Thermopsine
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MedKoo CAT#: 597945

CAS#: 486-90-8

Description: Thermopsine is a quinolizidine alkaloid isolated from the fruits and pods and stem bark of Sophora velutina subsp. Thermopsine has antibacterial activity.


Chemical Structure

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Thermopsine
CAS# 486-90-8

Theoretical Analysis

MedKoo Cat#: 597945
Name: Thermopsine
CAS#: 486-90-8
Chemical Formula: C15H20N2O
Exact Mass: 244.16
Molecular Weight: 244.330
Elemental Analysis: C, 73.74; H, 8.25; N, 11.47; O, 6.55

Price and Availability

Size Price Availability Quantity
1mg USD 350 2 Weeks
5mg USD 950 2 Weeks
10mg USD 1450 2 Weeks
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Synonym: (-)-Thermopsine; l-Thermopsine; NSC 21725; NSC-21725; NSC21725;

IUPAC/Chemical Name: (7R,14R,14aS)-1,3,4,6,7,13,14,14a-octahydro-2H,11H-7,14-methanodipyrido[1,2-a:1',2'-e][1,5]diazocin-11-one

InChi Key: FQEQMASDZFXSJI-UPJWGTAASA-N

InChi Code: InChI=1S/C15H20N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h3,5-6,11-13H,1-2,4,7-10H2/t11-,12-,13+/m1/s1

SMILES Code: O=C1C=CC=C2N1C[C@]3([H])[C@@](CCCC4)([H])N4C[C@@]2([H])C3

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 244.33 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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2: Keller WJ, Zelenski SG. Alkaloids from Lupinus argenteus var. stenophyllus. J Pharm Sci. 1978 Mar;67(3):430-1. PubMed PMID: 641742.

3: Gray D, Gallagher T. A flexible strategy for the synthesis of tri- and tetracyclic lupin alkaloids: synthesis of (+)-cytisine, (+/-)-anagyrine, and (+/-)-thermopsine. Angew Chem Int Ed Engl. 2006 Apr 3;45(15):2419-23. PubMed PMID: 16521145.

4: Martins A, Wink M, Tei A, Brum-Bousquet M, Tillequin F, Rauter AP. A phytochemical study of the quinolizidine alkaloids from Genista tenera by gas chromatography-mass spectrometry. Phytochem Anal. 2005 Jul-Aug;16(4):264-6. PubMed PMID: 16042152.

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6: Korir E, Kiplimo JJ, Crouch NR, Moodley N, Koorbanally NA. Quinolizidine alkaloids from Sophora velutina subsp. zimbabweensis (Fabaceae: Sophoreae). Nat Prod Commun. 2012 Aug;7(8):999-1003. PubMed PMID: 22978215.

7: Keeler RF, Johnson AE, Chase RL. Toxicity of Thermopsis montana in cattle. Cornell Vet. 1986 Apr;76(2):115-27. PubMed PMID: 3698596.

8: Sagen AL, Gertsch J, Becker R, Heilmann J, Sticher O. Quinolizidine alkaloids from the curare adjuvant Clathrotropis glaucophylla. Phytochemistry. 2002 Dec;61(8):975-8. PubMed PMID: 12453529.

9: Keeler RF, Baker DC. Myopathy in cattle induced by alkaloid extracts from Thermopsis montanta, Laburnum anagyroides and a Lupinus sp. J Comp Pathol. 1990 Aug;103(2):169-82. PubMed PMID: 2246392.

10: Adler LS, Wink M. Transfer of quinolizidine alkaloids from hosts to hemiparasites in two Castilleja-Lupinus associations: analysis of floral and vegetative tissues. Biochem Syst Ecol. 2001 Jun;29(6):551-561. PubMed PMID: 11336806.