C(=O)[C@@H]([C@@H](/C(=C/[C@H](C(=O)C[C@H](OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@@]1(O2)O)[C@H](C)C[C@@H]4CC[C@H]([C@@H](C4)OC)O)C)/C)O)OC)C)C)/C)OC
InChI
InChI=1S/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
InChIKey
QFJCIRLUMZQUOT-HPLJOQBZSA-N
Chemical Structure
2D Structure
2D structure of Sirolimus
CAS: 53123-88-9
CID: 5284616
Formula: C51H79NO13
MW: 914.2
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight914.2
XLogP36
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count6
Exact Mass913.55514157
Monoisotopic Mass913.55514157
Topological Polar Surface Area195 Ų
Heavy Atom Count65
Formal Charge0
Complexity1760
Isotope Atom Count0
Defined Atom Stereocenter Count15
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
MBS8506576-01Rapamycin (Sirolimus)
100766Sirolimus (Rapamycin)
A10782-5000Rapamycin (Sirolimus) 5g
A10782-2000Rapamycin (Sirolimus) 2g
A10782-500Rapamycin (Sirolimus) 500mg
377114Sirolimus (Rapamycin) discontinued
A10782-1000Rapamycin (Sirolimus) 1g
A10782-200Rapamycin (Sirolimus) 200mg
A10782-25Rapamycin (Sirolimus) 25mg
A10782-10Rapamycin (Sirolimus) 10mg

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