A cyathane diterpenoid with diverse biological activities
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Erinacine C

Item No. 40079

Technical Information
Formal Name
1,2-O-[(3aR,5aR,6R,7R,10aR)-2,3,3a,4,5,5a,6,7,10,10a-decahydro-8-(hydroxymethyl)-3a,5a-dimethyl-1-(1-methylethyl)cyclohept[e]indene-6,7-diyl]-β-D-xylopyranose
CAS Number
156101-09-6
Synonyms
  • Erinacin C
Molecular Formula
C25H38O6
Formula Weight
Purity
≥95%
A solid
DMSO: Soluble: ≥10 mg/mlEthanol: Soluble: ≥10 mg/ml
SMILES
CC(C(CC[C@]1(C)CC[C@](C)2[C@]3(O[C@@]4(OC[C@@H](O)[C@@H]([C@]4(O[C@]53[H])[H])O)[H])[H])=C1[C@]2(CC=C5CO)[H])C
InChi Code
InChI=1S/C25H38O6/c1-13(2)15-7-8-24(3)9-10-25(4)16(18(15)24)6-5-14(11-26)20-22(25)31-23-21(30-20)19(28)17(27)12-29-23/h5,13,16-17,19-23,26-28H,6-12H2,1-4H3/t16-,17-,19+,20-,21-,22+,23+,24-,25-/m1/s1
InChi Key
DMPGFSQMXITJPT-ZCKYJUNOSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Erinacine C is a cyathane diterpenoid that has been found in H. erinaceum and has diverse biological activities.1,2,3,4 It inhibits transcription of the genes encoding the bacteriocins mutacin IV, mutacin V, and mutacin VI, which are S. mutans virulence factors, in reporter assays using S. mutans.2 Erinacine C (1 mM) increases the production of nerve growth factor (NGF) in mouse astroglial cells.1 It inhibits LPS-induced nitric oxide (NO) production in BV-2 microglia (IC50 = 29.22 µM).3 Erinacine C (2 mg/kg) reduces mild traumatic brain injury-induced motor deficits and neuronal cell death in rats.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kawagishi, H., Shimada, A., Shirai, R., et alErinacines A, B and C, strong stimulators of nerve growth factor (NGF)-synthesis from the mycelia of Hericium erinaceum. Tetrahedron Lett. 35(10), 1569-1572 (1994).

    2. Premnath, P., Reck, M., Wittstein, K., et alScreening for inhibitors of mutacin synthesis in Streptococcus mutans using fluorescent reporter strains. BMC Microbiol. 18(1), 24 (2018).

    3. Wei, J., Li, J.-Y., Feng, X.-L., et alUnprecedented neoverrucosane and cyathane diterpenoids with anti-neuroinflammatory activity from cultures of the culinary-medicinal mushroom Hericium erinaceus. Molecules 28(17), 6380 (2023).

    4. K.F., L., Hsieh, Y.Y., Tung, S.Y., et alThe cerebral protective effect of novel erinacines from Hericium erinaceus Mycelium on in vivo mild traumatic brain injury animal model and primary mixed glial cells via Nrf2-dependent pathways. Antioxidants (Basel) 13(3), 371 (2024).