An alkaloid that induces pulmonary hypertension in rats
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Monocrotaline

Item No. 16666

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,4R,5R)-4,5,8,10,12,13,13aR,13bR-octahydro-4,5-dihydroxy-3,4,5-trimethyl-2H-[1,6]dioxacycloundecino[2,3,4-gh]pyrrolizine-2,6(3H)-dione
CAS Number
315-22-0
Synonyms
  • Crotaline
  • MCT
  • NSC 28693
Molecular Formula
C16H23NO6
Formula Weight
325.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: 5 mg/mlDMF: 1 mg/mlDMSO: 1 mg/ml
λmax
217 nm
SMILES
O=C([C@](C)(O)[C@](C)(O)[C@H]1C)OCC2=CCN3[C@@]2([H])[C@](CC3)([H])OC1=O
InChi Code
InChI=1S/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3/t9-,11+,12+,15+,16-/m0/s1
InChi Key
QVCMHGGNRFRMAD-XFGHUUIASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $69

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    100 mg

    $127

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    500 mg

    $263

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    1 g

    $461

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    Product Description

    Monocrotaline is a natural 11-membered macrocyclic pyrrolizidine alkaloid used in an animal model of pulmonary hypertension.1,2 It is metabolized by cytochrome P450 3A4 in the liver to monocrotaline pyrrole. Administration of monocrotaline or its metabolite monocrotaline pyrrole to rats causes progressive lung injury featuring pulmonary vascular remodeling, pulmonary hypertension, and compensatory right heart hypertrophy.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gomez-Arroyo, J.G., Farkas, L., Alhussaini, A.A., et al. The monocrotaline model of pulmonary hypertension in perspective. Am. J. Physiol. Lung Cell. Mol. Physiol. 302(4), L363-L369 (2012).

    2. Maarman, G., Lecour, S., Butrous, G., et al. A comprehensive review: The evolution of animal models in pulmonary hypertension research; are we there yet? Pulm.Circ. 3(4), 739-756 (2013).