13-Hydroxylupanine | CAS:15358-48-2 | Manufacturer ChemFaces

13-Hydroxylupanine

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Description:

13-Hydroxylupanine is a natural product from Cytisus scoparius.

Targets:

P450 (e.g. CYP17)

In vitro:

Planta Med. 1983 Aug;48(8):253-7.

Accumulation of quinolizidine alkaloids in plants and cell suspension cultures: genera lupinus, cytisus, baptisia, genista, laburnum, and sophora.[Pubmed: 17404991]

The patterns of quinolizidine alkaloids in cell cultures of 10 species of Fabaceae were analyzed by high-resolution GLC and GLC-MS and compared with the alkaloids present in the leaves of the respective plants.
METHODS AND RESULTS:
Lupanine was produced in all 10 cell suspension cultures as the main alkaloid. It was accompanied by sparteine, tetrahydrorhombifoline, 17-oxosparteine, 13-Hydroxylupanine, 4-hydroxylupanine, 17-oxolupanine, and 13-Hydroxylupanine esters as minor alkaloids in some species. The alkaloid patterns of the plants differed markedly in that alpha-pyridone alkaloids were the major alkaloids in the genera Cytisus, Genista, Laburnum and Sophora but were not accumulated in the cell cultures.
CONCLUSIONS:
These data further support the assumption that the pathway leading to lupanine is the basic pathway of quinolizidine alkaloids biosynthesis and that the other alkaloids are derived from lupanine.

In vivo:

Xenobiotica. 1994 Sep;24(9):933-41.

Disposition of lupanine and 13-hydroxylupanine in man.[Pubmed: 7810174]

1. The in vivo disposition of lupanine and 13-Hydroxylupanine was studied in subjects identified as poor metabolizers (PM, n = 4) and extensive metabolizers (EM, n = 7) phenotypes for cytochrome P4502D6 (CYP2D6).
METHODS AND RESULTS:
2. After oral administration (40.26 mumol), the half-life (t1/2) of lupanine determined from urinary excretion rate studies in EM subjects was 6.2 +/- 0.5 h (mean +/- SEM) with 95.5 +/- 6.0% of the dose recovered unchanged within 72 h. Similarly, in PM subjects t1/2 = 6.5 +/- 0.9 h and recovery 89.9 +/- 4.5%. 3. For orally administered 13-Hydroxylupanine (37.83 mumol) the t1/2 in EM subjects was 6.8 +/- 1.0 h with a recovery of 100.5 +/- 5.3%, and in PM subjects t1/2 = 5.9 +/- 1.6 h with a recovery of 102.5 +/- 4.8%. 4. The t1/2s of both lupanine and 13-Hydroxylupanine respectively did not differ significantly between EM and PM phenotypes. In addition, total recovery of dose for both alkaloids was similar between phenotypes. 5. In most subjects, > 76% of lupanine and > 85% of 13-Hydroxylupanine was recovered as the unchanged compound. Significant apparent partial dehydroxylation of 13-hydroxy-lupanine was observed in one EM (14% of dose) and one PM (34% of dose) subject.
CONCLUSIONS:
6. Overall, the finding of a high urinary recovery of unchanged lupanine or 13-Hydroxylupanine together with similar t1/2s for both alkaloids in EM and PM CYP2D6 phenotypes suggests that clinical toxicity is unlikely to result from the use of lupin seed in footstuffs.

13-Hydroxylupanine Description

Source:	The herbs of Cytisus scoparius
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Product Name	13-Hydroxylupanine
Price:	$463 / 5mg
CAS No.:	15358-48-2
Catalog No.:	CFN92232
Molecular Formula:	C₁₅H₂₄N₂O₂
Molecular Weight:	264.4 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Powder
Source:	The herbs of Cytisus scoparius
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Alkaloids Compound Library P450 (e.g. CYP17) Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.7821 mL	18.9107 mL	37.8215 mL	75.643 mL	94.5537 mL
5 mM	0.7564 mL	3.7821 mL	7.5643 mL	15.1286 mL	18.9107 mL
10 mM	0.3782 mL	1.8911 mL	3.7821 mL	7.5643 mL	9.4554 mL
50 mM	0.0756 mL	0.3782 mL	0.7564 mL	1.5129 mL	1.8911 mL
100 mM	0.0378 mL	0.1891 mL	0.3782 mL	0.7564 mL	0.9455 mL

CFN92067	Anagyrine	486-89-5	244.3	C₁₅H₂₀N₂O
CFN91986	Baptifoline	732-50-3	260.33	C₁₅H₂₀N₂O₂
CFN91985	alpha-Isolupanine	486-87-3	248.36	C₁₅H₂₄N₂O
CFN98924	Lupanine	550-90-3	248.4	C₁₅H₂₄N₂O
CFN92232	13-Hydroxylupanine	15358-48-2	264.4	C₁₅H₂₄N₂O₂
CFN92233	Angustifoline	550-43-6	234.3	C₁₄H₂₂N₂O
CFN91059	Rhombifoline	529-78-2	244.34	C₁₅H₂₀N₂O
CFN99777	Sparteine sulfate pentahydrate	299-39-8	332.46	C₁₅H₂₈N₂O₄S
CFN99513	Cytisine	485-35-8	190.24	C₁₁H₁₄N₂O
CFN99776	N-Methylcytisine	486-86-2	204.27	C₁₂H₁₆N₂O