A saponin with diverse biological activities
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Bacopaside I

Item No. 11821

Technical Information
Formal Name
(1S,2R,4aR,6aS,6bR,8aR,10S,12aR,12bR,14aR,14bS)-hexadecahydro-1-hydroxy-1,6b,9,9,12a-pentamethyl-2-(2-methyl-1-propen-1-yl)-4a,6a-methano-1H,6H-phenanthro[2,1-d]pyrano[2,3-b]pyran-10-yl O-α-L-arabinofuranosyl-(1→2)-O-[6-O-sulfo-β-D-glucopyranosyl-(1→3)]-α-L-arabinopyranoside
CAS Number
382148-47-2
Molecular Formula
C46H74O20S
Formula Weight
Purity
≥95%
A solid
Methanol: soluble
SMILES
C[C@]12[C@@]34[C@@](CC[C@]1([H])[C@@]5([C@@](C(C)([C@H](CC5)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@@H]7O[C@@H]([C@H]([C@@H]([C@H]7O)O)O)COS(=O)(O)=O)O[C@@H]8O[C@H]([C@@H]([C@H]8O)O)CO)C)([H])CC2)C)([H])[C@]9([H])[C@@](OC4)(OC[C@H]([C@@]9(O)C)/C=C(C)\C)C3
InChi Code
InChI=1S/C46H74O20S/c1-21(2)14-22-16-59-46-19-45(20-60-46)23(37(46)44(22,7)54)8-9-28-42(5)12-11-29(41(3,4)27(42)10-13-43(28,45)6)64-40-36(66-38-33(52)30(49)25(15-47)62-38)35(24(48)17-58-40)65-39-34(53)32(51)31(50)26(63-39)18-61-67(55,56)57/h14,22-40,47-54H,8-13,15-20H2,1-7H3,(H,55,56,57)/t22-,23-,24+,25+,26-,27+,28-,29+,30+,31-,32+,33-,34-,35+,36-,37+,38+,39+,40+,42+,43-,44+,45+,46-/m1/s1
InChi Key
SKFWOYHZBNAJGA-YAOMZRCFSA-N
Origin
Plant/Bacopa monnieri (L.) Wettst.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bacopaside I is a saponin that has been found in B. monniera and has diverse biological activities.1,2,3,4 It inhibits monoamine oxidase A (MAO-A) and MAO-B (IC50s = 17.08 and 94.22 µg/ml, respectively).1 Bacopaside I (5, 15, and 50 mg/kg) decreases immobility time in the tail suspension and forced swim tests, as well as brain malondialdehyde (MDA) levels, and increases brain superoxide dismutase (SOD) and glutathione peroxidase (GPX) activities in mice.2 It increases time spent in the target quadrant in the Morris water maze and reduces amyloid plaque formation in the APP/PS1 transgenic mouse model of Alzheimer’s disease.3 Bacopaside I (3, 10, and 30 mg/kg) reduces cerebral edema and infarct volume in a rat model of transient focal ischemia induced by middle cerebral artery occlusion.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Singh, R., Ramakrishna, R., Bhateria, M., et alIn vitro evaluation of Bacopa monniera extract and individual constituents on human recombinant monoamine oxidase enzymes. Phytother. Res. 28(9), 1419-1422 (2014).

    2. Liu, X., Liu, F., Yue, R., et alThe antidepressant-like effect of bacopaside I: Possible involvement of the oxidative stress system and the noradrenergic system. Pharmacol. Biochem. Behav. 110, 224-230 (2013).

    3. Li, Y., Yuan, X., Shen, Y., et alBacopaside I ameliorates cognitive impairment in APP/PS1 mice via immune‐mediated clearance of β‐amyloid. Aging (Albany NY) 8(3), 521-533 (2016).

    4. Liu, X., Yue, R., Zhang, J., et alNeuroprotective effects of bacopaside I in ischemic brain injury. Restor. Neurol. Neurosci. 31(2), 109-123 (2013).