An alkaloid with diverse biological activities
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Isomer(s)
30116Neotuberostemonine
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Tuberostemonine

Item No. 34457

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,7aR,8R,8aS,11S,11aS,11bR,11cR)-(8-ethyldodecahydro-11-methyl-2-[(2S,4S)-tetrahydro-4-methyl-5-oxo-2-furanyl]-furo[2,3-h]pyrrolo[3,2,1-jk][1]benzazepin-10(2H)-one
CAS Number
6879-01-2
Synonyms
  • NSC 366235
Molecular Formula
C22H33NO4
Formula Weight
375.5
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS (pH 7.2) (1:2): 0.33 mg/mlDMSO: 1 mg/ml
SMILES
CC[C@@H]1[C@]2([H])[C@]3([H])[C@@](C[C@]([C@]4([H])C[C@@H](C(O4)=O)C)([H])N3CCCC2)([H])[C@]5([H])[C@@]1([H])OC([C@H]5C)=O
InChi Code
InChI=1S/C22H33NO4/c1-4-13-14-7-5-6-8-23-16(17-9-11(2)21(24)26-17)10-15(19(14)23)18-12(3)22(25)27-20(13)18/h11-20H,4-10H2,1-3H3/t11-,12-,13+,14+,15+,16-,17-,18+,19+,20-/m0/s1
InChi Key
GYOGHROCTSEKDY-JJDZUBOLSA-N
Origin
Plant/Sessile stemona root
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    25 mg

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    Product Description

    Tuberostemonine is an alkaloid that has been found in S. tuberosa and has diverse biological activities.1,2,3 It exhibits feeding deterrent and repellant activities against S. littoralis fifth instar larvae when applied to lettuce leaf disks at concentrations of 0.01 and 0.1 µg/cm2, respectively.1 Tuberostemonine (100 mg/kg) reduces the number of citric acid-induced coughs in guinea pigs.2 In vivo, tuberostemonine (1-10 mg/kg) decreases bronchoalveolar lavage fluid (BALF) neutrophil and macrophage, but not lymphocyte, infiltration and reduces peribronchial and perivascular inflammatory cell infiltration in a cigarette smoke-induced mouse model of acute lung inflammation.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brem, B., Seger, C., Pacher, T., et al. Feeding deterrence and contact toxicity of Stemona alkaloids-a source of potent natural insecticides. J. Agric. Food Chem. 50(22), 6383-6388 (2002).

    2. Zhou, X., Leung, P.H.H., Li, N., et al. Oral absorption and antitussive activity of tuberostemonine alkaloids from the roots of Stemona tuberosa. Planta Med. 75(6), 575-580 (2009).

    3. Jung, K.-H., Beak, H., Park, S., et al. The therapeutic effects of tuberostemonine against cigarette smoke-induced acute lung inflammation in mice. Eur. J. Pharmacol. 774, 80-86 (2016).