Basic information
- CAS
34408-14-5- Standard SMILES
Nc1ncnc2c1nc(Cl)n2C1OC(CO)C(O)C1O- InChIKey
MHDPPLULTMGBSI-UHFFFAOYSA-N- Molecular formula
- C10H12ClN5O4
- Average molar mass
- 301.69 g/mol
- Monoisotopic mass
- 301.0577816
Names & identifiers
- Preferred name
- 9-(b-D-Arabinofuranosyl)-8-chloroadenine
- IUPAC
- 2-(6-amino-8-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
- English name
- 8-Chloroadenosine
- Molecular formula
- C10H12ClN5O4
- Molecular weight
- 301.69
Names & synonyms
9-(b-D-Arabinofuranosyl)-8-chloroadenineCHEMBL1333540SCHEMBL31064773DTXSID50955955NSC354258SB17113NCGC00096095-01NA162973NCI60_003182PD0547878-Chloro-9-pentofuranosyl-9H-purin-6-amine8-Cl-rA
Show more names
8-CL-ADONSC-354258NSC 3542588-CHLOROADENOSINEADENOSINE, 8-CHLORO8-Chloro-D-adenosine8-CHLOROADENOSINE USP/EP/BP6-Amino-8-chloropurine riboside
Database identifiers
- CAS
34408-14-5- PubChem CID
- 337175
- DTXSID
DTXSID50955955- ChEMBL
CHEMBL1333540
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 140 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 2
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 367
Physicochemical properties
- Melting point
- 189 · 189-191 °C
- Boiling point
- 707.4 · 707.4±70.0 °C(Predicted)
- Density
- 2.19 · 2.19±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- 20 mM · Soluble to 20 mM in water with gentle warming and to 100 mM in DMSO
- pka
- 12.9 · 12.90±0.70(Predicted)
- form
- Crystalline solid.
- color
- White to off-white
- InChI
- InChI=1S/C10H12ClN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
- InChIKey
- MHDPPLULTMGBSI-UUOKFMHZSA-N
- SMILES
- OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2Cl)[C@H](O)[C@@H]1O
- FDA UNII
- 5 MFH3I7 · PA05MFH3I7
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H332-H335
- Precautionary statements
- P261-P280-P305+P351+P338
Chemistry & industry
Applications
Description8-Chloroadenosine is a nucleoside analog; metabolized in vivo to 8-Chloro-ATP. Incorporates into RNA during transcription and inhibits RNA synthesis. Exhibits cytotoxicity in MM.1S, RPMI-8226 and U266 cancer cell lines; induces G2/M cell cycle arrest and mitotic catastrophe in A549 and H1299 cells.
Uses8-Chloroadenosine (cas# 34408-14-5) is a useful research chemical.8-Chloroadenosine is an analog of adenosine which depletes ATP and inhibits tumor growth in hematological malignancies as well as in lung and breast cancer cell lines.
Upstream & downstream products
Upstream raw materials
Suppliers61 total
北京华美互利生物化工010-56205725 · [email protected]
苏州道澜生物医药科技有限公司15952404857 · [email protected]
合肥曼奇诺生物医药技术有限公司19719236623 · [email protected]
Hebei baicao biology science and technology co., ltd+86-19131911055 17824879454 · [email protected]
Hong Kong Tiansheng New Material Trading Co., Ltd+8617320695765 · [email protected]
杭州摩库生物医药科技有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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