Peniciside
1. Core Information
English Name: Peniciside
CAS No.: 1367350-29-5
Molecular Formula: C38H62O10
Molecular Weight: 678.9 g/mol
SMILE:CC(C)C1C(C(C2C1(CCC3(C2(CC=C4C3CCC5C4(CC(C(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)OC(=O)C)C)C)C)C)O)O
2. International Nomenclature & Identifiers
2.1 IUPAC Name
[1,2-dihydroxy-3a,5a,8,8,11a,13a-hexamethyl-3-propan-2-yl-9-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-10-yl] acetate
2.2 InChI
InChI=1S/C38H62O10/c1-18(2)25-27(42)29(44)31-35(25,6)14-15-37(8)21-10-11-24-34(4,5)32(48-33-30(45)28(43)26(41)23(17-39)47-33)22(46-19(3)40)16-36(24,7)20(21)12-13-38(31,37)9/h12,18,21-33,39,41-45H,10-11,13-17H2,1-9H3
2.3 InChlKey
IFFDZLRWLNUFOX-UHFFFAOYSA-N
2.4 Canonical SMILES
CC(C)C1C(C(C2C1(CCC3(C2(CC=C4C3CCC5C4(CC(C(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)OC(=O)C)C)C)C)C)O)O
3. Spectroscopic Data
3.1 13C Nuclear Magnetic Resonance (13C NMR)
3.2 1H Nuclear Magnetic Resonance (1H NMR)
4. Research Progress on Peniciside
Peniciside is a triterpenoid glycoside isolated from the fungus Penicillium sp. 169 and has attracted growing interest across the life sciences.
4.1 Discovery & Source
Yuan et al. first isolated and characterized Peniciside in 2012 from solid-state fermentation of Penicillium sp. 169.[2] Spectroscopic and X-ray crystallographic analyses confirmed its structure, revealing the first fern-ene triterpenoid glycoside bearing hydroxyl groups at both C-19 and C-20—expanding the structural diversity known for triterpenes.
4.2 Chemical Features
Penciside has the molecular formula C38H62O10 (molecular weight 678.904). Its architecture combines multiple fused rings with abundant hydroxyl groups, features that underpin distinctive biological activities.
4.3 Biological Activity
Although Peniciside’s activity profile is still emerging, preliminary findings suggest it may modulate several biological pathways. As a triterpenoid glycoside, it could influence cellular metabolism, signaling, and defense responses. Further work is required to elucidate mechanisms and therapeutic potential.
4.4 Application Outlook
4.4.1 Drug Discovery
Given its distinctive scaffold and potential bioactivity, Peniciside represents a promising lead for novel therapeutics. Deeper investigation could yield agents with new modes of action against a range of diseases.
4.4.2 Life Sciences Research
Penciside may also serve as a valuable probe for dissecting metabolic and signaling pathways, supporting fundamental research in cell biology.
4.4.3 Additional Sectors
Peniciside could find roles in agriculture, functional foods, and beyond. Strategic development of its bioactivity might unlock further industrial applications.
4.5 Future Directions
Key questions remain regarding Peniciside’s mechanisms, molecular targets, and clinical potential. As life science and pharmaceutical technologies advance, systematic studies are expected to unlock further insights, transforming this unique triterpenoid glycoside into impactful innovations.
References
[1] http://www.kehuaai.com/productInfo/174959
[2] Xiao-Hong Y ,Guo-Bo X ,Wei-Lin W , et al.Peniciside, a new triterpenoid glycoside, from the fungus Penicillium sp. 169.[J].Archives of pharmacal research,2012,35(2):311-4
