Rapamycin

Basic Information


CAS ID: 53123-88-9
Molecular Formula: C51H79NO13
Molecular Weight: 914.2 g/mol
Monoisotopic Mass: 913.5551 g/mol
Class: Small Molecule
Natural Product: No
Other Names: WY-090217 | RAPAMUNE | SIROLIMUS | RAPAMYCIN | AY-22989
Analysis: Drug repositioning mechanism analysis

O O OH O O OH O O O N O O O OH


Compound Structure and Identifier


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 See All
InChI Key: QFJCIRLUMZQUOT-HPLJOQBZSA-N
Smiles: CO[C@@H]1C[C@H](C[C@@H](C)[C@@H]2CC(=O)[C@H](C)\C=C(/C)\[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)\C=C\C=C\C=C(/C)\[C@H](C[C@@H]3CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N4CCCC[C@H]4C(=O)O2)OC)CC[C@H]1O See All
Molfile: Download


Related Target


Target ID Name Interaction
T0363 Serine/threonine-protein kinase mTOR inhibitor
T1014 mTOR Complex 1 inhibitor
T1015 mTOR Complex 2 inhibitor

Related Fibrosis Property


Reference Record 1

PubMed ID 28751568 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model mice Fibrosis Disease Aortic fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 2

PubMed ID 28408970 Target ID
Uniprot ID Name
Model rat Fibrosis Disease Cardiac fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 3

PubMed ID 28194671 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model vitro,rat Fibrosis Disease Liver fibrosis
Process I
Process II HSC activation
Process III
Mechanism

Reference Record 4

PubMed ID 27798166 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model vitro,mice Fibrosis Disease Renal fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism Targeting mTOR signaling

Reference Record 5

PubMed ID 27663762 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model mice Fibrosis Disease Pulmonary fibrosis
Process I regulate cytokines and growth factors
Process II macrophage accumulation
Process III prevenet collagen deposition
Mechanism

Reference Record 6

PubMed ID 27694325 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model vitro,rat Fibrosis Disease Cardiac fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism Targeting mTOR pathway

Reference Record 7

PubMed ID 27257474 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model mice Fibrosis Disease Muscle fibrosis
Process I attenue inflammation
Process II
Process III prevenet collagen deposition
Mechanism Targeting mTOR signaling

Reference Record 8

PubMed ID 26980426 Target ID
Uniprot ID Name
Model vitro Fibrosis Disease Abdominal fibrosis
Process I
Process II fibroblasts proliferation
Process III
Mechanism

Reference Record 9

PubMed ID 26755732 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model vitro Fibrosis Disease Pulmonary fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 10

PubMed ID 26538632 Target ID
Uniprot ID Name
Model zebrafish Fibrosis Disease Renal fibrosis
Process I attenue inflammation
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 11

PubMed ID 26382847 Target ID
Uniprot ID Name
Model vitro,human,mice Fibrosis Disease Pulmonary fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 12

PubMed ID 25547416 Target ID
Uniprot ID Name
Model vitro,rat Fibrosis Disease Renal fibrosis
Process I attenue inflammation
Process II EMT
Process III prevenet collagen deposition
Mechanism Targeting mTOR signaling

Reference Record 13

PubMed ID 25542803 Target ID
Uniprot ID Name
Model vitro,rat Fibrosis Disease Renal fibrosis
Process I attenue inflammation
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 14

PubMed ID 24983318 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model mice Fibrosis Disease Liver fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism Targeting AMPK/mTORC1 axis

Reference Record 15

PubMed ID 24835866 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model vitro Fibrosis Disease Keloid
Process I
Process II
Process III prevenet collagen deposition
Mechanism Targeting mTOR pathways

Reference Record 16

PubMed ID 24404143 Target ID
Uniprot ID Name
Model rat Fibrosis Disease Liver fibrosis
Process I attenue inflammation
Process II cells proliferation
Process III prevenet collagen deposition
Mechanism Targeting AKT/mTOR signaling pathway

Reference Record 17

PubMed ID 24106124 Target ID
Uniprot ID Name
Model vitro,rabbit Fibrosis Disease Scar
Process I
Process II fibroblasts proliferation,myofibroblasts differentiation
Process III prevenet collagen deposition
Mechanism

Reference Record 18

PubMed ID 23907484 Target ID
Uniprot ID Name
Model vitro Fibrosis Disease Fibrosis
Process I
Process II EMT
Process III
Mechanism

Reference Record 19

PubMed ID 23561805 Target ID
Uniprot ID Name
Model mice Fibrosis Disease Bronchiolitis fibrosis
Process I
Process II fibroblasts migration
Process III
Mechanism

Reference Record 20

PubMed ID 23364979 Target ID
Uniprot ID Name
Model vitro Fibrosis Disease Idiopathic pulmonary fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism Targeting mTOR/p70S6K pathway

Reference Record 21

PubMed ID 22815997 Target ID
Uniprot ID Name
Model vitro,human,mice Fibrosis Disease Idiopathic pulmonary fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 22

PubMed ID 22470459 Target ID
Uniprot ID Name
Model vitro,mice Fibrosis Disease Renal fibrosis
Process I attenue inflammation
Process II myofibroblasts activation,cells differentiation,cells proliferation
Process III prevenet collagen deposition
Mechanism Targeting mTOR signaling

Reference Record 23

PubMed ID 22343118 Target ID T1014
Uniprot ID mTOR Complex 1 Name mTOR Complex 1
Model mice Fibrosis Disease Renal fibrosis
Process I attenue inflammation
Process II cells apoptosis
Process III prevenet collagen deposition
Mechanism

Reference Record 24

PubMed ID 22343118 Target ID T1015
Uniprot ID mTOR Complex 2 Name mTOR Complex 2
Model mice Fibrosis Disease Renal fibrosis
Process I attenue inflammation
Process II cells apoptosis
Process III prevenet collagen deposition
Mechanism

Reference Record 25

PubMed ID 21997369 Target ID
Uniprot ID Name
Model vitro,mice Fibrosis Disease Cystic fibrosis
Process I attenue inflammation
Process II
Process III
Mechanism

Reference Record 26

PubMed ID 20506342 Target ID
Uniprot ID Name
Model mice Fibrosis Disease Systemic sclerosis
Process I attenue inflammation
Process II fibroblasts proliferation
Process III prevenet collagen deposition
Mechanism

Reference Record 27

PubMed ID 20075061 Target ID
Uniprot ID Name
Model mice Fibrosis Disease Renal fibrosis
Process I
Process II cells proliferation,cells apoptosis
Process III
Mechanism Targeting Pkd1

Reference Record 28

PubMed ID 19956083 Target ID
Uniprot ID Name
Model mice Fibrosis Disease Peritoneal fibrosis
Process I
Process II EMT
Process III prevenet collagen deposition
Mechanism

Reference Record 29

PubMed ID 19846571 Target ID
Uniprot ID Name
Model rat Fibrosis Disease Renal fibrosis
Process I
Process II fibroblasts proliferation,myofibroblasts acccumulation
Process III prevenet collagen deposition
Mechanism Targeting Abl mTORC1

Reference Record 30

PubMed ID 19790156 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model vitro,rat Fibrosis Disease Liver fibrosis
Process I
Process II EMT,HSCs proliferation
Process III prevenet collagen deposition
Mechanism

Reference Record 31

PubMed ID 19433312 Target ID
Uniprot ID Name
Model vitro,human,mice Fibrosis Disease Pulmonary fibrosis
Process I
Process II
Process III
Mechanism

Reference Record 32

PubMed ID 19244201 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model mice Fibrosis Disease Pulmonary fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 33

PubMed ID 17804674 Target ID T1014
Uniprot ID mTOR Complex 1 Name mTOR Complex 1
Model rat Fibrosis Disease Renal fibrosis
Process I attenue inflammation
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 34

PubMed ID 17804674 Target ID T1015
Uniprot ID mTOR Complex 2 Name mTOR Complex 2
Model rat Fibrosis Disease Renal fibrosis
Process I attenue inflammation
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 35

PubMed ID 17550925 Target ID
Uniprot ID Name
Model rat Fibrosis Disease Renal fibrosis
Process I
Process II cells proliferation,myofibroblasts accumulation
Process III prevenet collagen deposition
Mechanism

Reference Record 36

PubMed ID 17437482 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model vitro Fibrosis Disease Keloid
Process I
Process II fibroblasts proliferation
Process III prevenet collagen deposition
Mechanism

Reference Record 37

PubMed ID 17200203 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model vitro,mice Fibrosis Disease Renal fibrosis
Process I
Process II cells proliferation,cells accumulation
Process III prevenet collagen deposition
Mechanism Targeting IGF-I receptor/mTOR/p70 S6 kinase signaling

Reference Record 38

PubMed ID 17050028 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model rat Fibrosis Disease Liver fibrosis
Process I
Process II
Process III
Mechanism

Reference Record 39

PubMed ID 16877971 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model mice Fibrosis Disease Cardiac fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 40

PubMed ID 16841034 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model vitro Fibrosis Disease Keloid
Process I
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 41

PubMed ID 16043946 Target ID T0363
Uniprot ID Serine/threonine-protein kinase mTOR Name Serine/threonine-protein kinase mTOR
Model rat Fibrosis Disease Cardiac fibrosis
Process I attenue inflammation
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 42

PubMed ID 15808577 Target ID
Uniprot ID Name
Model rat Fibrosis Disease Renal fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism

Reference Record 43

PubMed ID 28112218 Target ID T1014
Uniprot ID mTOR Complex 1 Name mTOR Complex 1
Model vitro Fibrosis Disease Fibrosis
Process I
Process II
Process III prevenet collagen deposition
Mechanism

Trial Record 1

ClinicalTrial ID NCT00493194 Disease Renal fibrosis
Phase Phase 4 Status Unknown
First Received June 28, 2007 Last Verified November 26, 2008
Sponsor University Hospital, Antwerp

Trial Record 2

ClinicalTrial ID NCT01462006 Disease Idiopathic pulmonary fibrosis
Phase Not Applicable Status Active, not recruiting
First Received October 28, 2011 Last Verified November 22, 2018
Sponsor University of Virginia

Trial Record 3

ClinicalTrial ID NCT00896012 Disease Renal fibrosis
Phase Phase 4 Status Unknown
First Received May 11, 2009 Last Verified May 11, 2009
Sponsor University at Buffalo

Trial Record 4

ClinicalTrial ID NCT00188955 Disease Renal fibrosis
Phase Phase 4 Status Completed
First Received September 16, 2005 Last Verified February 22, 2010
Sponsor University of Manitoba

Trial Record 5

ClinicalTrial ID NCT00040508 Disease Renal fibrosis
Phase Phase 2 Status Completed
First Received June 27, 2002 Last Verified March 4, 2008
Sponsor National Institute of Diabetes and Digestive and Kidney Diseases (NIDDK)

Related Link


PubChem: 5284616
ChEMBL: CHEMBL413