Basic information
- CAS
475-83-2- Standard SMILES
COc1cc2c3c(c1OC)-c1ccccc1C[C@H]3N(C)CC2- InChIKey
ORJVQPIHKOARKV-OAHLLOKOSA-N- Molecular formula
- C19H21NO2
- Average molar mass
- 295.4 g/mol
- Monoisotopic mass
- 295.15722891
Overview
nuciferine has been reported in Ziziphus jujuba, Paliurus hemsleyanus, and other organisms with data available.
Names & identifiers
- Preferred name
- (-)-Nuciferine
- IUPAC
- (6aR)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
- English name
- NUCIFERINE
- Molecular formula
- C19H21NO2
- Molecular weight
- 295.38
Names & synonyms
Nuciferine475-83-2l-NuciferineSanjoinine E(-)-nuciferine(R)-1,2-Dimethoxyaporphinel-5,6-Dimethoxyaporphine1,2-Dimethoxy-6abeta-aporphine(6ar)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4h-dibenzo[de,g]quinolineW26UEB90B7DTXSID40963862(6aR)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo(de,g)quinoline
Show more names
6aVLT 049NuciferiSanjoininefettuccineNuciferine-RM
RefChem:166941DTXCID701391590842-235-9Nuciferin(-)-Nucipherine(R)-1,2-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolineMFCD016645924H-Dibenzo(de,g)quinoline, 5,6,6a,7-tetrahydro-1,2-dimethoxy-6-methyl-, (R)-
Database identifiers
- CAS
475-83-2- PubChem CID
- 10146
- DTXSID
DTXSID40963862- ChEMBL
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 21.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 401
Physicochemical properties
- Melting point
- 165.5 °C · 165.5°C
- Boiling point
- 437.06 °C · 437.06°C (rough estimate)
- Density
- 1.1156 · 1.1156 (rough estimate)
- refractive index
- 1.5 · 1.5000 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- 11.11 mg/mL · DMSO : 11.11 mg/mL (37.61 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
- pka
- 7.87 · 7.87±0.20(Predicted)
- form
- powder
- color
- white to beige
- optical activity
- -145 to · [α]/D -145 to -165°, c = 0.5 in ethanol
- InChI
- InChI=1S/C19H21NO2/c1-20-9-8-13-11-16(21-2)19(22-3)18-14-7-5-4-6-12(14)10-15(20)17(13)18/h4-7,11,15H,8-10H2,1-3H3/t15-/m1/s1
- InChIKey
- ORJVQPIHKOARKV-OAHLLOKOSA-N
- SMILES
- N1(C)[C@@]2([H])C3=C(C(OC)=C(OC)C=C3CC1)C1=CC=CC=C1C2
- LogP
- 2.357 · 2.357 (est)
- FDA UNII
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
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- ridadr
- UN 1544PSN1 6.1 / PGIII
- hs_code
- 29389090
- Toxicity
- LD50 orl-rat: 280 mg/kg AIPTAK 197,261,72
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- safety_code
- 24/25
- Hazard statements
- H301
- Precautionary statements
- P301+P330+P331+P310
Chemistry & industry
Applications
UsesThe lotus leaf alkaloid has the effect of weight loss and lipid reduction, and can be used for content determination/identification/pharmacological experiments.
DescriptionNuciferine is an aporphine alkaloid from Nelumbo lutea, the ba~e yields colourless crystals when crystallized from EtOH. It is laevorotatory, the following specific rotations having been recorded; [α] 22D- 157.5° and - 215°. The ultraviolet spectrum has three absorption maxima at 230, 272 and 310 mp. Two methoxyl groups and one methylimino group are present and the alkaloid may be characterized as the hydrochloride, m.p. 241°C (in vacuo) and the methiodide, m.p. 177-8°C. The optically inactive base has been synthesized and has m.p. 136-7°C, giving a hydrochloride in the form of small colourless prisms from H20, m.p. 258°C (dec.).
UsesNuciferin is an drug candidate for the treatment of obesity-related diseases. It is not well studied and its pharmacokinetics in vivo have not been fully investigated.
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山西玉宁生物科技有限公司13623677056 · [email protected]
上海纯优生物科技有限公司15921393123 18302135232 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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