Cacotheline
Basic information
- CAS
561-20-6- Standard SMILES
O=C(O)C[C@@H]1OCC=C2CN3CC[C@]45C6=CC(=O)C(=O)C([N+](=O)[O-])=C6N[C@H]4[C@H]1[C@H]2C[C@H]35- InChIKey
IVEMPCACOMNRGI-OFDJEBHLSA-N- Molecular formula
- C21H21N3O7
- Average molar mass
- 427.4 g/mol
- Monoisotopic mass
- 427.13795002
Names & identifiers
- Preferred name
- Cacotheline
- IUPAC
- 2-[(4S,12S,13R,14S,19R,21S)-9-nitro-7,8-dioxo-15-oxa-1,11-diazahexacyclo[16.3.1.04,12.04,21.05,10.013,19]docosa-5,9,17-trien-14-yl]acetic acid
- English name
- CACOTHELINE
- Molecular formula
- C21H21N3O7
- Molecular weight
- 427.41
Names & synonyms
CacothelineUNII-BAO9DAZ037BAO9DAZ037KACOTHELINENSC 5069CACOTHELINE [MI]EINECS 209-215-62,3-dihydro-4-nitro-2,3-dioxo-9,10-secostrychnidin-10-oic acidAI3-18782DTXSID008893529,10-Secostrychnidin-10-oic acid, 2,3-dihydro-4-nitro-2,3-dioxo-17-Norcuran-16-propanoic acid, 19,20-didehydro-.beta.,18-epoxy-10,11-dihydro-12-nitro-10,11-dioxo-, (.beta.S,16.beta.)-
Show more names
CACOTHELINCACOTHALIENnitrobrucineNITROBRUCIQUINONECacotheline 95% ARCacotheline MonohydrateCacotheline Monohydrate>CacothelineGr(RedoxIndicator)2,3-dihydro-4-nitro-2,3-dioxo-10-secostrychnidin-10-oicacid
NSC-506917-Norcuran-16-propanoic acid, 19,20-didehydro-beta,18-epoxy-10,11-dihydro-12-nitro-10,11-dioxo-, (betaS,16beta)-7,9-Methano-7H-oxepino(3,4-a)pyrrolo(2,3-d)carbazole-13-acetic acid, 2,3,5,6,7a,8,8a,11,13,13a,13b,14-dodecahydro-1-nitro-2,3-dioxo-, (4bS,7S,7aS,8aR,13S,13aR,13bS)-RefChem:122544DTXCID3010286142,3dihydro4nitro2,3dioxo9,10secostrychnidin10oic acid9,10Secostrychnidin10oic acid, 2,3dihydro4nitro2,3dioxo9,10Secostrychnidin10oic acid, 2,3dihydro4nitro2,3dioxo (9CI)
Database identifiers
- CAS
561-20-6- PubChem CID
- 68413
- DTXSID
DTXSID00889352- ChEMBL
CHEMBL4435704- UNII
- BAO9DAZ037
- EC Number
- 209-215-6
- Nikkaji
- J6.491B
Properties
Computed structural properties
- XLogP
- -3.1
- Topological polar surface area
- 142 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 2
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 1,050
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Plant Toxins
Physical DescriptionYellow solid; [Merck Index] Yellow crystals; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 299.85 °C · >299.85°C
- Boiling point
- 542.58 °C · 542.58°C (rough estimate)
- Density
- 1.4011 · 1.4011 (rough estimate)
- refractive index
- 1.63 · 1.6300 (estimate)
- pka
- 4.18 · 4.18±0.10(Predicted)
- form
- Solid
- color
- White to yellow crystal
- Merck
- 14 · 14,1605
- CAS DataBase Reference
- 561 · 561-20-6(CAS DataBase Reference)
- FDA UNII
- 9 DAZ037 · BAO9DAZ037
- EPA Substance Registry System
- Cacotheline (561-20-6)
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
Danger
H300+H310+H330 (50%): Fatal if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
P260, P261, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P308+P316, P316, P319, P320, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationChemical: 9,10-Secostrychnidin-10-oic acid, 2,3-dihydro-4-nitro-2,3-dioxo-
Hazards SummaryNitro derivative of brucine; [Merck Index] May cause irritation; [Sigma-Aldrich MSDS] See Brucine.
Hazard Classes and CategoriesAcute Tox. 2 (50%)
Safety data
- tsca
- TSCA listed
- ridadr
- 2811
- hs_code
- 2939.79.0000
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- safety_code
- 22-24/25
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard statements
- H300+H310+H330
- Precautionary statements
Chemistry & industry
Uses & manufacturing
UsesUsed as an indicator; [Merck Index]
General Manufacturing Information17-Norcuran-16-propanoic acid, 19,20-didehydro-.beta.,18-epoxy-10,11-dihydro-12-nitro-10,11-dioxo-, (.beta.S,16.beta.)-: ACTIVE
Applications
UsesIndicator.
Suppliers
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Related reactions
0 records
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Compound notes
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