Catalogue Number
AV-P12053
Analysis Method
HPLC,NMR,MS
Specification
98%
Storage
2-8°C
Molecular Weight
250.38
Appearance
White crystalline powder
Botanical Source
Salvia sclarea L./Found in tobacco, Kyllinga erecta, Salvia sclarea, Cistus ladaniferus and Salvia yosgadensis
Structure Type
Sesquiterpenoids
Category
Standards;Natural Pytochemical;API
SMILES
CC1(CCCC2(C1CCC3(C2CC(=O)O3)C)C)C
Synonyms
(3aR,9aS,9bR)-3a,6,6,9a-Tetramethyldecahydronaphtho[2,1-b]furan-2(1H)-one/Naphtho[2,1-b]furan-2(1H)-one, decahydro-3a,6,6,9a-tetramethyl-, (3aR,9aS,9bR)-/(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-one/Sclareolide
IUPAC Name
(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-one
Density
1.0±0.1 g/cm3
Solubility
Chloroform; DMSO
Flash Point
132.4±16.4 °C
Boiling Point
321.4±10.0 °C at 760 mmHg
Melting Point
124-126ºC
InChl
InChl Key
WGK Germany
RID/ADR
HS Code Reference
Personal Projective Equipment
Correct Usage
For Reference Standard and R&D, Not for Human Use Directly.
Meta Tag
provides coniferyl ferulate(CAS#:564-20-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate
No Technical Documents Available For This Product.
28259943
Pancreatic cancer is a type of cancer, which rapidly develops resistance to chemotherapy. Gemcitabine is the treatment used clinically, however, gemcitabine resistance leads to limited efficacy and patient survival rates of only a few months following diagnosis. The aim of the present study was to investigate the mechanisms underlying gemcitabine resistance in pancreatic cancer and to select targeted agents combined with gemcitabine to promote the treatment of pancreatic cancer. Panc?1 and ASPC?1 human pancreatic cancer cells (HPCCs) were used to establish the experimental model, and HPCCs were exposed to gemcitabine of serially increased concentrations to generate gemcitabine?resistant cells (GR?HPCCs). The anticancer effect of gemcitabine combined with sclareolide was then assessed. Epithelial to mesenchymal transition (EMT), human equilibrative nucleoside transporter 1 (hENT1) and ribonucleoside diphosphate reductase 1 (RRM1) were detected in the HPCCs and GR?HPCCs, and the mechanisms were investigated. Sclareolide resensitized the GR?HPCCs to gemcitabine. The expression levels of hENT1 and RRM1 were lower and higher, respectively, in GR?HPCCs, compared with HPCCs. Sclareolide upregulated hENT1, downregulated RRM1 and inhibited gemcitabine?induced EMT through the TWIST1/Slug pathway in the GR?HPCCs. In addition, sclareolide mediated the NOTCH 1 intracellular cytoplasmic domain (NICD)/glioma?associated oncogene 1 (Gli1) pathway, which triggered TWIST1/Slug?hENT1/RRM1 signaling and resensitized GR?HPCCs to gemcitabine. Finally, sclareolide resensitized GR?HPCCs to gemcitabine through inducing apoptosis; in vivo, the co?administraion of sclareolide and gemcitabine effectively suppressed tumor growth. Sclareolide may be a novel agent in combination with gemcitabine for the treatment of gemcitabine?resistant pancreatic cancer, which resensitizes GR?HPCCs to gemcitabine through mediating NICD and Gli1.
Sclareolide enhances gemcitabine?induced cell death through mediating the NICD and Gli1 pathways in gemcitabine?resistant human pancreatic cancer.
Chen S1, Wang Y2, Zhang WL1, Dong MS1, Zhang JH1.
2017 Apr
31738086
Filoviruses cause severe hemorrhagic fever in humans. Ebola virus (EBOV) is the most contagious filovirus. Although compassionate treatments have been used during the latest Ebola outbreak, novel anti-EBOV agents are still urgently needed. In this study, sclareol and sclareolide, two natural products in Salvia sclarea, were identified as EBOV entry inhibitors with EC50s of 2.4 μmol/L and 8.0 μmol/L, respectively, through blocking the viral fusion process. Moreover, both compounds exhibited inhibitory effects on all tested filoviruses’ entry, indicating their wide-spectrum activities against filoviruses. This study provides insights into the two natural products and their applications against filovirus infectious diseases.
Ebola; Sclareol; entry inhibitor; filovirus; sclareolide
Discovery of sclareol and sclareolide as filovirus entry inhibitors.
Chen Q1, Tang K1, Guo Y1.
2020 May
17202714
Fungal catalysis of sclareolide (1) using Mucor plumbeus (ATCC 4740), Cunninghamella blakesleeana (ATCC 9245), Cunninghamella echinulata (ATCC 9244), Curvularia lunata (ATCC 12017) and Aspergillus niger (ATCC 1004), was performed. Cunninghamella blakesleeana (ATCC 9245) metabolized compound 1 to afford O(6)-sclareolide (2), 3beta,6alpha-dihydroxysclareolide (3), 9-hydroxysclareolide (4), along with three known metabolites, 1beta,3beta-dihydroxysclareolide (5), 3-oxosclareolide (6) and 3beta-hydroxysclareolide (7). Biotransformation experiments of compound 1 with Cunninghamella echinulata (ATCC 9244) also yielded two new compounds, 5-hydroxysclareolide (8), and 7beta-hydroxysclareolide (9) along with two known compounds 5 and 7. Spectroscopic methods were used to establish the structures of compounds 2-9. Compounds 2-9 exhibited modest acetylcholinesterase inhibitory activity.
Novel microbial transformations of sclareolide.
Ata A1, Conci LJ, Betteridge J, Orhan I, Sener B.
2007 Jan
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