| Common Name |
Isorheagenine
| Description |
Rhoeagenine is an alkaloid from Papaver rhoeas (corn poppy) Isorheagenine belongs to the family of Benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.).
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29360 (Isorheagenine)
| Synonyms |
| Value |
Source |
IsorhoeagenineHMDB
| Chemical Formlia |
C20H19NO6
| Average Molecliar Weight |
369.368
| Monoisotopic Molecliar Weight |
369.121237345
| IUPAC Name |
13-methyl-5,7,19,21,25-pentaoxa-13-azahexacyclo[12.11.0.0²,¹⁰.0⁴,⁸.0¹⁵,²³.0¹⁸,²²]pentacosa-2(10),3,8,15(23),16,18(22)-hexaen-24-ol
| Traditional Name |
13-methyl-5,7,19,21,25-pentaoxa-13-azahexacyclo[12.11.0.0²,¹⁰.0⁴,⁸.0¹⁵,²³.0¹⁸,²²]pentacosa-2(10),3,8,15(23),16,18(22)-hexaen-24-ol
| CAS Registry Number |
17948-35-5
| SMILES |
CN1CCC2=C(C=C3OCOC3=C2)C2OC(O)C3=C(C=CC4=C3OCO4)C12
| InChI Identifier |
InChI=1S/C20H19NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)18-17(21)11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18,20,22H,4-5,8-9H2,1H3
| InChI Key |
XUYAYNRYVXHNOQ-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as rhoeadine alkaloids. These are alkaloids with a structure based on rhoeadine. They usually contain a benzazepine system fused with a six-membered hemiacetal or acetal.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Alkaloids and derivatives
| Sub Class |
Rhoeadine alkaloids
| Direct Parent |
Rhoeadine alkaloids
| Alternative Parents |
Benzazepines
2-benzopyrans
Benzodioxoles
Azepines
Aralkylamines
Benzenoids
Trialkylamines
Hemiacetals
Oxacyclic compounds
Azacyclic compounds
Acetals
Organopnictogen compounds
Hydrocarbon derivatives
| Substituents |
Rhoeadine-skeleton
Benzazepine
Benzopyran
Isochromane
2-benzopyran
Benzodioxole
Azepine
Aralkylamine
Benzenoid
Hemiacetal
Tertiary amine
Tertiary aliphatic amine
Azacycle
Acetal
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| Application |
Nutrient
| Cellliar locations |
Cytoplasm
Extracellliar
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point210 – 215 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility1.32 mg/mLALOGPS
logP1.45ALOGPS
logP2.39ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)11.26ChemAxon
pKa (Strongest Basic)5.88ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area69.62 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity94.03 m3·mol-1ChemAxon
Polarizability38.33 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| LC-MS/MS |
LC-MS/MS Spectrum – LC-ESI-QFT , positivesplash10-0udi-0798000000-b81abc4df0462fac8842View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Positivesplash10-00di-0009000000-330cb64395c1a180db37View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-0fk9-0009000000-2ab60a0f104f14593806View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-0f6t-3921000000-7597371b1f5941fb92edView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-014i-0019000000-be1ce02fe67d98da62afView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-00xr-0019000000-fdda811e9f8c73342f17View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-00dl-8696000000-a1a80a0e9b70faa04eeaView in MoNA
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB002092
| KNApSAcK ID |
C00025464
| Chemspider ID |
530117
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29360
| Metagene Link |
HMDB29360
| METLIN ID |
Not Available
| PubChem Compound |
609840
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Fertirelin
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 22833193
