A diterpene with diverse biological activities
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Isoforskolin

Item No. 11716

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,6S,6aS)-6-(acetyloxy)-3-ethenyldodecahydro-5S,10S,10bS-trihydroxy-3,4aR,7,7,10aR-pentamethyl-1H-naphtho[2,1-b]pyran-1-one
CAS Number
64657-21-2
Molecular Formula
C22H34O7
Formula Weight
410.5
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleDMSO: Soluble
SMILES
O=C1C[C@@](C=C)(C)O[C@]2(C)[C@@H](O)[C@@H](OC(C)=O)[C@@]3([H])C(C)(C)CC[C@H](O)[C@]3(C)[C@]21O
InChi Code
InChI=1S/C22H34O7/c1-8-19(5)11-14(25)22(27)20(6)13(24)9-10-18(3,4)16(20)15(28-12(2)23)17(26)21(22,7)29-19/h8,13,15-17,24,26-27H,1,9-11H2,2-7H3/t13-,15-,16-,17-,19-,20-,21+,22-/m0/s1
InChi Key
CLOQVZCSBYBUPB-KGGHGJDLSA-N
Origin
Plant/Coleus forskohlii
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

    $90

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    Product Description

    Isoforskolin is a naturally occurring diterpene originally isolated from the Indian coleus plant C. forskohlii.1 It demonstrates positive inotropic effects ex vivo in guinea pig atria (EC50 = 1.09 μM).2 In vivo, isoforskolin is antihypertensive, decreasing systolic blood pressure by 28 mmHg in spontaneously hypertensive rats when administered at 25 mg/kg per day, p.o. for 5 days. Pretreatment of rats with isoforskolin (10 mg/kg, i.p.) decreases LPS-induced lung injury by decreasing karyocyte, neutrophil count, and protein content in bronchoalveolar lavage fluid, and ameliorating LPS-induced lung morphological changes.3 Isoforskolin (1 mg/kg, i.p.) decreases mean arthritis index in a mouse model of Lyme arthritis induced by injection of B. burgdorferi basic membrane protein A (BmpA) into the tibiotarsal joint cavity.4 Isoforskolin also activates membranous mammalian adenylyl cyclase (AC) expressed in insect cells (EC50s = 0.8, 13.3, and 7.4 μM for AC1, AC2, and AC5, respectively).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bhat, S.V., Bajwa, B.S., Dornauer, H., et al. Structures and stereochemistry of new labdane diterpenoids from Coleus forskohlii Briq. Tetrahedron Lett. 18(19), 1669-1672 (1977).

    2. Bhat, S.V., Dohadwalla, A.N., Bajwa, B.S., et al. The antihypertensive and positive inotropic diterpene forskolin: Effects of structural modifications on its activity. J. Med. Chem. 26(4), 486-492 (1983).

    3. Yang, W., Qiang, D., Zhang, M., et al. Isoforskolin pretreatment attenuates lipopolysaccharide-induced acute lung injury in animal models. Int. Immunopharmacol. 11(6), 683-692 (2011).

    4. Zhao, H., Liu, A., Shen, L., et al. Isoforskolin downregulates proinflammatory responses induced by Borrelia burgdorferi basic membrane protein A. Exp. Ther. Med. 14(6), 5974-5980 (2017).

    5. Pinto, C., Papa, D., Hübner, M., et al. Activation and inhibition of adenylyl cyclase isoforms by forskolin analogs. J. Pharmacol. Exp. Ther. 325(1), 27-36 (2008).