abieta-8,11,13-triene-12-ol
ferruginol
 
Notes:
None found
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      514-62-5 Ferruginol 0.95
      Ferruginol isolated from the herbs of Salvia yunnanensis. anti-plasmodial, leishmanicidal, anti-ulcerogenic activities; anti-oxidative and anti-inflammatory activities
       
       
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CAS Number: 514-62-5Picture of molecule3D/inchi
Nikkaji Web: J17.558G
XlogP3-AA: 6.70 (est)
Molecular Weight: 286.45830000
Formula: C20 H30 O
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.03402 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Alfa Biotechnology
For experimental / research use only.
Ferruginol 98%
BOC Sciences
For experimental / research use only.
Ferruginol 0.95
Odor: characteristic
Use: Ferruginol isolated from the herbs of Salvia yunnanensis. anti-plasmodial, leishmanicidal, anti-ulcerogenic activities; anti-oxidative and anti-inflammatory activities
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for abieta-8,11,13-triene-12-ol usage levels up to:
 not for fragrance use.
 
Recommendation for abieta-8,11,13-triene-12-ol flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 442027
National Institute of Allergy and Infectious Diseases: Data
 (4bS,8aS)-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol
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References:
 (4bS,8aS)-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 442027
Pubchem (cas): 514-62-5
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C09092
HMDB (The Human Metabolome Database): Search
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 cryptomeria japonica
Search Trop  Picture
 salvia lavandulifolia vahl. leaf oil @ 0.80%
Data  GC  Search Trop  Picture
 salvia miltiorrhiza
Search Trop  Picture
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Synonyms:
 ferruginol
(4bS,8aS)-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol
4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Ferruginol Diterpenoid Selectively Inhibits Human Thyroid Cancer Growth by Inducing Mitochondrial Dependent Apoptosis, Endogenous Reactive Oxygen Species (ROS) Production, Mitochondrial Membrane Potential Loss and Suppression of Mitogen-Ac
PubMed: Ferruginol exhibits anticancer effects in OVCAR?3 human ovary cancer cells by inducing apoptosis, inhibition of cancer cell migration and G2/M phase cell cycle arrest
PubMed: Ferruginol inhibits non-small cell lung cancer growth by inducing caspase-associated apoptosis
PubMed: Ferruginol induced apoptosis on SK-Mel-28 human malignant melanoma cells mediated through P-p38 and NF-?B
PubMed: Ameliorative effect of ferruginol on isoprenaline hydrochloride-induced myocardial infarction in rats
PubMed: Antioxidant activity and mechanism of the abietane-type diterpene ferruginol
PubMed: Ferruginol suppresses survival signaling pathways in androgen-independent human prostate cancer cells
PubMed: Anti-Zika virus activity of several abietane-type ferruginol analogues
PubMed: Neuroprotective Effects of Ferruginol, Jatrophone, and Junicedric Acid Against Amyloid-? Injury in Hippocampal Neurons
PubMed: The accumulation pattern of ferruginol in the heartwood-forming Cryptomeria japonica xylem as determined by time-of-flight secondary ion mass spectrometry and quantity analysis
PubMed: Gastroprotective activity of ferruginol in mice and rats: effects on gastric secretion, endogenous prostaglandins and non-protein sulfhydryls
PubMed: A GC-MS method validation for quantitative investigation of some chemical markers in Salvia hypargeia Fisch. & C.A. Mey. of Turkey: Enzyme inhibitory potential of ferruginol
PubMed: Epicubenol and Ferruginol induce DC from human monocytes and differentiate IL-10-producing regulatory T cells in vitro
PubMed: Determination of ferruginol in rat plasma via high-performance liquid chromatography and its application in pharmacokinetics study
PubMed: Anti-herpetic and anti-dengue activity of abietane ferruginol analogues synthesized from (+)-dehydroabietylamine
PubMed: Gastroprotective and ulcer healing effect of ferruginol in mice and rats: assessment of its mechanism of action using in vitro models
PubMed: Gastroprotective and cytotoxic effect of semisynthetic ferruginol derivatives
PubMed: Proteomics investigation reveals cell death-associated proteins of basidiomycete fungus Trametes versicolor treated with Ferruginol
PubMed: Antimalarial activity of abietane ferruginol analogues possessing a phthalimide group
PubMed: Totarol, totaradiol and ferruginol: three diterpenes from Thuja plicata (Cupressaceae)
PubMed: Localization of ferruginol, a diterpene phenol, in Cryptomeria japonica heartwood by time-of-flight secondary ion mass spectrometry
PubMed: New gastroprotective ferruginol derivatives with selective cytotoxicity against gastric cancer cells
PubMed: CYP76AH1 catalyzes turnover of miltiradiene in tanshinones biosynthesis and enables heterologous production of ferruginol in yeasts
PubMed: [Discussion on research idea of quality marker of Salvia miltiorrhiza based on biosynthetic pathway of tanshinone compounds]
PubMed: [Retracted] Ferruginol exhibits anticancer effects in OVCAR?3 human ovary cancer cells by inducing apoptosis, inhibition of cancer cell migration and G2/M phase cell cycle arrest
PubMed: Enantioselective, Lewis Base-Catalyzed Sulfenocyclization of Polyenes
PubMed: Retracted: Ferruginol Diterpenoid Selectively Inhibits Human Thyroid Cancer Growth by Inducing Mitochondrial Dependent Apoptosis, Endogenous Reactive Oxygen Species (ROS) Production, Mitochondrial Membrane Potential Loss and Suppression of
PubMed: Aromatic abietane diterpenoids: their biological activity and synthesis
PubMed: Antiprotozoal Diterpenes from Perovskia abrotanoides
PubMed: Synthesis of (-)-Chamobtusin A from (+)-Dehydroabietylamine
PubMed: CYP76 Oxidation Network of Abietane Diterpenes in Lamiaceae Reconstituted in Yeast
PubMed: Biological Profiling of Semisynthetic C19-Functionalized Ferruginol and Sugiol Analogues
PubMed: Terpenoids of the Swamp Cypress Subfamily (Taxodioideae), Cupressaceae, an Overview by GC-MS
PubMed: Synthesis, Antiviral and Cytotoxic Activity of Novel Terpenyl Hybrid Molecules Prepared by Click Chemistry
PubMed: Terpenoid Compositions of Resins from Callitris Species (Cupressaceae)
PubMed: Enantioselective Polyene Cyclization Catalyzed by a Chiral Br?nsted Acid
PubMed: Synthetic derivatives of aromatic abietane diterpenoids and their biological activities
PubMed: Synthesis and Biological Studies of (+)-Liquiditerpenoic Acid A (Abietopinoic Acid) and Representative Analogues: SAR Studies
PubMed: Antibiotic potentiation of natural products: A promising target to fight pathogenic bacteria
PubMed: Cytotoxic and apoptogenic properties of three isolated diterpenoids from Salvia chorassanica through bioassay-guided fractionation
PubMed: Biochemical characterization of diterpene synthases of Taiwania cryptomerioides expands the known functional space of specialized diterpene metabolism in gymnosperms
PubMed: Functional Integration of Two CYP450 Genes Involved in Biosynthesis of Tanshinones for Improved Diterpenoid Production by Synthetic Biology
PubMed: High Yield of Bioactive Abietane Diterpenes in Salvia sclarea Hairy Roots by Overexpressing Cyanobacterial DXS or DXR Genes
PubMed: Boosting the Synthesis of Pharmaceutically Active Abietane Diterpenes in S. sclarea Hairy Roots by Engineering the GGPPS and CPPS Genes
PubMed: A functional genomics approach to tanshinone biosynthesis provides stereochemical insights
PubMed: Functional expression of two NADPH-cytochrome P450 reductases from Siraitia grosvenorii
PubMed: [Construction of Saccharomyces cerevisiae whole-cell biocatalyst system for conversion miltiradiene]
PubMed: Tandem single-step construction of chiral hexahydrophenanthrenes: a concise route to (+)-ferruginol
PubMed: Functional Diversification of Kaurene Synthase-Like Genes in Isodon rubescens
PubMed: ACAT inhibitory activity of exudates from Calocedrus macrolepis var. formosana
PubMed: Elucidation of the biosynthesis of carnosic acid and its reconstitution in yeast
PubMed: Diterpenoids from Salvia prionitis
PubMed: Salvisertin A, a New Hexacyclic Triterpenoid, and Other Bioactive Terpenes from Salvia deserta Root
PubMed: Antibacterials and modulators of bacterial resistance from the immature cones of Chamaecyparis lawsoniana
PubMed: Engineering of CYP76AH15 can improve activity and specificity towards forskolin biosynthesis in yeast
PubMed: Terpenoids from Salvia sclarea
PubMed: Constituents from fruits of Cupressus sempervirens
PubMed: Novel domino reactions for diterpene synthesis
PubMed: Efficient Separation of Four Antibacterial Diterpenes from the Roots of Salvia Prattii Using Non-Aqueous Hydrophilic Solid-Phase Extraction Followed by Preparative High-Performance Liquid Chromatography
PubMed: Bioinspired Synthesis of Pygmaeocins and Related Rearranged Abietane Diterpenes: Synthesis of Viridoquinone
PubMed: Coactivation of MEP-biosynthetic genes and accumulation of abietane diterpenes in Salvia sclarea by heterologous expression of WRKY and MYC2 transcription factors
PubMed: Gastroprotective effect and cytotoxicity of carnosic acid derivatives
PubMed: Composition, antioxidant, antimicrobial and anti-wood-decay fungal activities of the twig essential oil of Taiwania cryptomerioides from Taiwan
PubMed: Characterization of CYP76AH4 clarifies phenolic diterpenoid biosynthesis in the Lamiaceae
PubMed: Antimicrobial and Antileishmanial Activities of Diterpenoids Isolated from the Roots of Salvia deserta
PubMed: Cytotoxic compounds from invasive giant salvinia (Salvinia molesta) against human tumor cells
PubMed: Bioactive compounds from Taiwania cryptomerioides
PubMed: Isolation of antibacterial diterpenoids from Cryptomeria japonica bark
PubMed: Molecular cloning and functional characterization of multiple NADPH-cytochrome P450 reductases from Andrographis paniculata
PubMed: Cytochrome P450 promiscuity leads to a bifurcating biosynthetic pathway for tanshinones
PubMed: Characterization of the inhibitory activity of natural tanshinones from Salvia miltiorrhiza roots on protein tyrosine phosphatase 1B
PubMed: Abietane diterpenoids from Salvia sclarea transformed roots as growth inhibitors of pathogenic Acanthamoeba spp
PubMed: Antiparasitic, nematicidal and antifouling constituents from Juniperus berries
PubMed: Topical Anti-inflammatory Activity of New Hybrid Molecules of Terpenes and Synthetic Drugs
PubMed: In vitro and in vivo antitumor effects of the diterpene-enriched extract from Taxodium ascendens through the mitochondrial-dependent apoptosis pathway
PubMed: Comparative evaluation of cytotoxic, antimicrobial and antioxidant activities of the crude extracts of three Plectranthus species grown in Saudi Arabia
PubMed: Cardioactive diterpenes from the roots of Salvia eriophora
PubMed: Discovery and characterization of diterpene synthases in Chamaecyparis formosensis Matsum. which participated in an unprecedented diterpenoid biosynthesis route in conifer
PubMed: Antifungal abietane-type diterpenes from the cones of Taxodium distichum Rich
PubMed: Seasonal variation and resin composition in the Andean tree Austrocedrus chilensis
PubMed: Terpenoids, flavonoids and caffeic acid derivatives from Salvia viridis L. cvar. Blue Jeans
PubMed: Homology modeling, molecular dynamics, and virtual screening of NorA efflux pump inhibitors of Staphylococcus aureus
PubMed: Terpenoids Preserved in Fossils from Miocene-aged Japanese Conifer Wood
PubMed: Mosquito larvicidal activities of extractives from black heartwood-type Cryptomeria japonica
PubMed: Anti-tumor abietane diterpenes from the cones of Sequoia sempervirens
PubMed: Antiproliferative activity of yatein isolated from Austrocedrus chilensis against murine myeloma cells: cytological studies and chemical investigations
PubMed: Components and antibacterial activity of the roots of Salvia jaminiana
PubMed: RNA interference targeting CYP76AH1 in hairy roots of Salvia miltiorrhiza reveals its key role in the biosynthetic pathway of tanshinones
PubMed: Diterpenes from the fruits of Vitex rotundifolia
PubMed: Combined metabolome and transcriptome profiling provides new insights into diterpene biosynthesis in S. pomifera glandular trichomes
PubMed: Antifeedants against Locusta migratoria from the Japanese Cedar, Cryptomeria japonica II
PubMed: New Diterpenoids from the Roots of Salvia triloba
PubMed: Diterpenoid production in hairy root culture of Salvia sclarea L
PubMed: In vitro and in vivo antiplasmodial activity of three Rwandan medicinal plants and identification of their active compounds
PubMed: Antimicrobial diterpenes from the seeds of Cephalotaxus harringtonia var. drupacea
PubMed: Antibacterial diterpenes from the roots of Salvia viridis
PubMed: Diterpenes from Cryptomeria japonica inhibit androgen receptor transcriptional activity in prostate cancer cells
PubMed: Diterpenes from Salvia broussonetii transformed roots and their insecticidal activity
PubMed: Inhibition of osteoclast differentiation by tanshinones from the root of Salvia miltiorrhiza bunge
PubMed: [Study on chemical constituents from rhizome of Rabdosia flavida]
PubMed: New abietane norditerpenoid from Salvia miltiorrhiza with cytotoxic activities
PubMed: Abietane diterpenoids from suspension cultured cells of Torreya nucifera var. radicans
PubMed: Potential antitumor promoting diterpenoids from the stem bark of Thuja standishii
PubMed: A new abietane and two dimeric abietane diterpenes from the black heartwood of Cryptomeria japonica
PubMed: Synthesis of variously oxidized abietane diterpenes and their antibacterial activities against MRSA and VRE
PubMed: Preparative mass-spectrometry profiling of bioactive metabolites in Saudi-Arabian propolis fractionated by high-speed countercurrent chromatography and off-line atmospheric pressure chemical ionization mass-spectrometry injection
PubMed: Towards Elucidating Carnosic Acid Biosynthesis in Lamiaceae: Functional Characterization of the Three First Steps of the Pathway in Salvia fruticosa and Rosmarinus officinalis
PubMed: Efficient ortho-oxidation of phenol and synthesis of anti-MRSA and anti-VRE compound abietaquinone methide from dehydroabietic acid
PubMed: Medicinal compounds, chemically and biologically characterised from extracts of Australian Callitris endlicheri and C.glaucophylla (Cupressaceae): used traditionally in Aboriginal and colonial pharmacopoeia
PubMed: Xanthine oxidase inhibitory terpenoids of Amentotaxus formosana protect cisplatin-induced cell death by reducing reactive oxygen species (ROS) in normal human urothelial and bladder cancer cells
PubMed: Abietane diterpenoids and triterpenoic acids from Salvia cilicica and their antileishmanial activities
PubMed: Three abietane diterpenes and two diterpenes incorporated sesquiterpenes from the bark of Cryptomeria japonica
PubMed: Cytotoxic and proapoptotic activity of diterpenoids from in vitro cultivated Salvia sclarea roots. Studies on the leukemia cell lines
PubMed: Terpenoids from Juniperus procera with hepatoprotective activity
PubMed: Essential oil characterization of two Azorean Cryptomeria japonica populations and their biological evaluations
PubMed: Antimite activity of essential oils and their constituents from Taiwania cryptomerioides
PubMed: New diterpenoids and cytotoxic and anti-inflammatory diterpenoids from Amentotaxus formosana
PubMed: Biota: sediment partitioning of aluminium smelter related PAHs and pulp mill related diterpenes by intertidal clams at Kitimat, British Columbia
PubMed: Antimicrobial activity of diterpenoids from hairy roots of Salvia sclarea L.: salvipisone as a potential anti-biofilm agent active against antibiotic resistant Staphylococci
PubMed: Chemical composition and termiticidal activity of essential oils from different tissues of Chinese cedar (cryptomeria fortunei)
PubMed: Composition, antioxidant and antimicrobial activities of the seed essential oil of Calocedrus formosana from Taiwan
PubMed: Trypanocidal activity of abietane diterpenoids from the roots of Craniolaria annua
PubMed: Bioactivity assay of extracts from Calocedrus macrolepis var. formosana bark
PubMed: Antitermitic activities of abietane-type diterpenes from Taxodium distichum cones
PubMed: An interpopulation study of the essential oils of Cistus parviflorus L. growing in Crete (Greece)
PubMed: Cardioactive diterpenoids from the roots of Salvia amplexicaulis
PubMed: [The structure of trijuganone C from Salvia trijuga]
PubMed: Biomolecules preserved in ca. 168 million year old fossil conifer wood
PubMed: New sesquiterpene and triterpene from the fruits of Cryptomeria fortunei
PubMed: Antitermitic activity of essential oils and components from Taiwania (Taiwania cryptomerioides)
PubMed: Cardioactive terpenoids and a new rearranged diterpene from Salvia syriaca
PubMed: Diterpenes and norditerpenes from the roots of Dorystoechas hastata
PubMed: Allelochemical resistance of bald cypress,Taxodium distichum, heartwood to the subterranean termite,Coptotermes formosanus
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