13-Hydroxylupanine

Base Information

• Chemical Name: 13-Hydroxylupanine
• CAS No.: 15358-48-2
• Molecular Formula: C15H24 N2 O2
• Molecular Weight: 264.368
• NSC Number: 70827
• DSSTox Substance ID: DTXSID70934782
• Nikkaji Number: J602.973F
• Mol file: 15358-48-2.mol

Synonyms:13-hydroxy-lupanine;13-hydroxylupanine;13-hydroxylupanine hydrochloride;13alpha-hydroxylupanine

Chemical Property of 13-Hydroxylupanine

Chemical Property:

• Vapor Pressure: 1.03E-10mmHg at 25°C
• Melting Point: 169-170°
• Refractive Index: 1.5800 (estimate)
• Boiling Point: 467.7°Cat760mmHg
• PKA: 14.82±0.20(Predicted)
• Flash Point: 236.6°C
• PSA: 43.78000
• Density: 1.25g/cm³
• LogP: 0.71830
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 264.183778013
• Heavy Atom Count: 19
• Complexity: 386

Purity/Quality:

Analysis control,HPLC≥95% ^*data from raw suppliers

(+)-13α-Hydroxylupanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C3CC(CN2C(=O)C1)C4CC(CCN4C3)O
• Description: Hydroxylupanine is an alkaloid that has been found in L. lanatus. It is an inhibitor of ganglionic transmission.
• Uses: (+)-13α-Hydroxylupanine is used in analytical studies for the determination of Lupinus polyphyllus by thin-layer chromatography and fluorescence.

Technology Process of 13-Hydroxylupanine

There total 12 articles about 13-Hydroxylupanine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1,5-diaminopentane dihydrochloride (1476-39-7) → (+)-angustifoline (550-43-6,82189-28-4,150283-69-5) + (+)-lupanine (6R,7S,9S,11S) (486-87-3,486-88-4,550-90-3,2665-89-6,4356-43-8,26438-61-9,72074-77-2) + (+)-13α-hydroxylupanine (6870-60-6,14694-14-5,15358-48-2,27773-60-0,55820-85-4,55869-89-1)

Guidance literature:

With Lupinus polyphyllus plant; In water; for 360h; feeding experiment with 13C labelled cadaverine;

Reference yield:

→ 13-Epihydroxy-α-isolupanin (6870-60-6,14694-14-5,15358-48-2,27773-60-0,55820-85-4,55869-89-1)

Guidance literature:

Keton (VIII), Hydrierung, PtO2, in A.;

Reference yield:

→ (+)-13α-hydroxylupanine (6870-60-6,14694-14-5,15358-48-2,27773-60-0,55820-85-4,55869-89-1)

Guidance literature:

Jamaicensin-hydrochlorid, wss. Formaldehyd, 3d, RT (Ausb. 51percent);

DOI:10.1021/jo01065a631

upstream raw materials:

1,5-diaminopentane dihydrochloride

Downstream raw materials:

water

(+)-lupanine