Basic information
- CAS
5690-03-9- Standard SMILES
O=C1CCc2c(ccc3ccccc23)O1- InChIKey
ISFPDBUKMJDAJH-UHFFFAOYSA-N- Molecular formula
- C13H10O2
- Average molar mass
- 198.22 g/mol
- Monoisotopic mass
- 198.06807956
Overview
Splitomicin is a benzochromenone that is 2,3-dihydro-1H-benzo[f]chromene substituted by an oxo group at position 3. It has been found to exhibit potential inhibitory activity against Sir2 proteins. It has a role as a platelet aggregation inhibitor and a Sir2 inhibitor. It is a naphtho-alpha-pyrone, a delta-lactone and a benzochromenone.
Names & identifiers
- Preferred name
- Splitomicin
- IUPAC
- 1,2-dihydrobenzo[f]chromen-3-one
- English name
- SPLITOMICIN
- Molecular formula
- C13H10O2
- Molecular weight
- 198.22
Names & synonyms
splitomicin5690-03-91,2-dihydrobenzo[f]chromen-3-oneCHEBI:752721,2-dihydrobenzo(f)chromen-3-oneRefChem:215976NSC-157021R1JT1VV9Z3Splitomycin1,2-Dihydro-3H-naphtho[2,1-b]pyran-3-one1,2-dihydro-3h-benzo[f]chromen-3-one1H-benzo[f]chromen-3(2H)-one
Show more names
SpitomicinSplitomicin >Splitomicin, 10 mM in DMSO2-Hydroxy-1-naphthalenepropanoic acid delta-lactoneInhibitor,Histone deacetylases,Splitomycin,HDAC,inhibit,Splitomicin
MFCD08705254CHEMBL865373H-Naphtho[2,1-b]pyran-3-one, 1,2-dihydro-1H,2H,3H-naphtho[2,1-b]pyran-3-oneBio2_000878Tocris-1542BSPBio_001116KBioGR_000456
Database identifiers
- CAS
5690-03-9- PubChem CID
- 5269
- DTXSID
DTXSID201017436- ChEMBL
CHEMBL86537- ChEBI
CHEBI:75272
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 261
Physicochemical properties
- Melting point
- 73 · 73-74.5℃
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O; · insoluble in H2O; ≥44.2 mg/mL in EtOH with ultrasonic; ≥9.05 mg/mL in DMSO
- form
- solid
- color
- White to Almost white
- InChI
- 1S/C13H10O2/c14-13-8-6-11-10-4-2-1-3-9(10)5-7-12(11)15-13/h1-5,7H,6,8H2
- InChIKey
- ISFPDBUKMJDAJH-UHFFFAOYSA-N
- SMILES
- O=C1CCc2c(O1)ccc3ccccc23
- FDA UNII
- 1 JT1VV9Z3 · R1JT1VV9Z3
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
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
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 2932.20.4500
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
Chemistry & industry
Applications
UsesSplitomicin is a selective and potent inhibitor of Sir2 (silent information regulator 2), producing an inhibitory effect on neutrophils. Acts as an anti-inflammatory agent.
General DescriptionA cell-permeable and selective inhibitor of NAD+-dependent deacetylase activity of Sir2 protein (IC50 = 60 μM). Creates a phenocopy of the sir2 deletion mutant in S. cerevisiae and sensitizes mammalian cells to a variety of DNA-damaging agents by abrogating Sir2p activity on p53. Reported to act by either altering or blocking access to the acetylated histone-binding pocket.
Suppliers50 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
InvivoChem中国13549236410 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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