A triterpene diol with diverse biological activities
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Inotodiol

Item No. 46074

Technical Information
Formal Name
lanosta-8,24-diene-3β,22RR-diol
CAS Number
35963-37-2
Synonyms
  • INO
Molecular Formula
C30H50O2
Formula Weight
Purity
≥98%
A solid
Chloroform:Methanol (2:1): Slightly soluble: 0.1-1 mg/mlDMSO: Slightly soluble: 0.1-1 mg/ml
SMILES
C[C@@]12C3=C(CC[C@@]1([H])C(C)([C@H](CC2)O)C)[C@]4([C@](CC3)([C@]([C@@H]([C@H](O)C/C=C(C)/C)C)([H])CC4)C)C
InChi Code
InChI=1S/C30H50O2/c1-19(2)9-11-24(31)20(3)21-13-17-30(8)23-10-12-25-27(4,5)26(32)15-16-28(25,6)22(23)14-18-29(21,30)7/h9,20-21,24-26,31-32H,10-18H2,1-8H3/t20-,21+,24+,25-,26-,28+,29+,30-/m0/s1
InChi Key
KKWJCGCIAHLFNE-KFPHZHIMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Inotodiol is a triterpene diol originally isolated from I. obliquus that has diverse biological activities.1,2,3,4,5 It induces apoptosis and reduces the proliferation of HeLa cervical cancer cells.2 Inotodiol reduces reactive oxygen species (ROS) and malondialdehyde (MDA) production and increases superoxide dismutase (SOD) activity, mitochondrial membrane potential, and cell viability in a PC12 cell model of ischemic stroke induced by oxygen-glucose deprivation and restoration.3 It reduces TNF-α production in, and degranulation of, isolated mouse bone marrow-derived mast cells (BMMCs) mediated by the high-affinity IgE receptor FcεRI (IC50s = 0.7 µM for both) but does not inhibit IL-2 production in CD4+ T cells or IL-10 production in B cells stimulated with LPS.4 Inotodiol decreases mast cell degranulation in the blood and small intestines in a mouse model of food allergy induced by chicken ovalbumin and reduces small intestinal lesions, diarrhea, and anaphylaxis in the same model.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Poyser, J.P., Hirtzbach, F.d.R., and Ourisson, G. The stereospecific synthesis of inotodiol 3β, 22R-dihydroxylanosta-8,24-diene. Tetrahedron 30(8), 977-986 (1973).

    2. Zhao, L.W., Zhong, X.H., Yang, S.Y., et al. Inotodiol inhabits proliferation and induces apoptosis through modulating expression of cyclinE, p27, bcl-2, and bax in human cervical cancer HeLa cells. Asian Pac. J. Cancer Prev. 15(7), 3195-1399 (2014).

    3. Li, Y., Zhang, W., Chen, C., et al. Inotodiol protects PC12 cells against injury induced by oxygen and glucose deprivation/restoration through inhibiting oxidative stress and apoptosis. J. Appl. Biomed. 16(2), 126-132 (2018).

    4. Liu, Y., Naskar, R., Acharya, S., et al. Inotodiol, an antiasthmatic agent with efficacy and safety, preferentially impairs membrane-proximal signaling for mast cell activation. Int. Immunopharmacol. 117, 109854 (2023).

    5. Nguyen, T.M.N., Le, H.S., Le, B.V., et al. Anti-allergic effect of inotodiol, a lanostane triterpenoid from Chaga mushroom, via selective inhibition of mast cell function. Int. Immunopharmacol. 81, 106244 (2020).