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Prolylrapamycin

CAT: 0931-T88966-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-T88966-01Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
156223-31-3
Target
Antifungal
Related Pathways
Microbiology/Virology
Bioactivity
Prolylrapamycin (21-Norrapamycin), a derivative of Rapamycin, exhibits antifungal activity. It effectively inhibits Candida albicans, Saccharomyces cerevisiae, and Fusarium oxysporum with MIC values ranging from 0.125 to 2 μg/mL.
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

23,27-Epoxy-1H,3H-pyrrolo[2,1-c][1,4]oxaazacyclohentriacontine-1,5,11,28,29(4H,6H)-pentone, 9,10,12,13,14,21,22,23,24,25,26,27,31,32,33,33a-hexadecahydro-9,27-dihydroxy-3-[(1R)-2-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethyl]-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-, (3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,33aS)-
CAS Number156223-31-3
PubChem CID166639500
IUPAC Name(1R,8S,14R,15E,17R,20R,22S,25E,27Z,31S,34R)-1,17-dihydroxy-11-[(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-18,29-dimethoxy-14,16,20,22,28,34-hexamethyl-10,35-dioxa-4-azatricyclo[29.3.1.04,8]pentatriaconta-15,23,25,27-tetraene-2,3,9,13,19-pentone
Molecular FormulaC50H77NO13
Molecular Weight900.1
XLogP5.7
Topological Polar Surface Area195
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count6
Heavy Atom Count64
Formal Charge0
Complexity1740
SMILES
C[C@@H]1CC[C@H]2CC(/C(=C\C=C\C=C[C@H](C[C@H](C(=O)C([C@@H](/C(=C/[C@H](C(=O)CC(OC(=O)[C@@H]3CCCN3C(=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/C50H77NO13/c1-29-15-12-11-13-16-30(2)41(60-8)27-37-20-18-35(7)50(59,64-37)47(56)48(57)51-22-14-17-38(51)49(58)63-42(32(4)25-36-19-21-39(52)43(26-36)61-9)28-40(53)31(3)24-34(6)45(55)46(62-10)44(54)33(5)23-29/h11-13,15-16,24,29,31-33,35-39,41-43,45-46,52,55,59H,14,17-23,25-28H2,1-10H3/b13-11+,15-12?,30-16-,34-24+/t29-,31-,32-,33-,35-,36+,37+,38+,39-,41?,42?,43-,45-,46?,50-/m1/s1
InChIKey
RUAWAUYKGXTUTF-AKSMQARFSA-N
Chemical Structure
2D Structure
2D structure of 23,27-Epoxy-1H,3H-pyrrolo[2,1-c][1,4]oxaazacyclohentriacontine-1,5,11,28,29(4H,6H)-pentone, 9,10,12,13,14,21,22,23,24,25,26,27,31,32,33,33a-hexadecahydro-9,27-dihydroxy-3-[(1R)-2-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethyl]-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-, (3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,33aS)-
CAS: 156223-31-3
CID: 166639500
Formula: C50H77NO13
MW: 900.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight900.1
XLogP35.7
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count6
Exact Mass899.53949151
Monoisotopic Mass899.53949151
Topological Polar Surface Area195 Ų
Heavy Atom Count64
Formal Charge0
Complexity1740
Isotope Atom Count0
Defined Atom Stereocenter Count12
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count1
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
GTR19238381-01Prolylrapamycin
RM-R161304-0121-Norrapamycin; Prolylrapamycin

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