A triterpenoid with diverse biological activities
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Alisol C Monoacetate

Item No. 35823

Technical Information
Formal Name
(8α,9β,11β,14β,23S,24R)-23-(acetyloxy)-24,25-epoxy-11-hydroxy-dammar-13(17)-ene-3,16-dione
CAS Number
26575-93-9
Synonyms
  • AC23A
  • Alisol C 23-acetate
Molecular Formula
C32H48O6
Formula Weight
Purity
≥98%
A solid
DMF: 1 mg/mlDMSO: 3 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): insol
λmax
246 nm
SMILES
C[C@@]12[C@@]3(C(C[C@@H]([C@@]1([H])[C@@]4([C@@](C(C)(C(CC4)=O)C)([H])CC2)C)O)=C(C(C3)=O)[C@H](C)C[C@@H]([C@]5([H])C(C)(O5)C)OC(C)=O)C
InChi Code
InChI=1S/C32H48O6/c1-17(14-22(37-18(2)33)27-29(5,6)38-27)25-19-15-20(34)26-30(7)12-11-24(36)28(3,4)23(30)10-13-31(26,8)32(19,9)16-21(25)35/h17,20,22-23,26-27,34H,10-16H2,1-9H3/t17-,20+,22+,23+,26+,27-,30+,31+,32+/m1/s1
InChi Key
KOOCQNIPRJEMDH-QSKXMHMESA-N
Origin
Plant/Alisma plantago-aquatica tubers
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Alisol C monoacetate is a triterpenoid that has been found in Alisma orientale and has diverse biological activities.1,2,3,4 It is active against certain antibiotic-resistant strains of S. aureus, E. faecium, E. coli, and P. aeruginosa (MICs = 2.5-5 µg/ml) but not against other antibiotic-resistant strains of S. aureus or E. coli (MICs = >256 µg/ml).2,3 Alisol C monoacetate (1-10 µM) inhibits osteoclast formation induced by calcitriol (Item No. 71820) in a co-culture of primary rat osteoblasts and primary rat bone marrow cells.4 It reduces trabecular bone loss and serum levels of a variety of cytokines, including TNF-α, IL-6, and IL-1β, in an ovariectomized rat model of osteoporosis when administered at doses of 1 and 2 mg/kg. Alisol C monoacetate (10 and 50 mg/kg) also reduces ear edema in a mouse model of delayed-type hypersensitivity.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, J.H., Kwon, O.S., Jin, H.-G., et alThe rhizomes of Alisma orientale and alisol derivatives inhibit allergic response and experimental atopic dermatitis. Biol. Pharm. Bull. 35(9), 1581-1587 (2012).

    2. Jin, H.-G., Jin, Q., Kim, A.R., et alA new triterpenoid from Alisma orientale and their antibacterial effect. Arch. Pharm. Res. 35(11), 1919-1926 (2012).

    3. Li, C., Yan, W., Cui, E., et alAnti-bacterial effect of phytoconstituents isolated from Alimatis rhizoma. Appl. Biol. Chem. 64(9), 1-5 (2021).

    4. Jia, X., Zhu, H., Li, G., et alAnti-osteoporotic effects of alisol C 23-acetate via osteoclastogenesis inhibition. Biomed. Pharmacother. 137, 111321 (2021).