A cyclitol with diverse biological activities
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D-Pinitol

Item No. 26815

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-O-methyl-D-chiro-inositol
CAS Number
10284-63-6
Synonyms
  • 3-O-methyl-Chiroinositol
Molecular Formula
C7H14O6
Formula Weight
194.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 10 mg/mlEthanol: partially solublePBS (pH 7.2): 5 mg/ml
SMILES
O[C@H]1[C@H](O)[C@H](O)[C@@H](OC)[C@H](O)[C@H]1O
InChi Code
InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5-,6+,7+/m0/s1
InChi Key
DSCFFEYYQKSRSV-KLJZZCKASA-N
Origin
Plant/Ceratonia siliqua
Shipping & Storage Information
Storage
4°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    1 g

    $87

    Add

    5 g

    $392

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    10 g

    $653

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    25 g

    $1,087

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    Cayman Chemical
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    Product Description

    D-Pinitol is a cyclitol that has been found in several plants, including soybean and carob, and has diverse biological activities.1,2,3,4 It decreases NF-κB gene expression and induces DNA fragmentation and apoptosis in MCF-7 breast cancer cells.1 D-Pinitol induces endothelium- and nitric oxide-dependent vasodilation in isolated mouse mesenteric arteries.2 In vivo, D-pinitol (10 mg/kg, i.p.) reduces systolic blood pressure in mice. D-Pinitol (50 mg/kg) enhances creatine clearance, reduces tubulointerstitial fibrosis, and increases levels of the cytosolic antioxidant enzymes superoxide dismutase I (SOD1) and NAD(P)H:quinone oxidoreductase (NQO1) in a mouse model of cyclosporin A-induced nephropathy.3 It also decreases plasma glucose levels in a mouse model of diabetes induced by streptozotocin (Item No. 13104).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rengarajan, T., Nandakumar, N., Rajendran, P., et al. D-pinitol promotes apoptosis in MCF-7 cells via induction of p53 and Bax and inhibition of Bcl-2 and NF-κB. Asian Pac. J. Cancer Prev. 15(4), 1757-1762 (2014).

    2. Moreira, L.N., Silva, J.F., Silva, G.C., et al. Activation of eNOS by D-pinitol induces an endothelium-dependent vasodilatation in mouse mesenteric artery. Front. Pharmacol. 9:528, (2018).

    3. Koh, E.S., Kim, S., Kim, M., et al. D‑Pinitol alleviates cyclosporine A‑induced renal tubulointerstitial fibrosis via activating Sirt1 and Nrf2 antioxidant pathways. Int. J. Mol. Med. 41(4), 1826-1834 (2018).

    4. Bates, S.H., Jones, R.B., and Bailey, C.J. Insulin-like effect of pinitol. Br. J. Pharmacol. 130(8), 1944-1948 (2000).