Basic information
- CAS
20072-02-0- Standard SMILES
CO[C@@H]1CCN2[C@@H]3C=CC4=CC(=O)OC4(C3)[C@H]2C1- InChIKey
YKLWRYOORWTCQQ-ZXRVKKJVSA-N- Molecular formula
- C14H17NO3
- Average molar mass
- 247.29 g/mol
- Monoisotopic mass
- 247.1208434
Overview
RN given for (6S-(6alpha,10beta,11abeta,11balpha))-isomer; isolated from Securinega; structure in first source
Names & identifiers
- Preferred name
- Phyllanthine
- IUPAC
- (2R,4R,8S)-4-methoxy-14-oxa-7-azatetracyclo[6.6.1.01,11.02,7]pentadeca-9,11-dien-13-one
- English name
- phyllanthine
- Molecular formula
- C14H17NO3
- Molecular weight
- 247.29
Names & synonyms
Phyllanthine20072-02-0(2R,4R,8S)-4-Methoxy-14-oxa-7-azatetracyclo[6.6.1.01,11.02,7]pentadeca-9,11-dien-13-one(2R,4R,8S)-4-methoxy-14-oxa-7-azatetracyclo(6.6.1.01,11.02,7)pentadeca-9,11-dien-13-oneRefChem:929210(6s,10r,11ar)-10-methoxy-9,10,11,11a-tetrahydro-8h-6,11b-methanofuro[2,3-c]pyrido[1,2-a]azepin-2(6h)-oneDTXSID4094209610-methoxy-9,10,11,11a-tetrahydro-8h-6,11b-methanofuro[2,3-c]pyrido[1,2-a]azepin-2(6h)-one4-Methoxysecurinine4β-MethoxysecurininePhyllanthine【alkaloid】4β-Methoxysecurinan-11-one
Show more names
(4β)-4-Methoxysecurinan-11-one(6S,10R,11aR,11bS)-9,10,11,11a-Tetrahydro-10-Methoxy-8H-6,11b-Methanofuro[2,3-c]pyrido[1,2-a]azepin-2(6H)-one8H-6,11b-Methanofuro[2,3-c]pyrido[1,2-a]azepin-2(6H)-one, 9,10,11,11a-tetrahydro-10-methoxy-, (6S,10R,11aR,11bS)-
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 38.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 470
Physicochemical properties
- Melting point
- 96 · 96-98 °C
- Boiling point
- 472.2 · 472.2±45.0 °C(Predicted)
- Density
- 1.3 · 1.30±0.1 g/cm3(Predicted)
- pka
- 7.28 · 7.28±0.40(Predicted)
Chemistry & industry
Applications
UsesA new alkaloid from Phyllanthus niruri. These alkaloids have found a sporadic use clinically for such diseases as poliomyelitis, ALS (amyotrophic lateral sclerosis) and chronic aplastic anemia.
Suppliers2 total
凯试(上海)科技有限公司021-50135380 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
Related reactions
0 records
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Compound notes
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