Basic information
- CAS
477-84-9- Standard SMILES
COc1c(C=O)c(O)cc2c1C(=O)c1ccccc1C2=O- InChIKey
IPDMWUNUULAXLU-UHFFFAOYSA-N- Molecular formula
- C16H10O5
- Average molar mass
- 282.25 g/mol
- Monoisotopic mass
- 282.05282342
Overview
3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarboxaldehyde is an aldehyde and a monohydroxyanthraquinone.
Names & identifiers
- Preferred name
- Damnacanthal
- IUPAC
- 3-hydroxy-1-methoxy-9,10-dioxoanthracene-2-carbaldehyde
- English name
- DAMNACANTHAL
- Molecular formula
- C16H10O5
- Molecular weight
- 282.25
Names & synonyms
damnacanthal477-84-93-hydroxy-1-methoxy-9,10-dioxoanthracene-2-carbaldehydeWUC3CB63CDDTXSID101972532-Anthraquinonecarboxaldehyde, 3-hydroxy-1-methoxy-RefChem:130854DTXCID201197443-Hydroxy-1-methoxyanthraquinone-2-aldehyde3-hydroxy-1-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carbaldehydeDamnacantal9,10-Dihydro-3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarboxaldehyde
Show more names
1-Methoxy-2-formyl-3-hydroxy-9,10-anthraquinone3-Hydroxy-1-Methoxy-2-anthraquinonecarboxaldehyde1-Methoxy-3-hydroxy-9,10-dioxoanthracene-2-carbaldehyde3-hydroxy-9,10-diketo-1-methoxy-anthracene-2-carbaldehyde9,10-Dihydro-3-hydroxy-1-Methoxy-9,10-dioxo-2-anthraldehyde
3-hydroxy-1-methoxy-9,10-dioxo-anthracene-2-carbaldehydeCCRIS 6443BiomolKI_000022UNII-WUC3CB63CDBiomolKI2_000030CBiol_001879BSPBio_000985KBioGR_000325
Database identifiers
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 80.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 460
Experimental & physicochemical properties
LogP3.26
Physicochemical properties
- Melting point
- 218 · 218~219℃
- Boiling point
- 531.9 · 531.9±50.0 °C(Predicted)
- Density
- 1.461 · 1.461±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- Soluble in DMSO (up to 7 mg/ml)
- form
- Pale orange solid.
- pka
- 5.26 · 5.26±0.20(Predicted)
- color
- Yellow
- Stability
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
- InChI
- 1S/C16H10O5/c1-21-16-11(7-17)12(18)6-10-13(16)15(20)9-5-3-2-4-8(9)14(10)19/h2-7,18H,1H3
- InChIKey
- IPDMWUNUULAXLU-UHFFFAOYSA-N
- SMILES
- O(C)c1c2c(cc(c1C=O)O)C(=O)c3c(cccc3)C2=O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- WGK 1
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Precautionary statements
- P264-P270-P301+P312-P330-P501
Chemistry & industry
Applications
DescriptionDamnacanthal (477-84-9) is a potent inhibitor of p56lcktyrosine kinase activity (IC50= 17 nM for inhibition of autophosphorylation). Displays 7- to 20-fold selectivity over p59fynand p60srctyrosine kinases and > 40-fold to 100-fold selectivity over other kinases.1Mobilizes intracellular Ca2+in dermal fibroblasts.2Inhibits LIM-kinase, impairing cell migration and invasion.3A potent inhibitor of angiogenesis.4Inhibits mast cell activation.5
UsesDamnacanthal-induced anti-inflammation is associated with inhibition of NF-κB activity. Damnacanthal is used in the treatment of inflammatory-related diseases.
Suppliers57 total
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [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]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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