Basic information
- CAS
104155-89-7- Standard SMILES
CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3cc4c(cc3nc2-1)OCO4- InChIKey
RPFYDENHBPRCTN-NRFANRHFSA-N- Molecular formula
- C21H16N2O6
- Average molar mass
- 392.4 g/mol
- Monoisotopic mass
- 392.10083623
Names & identifiers
- Preferred name
- 10,11-Methylenedioxy-20-camptothecin
- IUPAC
- (5S)-5-ethyl-5-hydroxy-7,18,20-trioxa-11,24-diazahexacyclo[11.11.0.02,11.04,9.015,23.017,21]tetracosa-1(13),2,4(9),14,16,21,23-heptaene-6,10-dione
- English name
- 10,11-methylenedioxycamptothecin
- Molecular formula
- C21H16N2O6
- Molecular weight
- 392.36
Names & synonyms
Mdo-cpt10,11-Methylenedioxy-20-camptothecin104155-89-7NSC 634724RefChem:907873135415-73-510,11-MethylenedioxycamptothecinFL11810,11-Methylenedioxy-20S-camptothecin(S)-7-Ethyl-7-hydroxy-7H-[1,3]dioxolo[4,5-g]pyrano[3',4':6,7]indolizino[1,2-b]quinoline-8,11(10H,13H)-dioneCHEMBL307794(5S)-5-ethyl-5-hydroxy-7,18,20-trioxa-11,24-diazahexacyclo[11.11.0.02,11.04,9.015,23.017,21]tetracosa-1(13),2,4(9),14,16,21,23-heptaene-6,10-dione
Show more names
CAS:135415-73-5RPFYDENHBPRCTN-NRFANRHFSA-N(20RS)-10,11-Methylenedioxycamptothecin10,11-(Methylenedioxy)camptothecin(FL118)(4S)-4-Ethyl-4-hydroxy-8,9-methylenedioxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione(S)-7-Ethyl-7-hydroxy-7H-[1,3]dioxolo[4,5-g]pyrano[3’,4’:6,7]indolizino[1,2-b]quinoline-8,11(10H,13H)-dione(4S)-4-Hydroxy-4-ethyl-8,9-(methylenedioxy)-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
10,11-(Methylenedioxy)-20(S)-camptothecinNSC634724compound 5z [PMID: 8410981]10H-1,3-Dioxolo(4,5-g)pyrano(3,4:6,7)indolizino(1,2-b)quinoline-8,11(7H,13H)-dione, 7-ethyl-7-hydroxy-, (7S)-10,11-Methylenedioxy-20-(RS)-camptothecin10,11-CH2O2-CamptothecinGTPL8893orb1905831
Database identifiers
- CAS
104155-89-7、135415-73-5- PubChem CID
- 72403
- DTXSID
DTXSID20908832- ChEMBL
CHEMBL307794- Nikkaji
- J365.500H
Properties
Computed structural properties
- XLogP
- 0.8
- Topological polar surface area
- 98.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 1
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 852
Physicochemical properties
- Boiling point
- 812.1 · 812.1±65.0 °C(Predicted)
- Density
- 1 · 1+-.0.1 g/cm3(Predicted)
- pka
- 11.18 · 11.18±0.20(Predicted)
- form
- Solid
- color
- Light brown to brown
- InChI
- InChI=1S/C21H16N2O6/c1-2-21(26)13-5-15-18-11(7-23(15)19(24)12(13)8-27-20(21)25)3-10-4-16-17(29-9-28-16)6-14(10)22-18/h3-6,26H,2,7-9H2,1H3/t21-/m0/s1
- InChIKey
- RPFYDENHBPRCTN-NRFANRHFSA-N
- SMILES
- N1C2C(=CC3OCOC=3C=2)C=C2CN3C(C=12)=CC1[C@](CC)(O)C(=O)OCC=1C3=O
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301+H311+H331
- Precautionary statements
- 501 · P501-P261-P270-P271-P264-P280-P361+P364-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405
Safety & regulation
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- Hazard statements
- H301+H311+H331
- Precautionary statements
- P501-P261-P270-P271-P264-P280-P361+P364-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationCompounds that inhibit the activity of DNA TOPOISOMERASE I.
Applications
UsesFL118 (10,11-(Methylenedioxy)-20(S)-camptothecin), a Camptothecin (HY-16560) analogue, is a potent and orally active survivin inhibitor. FL118 binds to oncoprotein DDX5 (p68) to dephosphorylates and degrades DDX5. FL118 can be used for the research of cancer[1][2].
Suppliers1 total
CHEMICAL LAND21[email protected]
Related reactions
1 records
Compound notes
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