Basic information
- CAS
466-81-9- Standard SMILES
CO[C@H]1C=CC2=CCN3CCC4=C(CC(=O)OC4)[C@]23C1- InChIKey
PXWINCSLFXUWBZ-BBRMVZONSA-N- Molecular formula
- C16H19NO3
- Average molar mass
- 273.33 g/mol
- Monoisotopic mass
- 273.13649347
Overview
Beta-erythroidine is an organic heterotetracyclic indole alkaloid isolated from the seeds and other parts of Erythrina species. It differs from the alpha isomer in having the double bond of the dihydropyranone ring located beta,gamma- to the lactone carbonyl group instead of alpha,beta-. It has a role as a muscle relaxant and a plant metabolite. It is a delta-lactone, an organic heterotetracyclic compound, an indole alkaloid and a tertiary amino compound.
Names & identifiers
- Preferred name
- beta-ERYTHROIDINE
- IUPAC
- (1S,16R)-16-methoxy-5-oxa-10-azatetracyclo[8.7.0.01,13.02,7]heptadeca-2(7),12,14-trien-4-one
- English name
- beta-erythroidine
- Molecular formula
- C16H19NO3
- Molecular weight
- 273.33
Names & synonyms
beta-ERYTHROIDINE466-81-912,13-Didehydro-13,14-dihydro-alpha-erythroidineCHEBI:277957334EOU8K5DTXSID301968841-(4-chlorophenyl)-2-methyl-propan-2-amine(1S,16R)-16-methoxy-5-oxa-10-azatetracyclo[8.7.0.01,13.02,7]heptadeca-2(7),12,14-trien-4-oneI2-Erythroidine(1S,16R)-16-methoxy-5-oxa-10-azatetracyclo(8.7.0.01,13.02,7)heptadeca-2(7),12,14-trien-4-oneRefChem:567822DTXCID70119375
Show more names
dihydro-β-erythroidine1,2,6,7-Tetradehydro-14,17-dihydro-3β-methoxy-16(15H)-oxaerythrinan-15-one3β-Methoxy-1,2,6,7-tetradehydro-14,15,16,17-tetrahydro-16-oxaerythrinan-15-one12-METHOXY-1,4,5,6,12,13-HEXAHYDRO-8H-PYRANO(4',3':3,4)PYRIDO(2,1-I)INDOL-2-ONE12-METHOXY-1,4,5,6,12,13-HEXAHYDRO-8H-PYRANO(4',3':3,4)PYRIDO(2,1-I)INDOL-2-ONE1H,12H-Benzo[i]pyrano[3,4-g]indolizin-12-one, 2,6,8,9,10,13-hexahydro-2-methoxy-, (2R,13bS)-2R-(2R*,13bS*)]-2,6,8,9,10,13-Hexahydro-2-methoxy-1H,12H-benzo[i]pyrano[3,4-g]indolizin-12-one
Properties
Computed structural properties
- XLogP
- -0.2
- Topological polar surface area
- 38.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 560
Physicochemical properties
- Melting point
- 99.5 · 99.5-100°
- alpha
- 25 · D25 +88.8°
- Boiling point
- 416.35 °C · 416.35°C (rough estimate)
- Density
- 1.0888 · 1.0888 (rough estimate)
- refractive index
- 1.55 · 1.5500 (estimate)
- solubility
- Water soluble
- pka
- 5.85 · 5.85±0.40(Predicted)
- optical activity
- 8528 · +8528 (c 0.3%, in H2O)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 7334 EOU8K5 · 7334EOU8K5
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 335 · H335-H315-H319
- Precautionary statements
- 264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
- Toxicity
- 50 i.p · LD50 i.p. in mice: 24.0 mg/kg (Berger, Schwartz)
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
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- Toxicity
- LD50 i.p. in mice: 24.0 mg/kg (Berger, Schwartz)
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H335-H315-H319
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Applications
Uses[2R-(2R*,13bS*)]-2,6,8,9,10,13-Hexahydro-2-methoxy-1H,12H-benzo[i]pyrano[3,4-g]indolizin-12-one,
Suppliers1 total
西格玛奥德里奇（上海）贸易有限公司21-20338288 · [email protected]
Additional notes
DefinitionChEBI: An organic heterotetracyclic indole alkaloid isolated from the seeds and other parts of Erythrina species. It differs from the alpha isomer in having the double bond of the dihydropyranone ring located beta, <greek gamma- to the lactone carbonyl group instead of alpha,beta-.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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