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Oily chemical involved in sterol synthesis
Squalene is an organic compound. It is a triterpene with the formula C30H50. It is a colourless oil, although impure samples appear yellow. It was originally
Squalene
Mammalian protein found in Homo sapiens
Squalene monooxygenase (also called squalene epoxidase) is a eukaryotic enzyme that uses NADPH and diatomic oxygen to oxidize squalene to 2,3-oxidosqualene
Squalene_monooxygenase
Class of enzymes
Squalene synthase (SQS) or farnesyl-diphosphate:farnesyl-diphosphate farnesyl transferase is an enzyme localized to the membrane of the endoplasmic reticulum
Farnesyl-diphosphate farnesyltransferase
Farnesyl-diphosphate_farnesyltransferase
Polycyclic organic compound having sterane as a core structure
three of these molecules are produced via cyclization of the triterpene squalene. The steroid nucleus (core structure) is called gonane (cyclopentanoperhydrophenanthrene)
Steroid
Chemical compound
the hydrogenated derivative of squalene, although commercial samples are derived from nature. In contrast to squalene, due to the complete saturation
Squalane
Class of chemical compounds
terpene units. Animals, plants and fungi all produce triterpenes, including squalene, the precursor to all steroids. Triterpenes exist in a wide variety of
Triterpene
Squalene—hopanol cyclase (EC 4.2.1.129, squalene—hopene cyclase) is an enzyme with systematic name hopan-22-ol hydro-lyase. This enzyme catalyses the following
Squalene—-hopanol_cyclase
Squalene-hopene cyclase (SHC) (EC 5.4.99.17) or hopan-22-ol hydro-lyase is an enzyme in the terpene cyclase/mutase family. It catalyzes the interconversion
Squalene-hopene_cyclase
Chemical compound
cycloartenol, as well as saponins. It is formed when squalene is oxidized by the enzyme squalene monooxygenase. 2,3-Oxidosqualene is the substrate of
2,3-Oxidosqualene
Protein family
The squalene/phytoene synthase family represents proteins that catalyze the head-to-head condensation of C15 and C20 prenyl units (i.e. farnesyl diphosphate
Squalene/phytoene synthase family
Squalene/phytoene_synthase_family
Class of enzymes
Botryococcus squalene synthase (EC 1.3.1.96, SSL-2 (gene)) is an enzyme with systematic name squalene:NADP+ oxidoreductase. This enzyme catalyses the following
Botryococcus squalene synthase
Botryococcus_squalene_synthase
Squalene methyltransferase (EC 2.1.1.262, TMT-1, TMT-2) is an enzyme with systematic name S-adenosyl-L-methionine:squalene C-methyltransferase. This enzyme
Squalene_methyltransferase
Chemical compound
contents to leak out. Furthermore, inhibition of squalene epoxidase leads to a toxic buildup of squalene. This double action of butenafine (increased membrane
Butenafine
Class of chemical compounds
reacts with squalene in a reaction catalyzed by squalene monooxygenase during sterol biosynthesis. Furthermore, squalene binds to squalene-hopene cyclases
Hopanoids
Vaccine ingredient
AS03 (for "Adjuvant System 03") is the trade name for a squalene-based immunologic adjuvant used in various vaccine products by GlaxoSmithKline (GSK).
AS03
Waxy white substance found coating the skin of newborn human babies
ceramides, cholesterol, fatty acids, triglycerides, waxes and sterol esters, squalene, and phospholipids; multiple detailed analyses of the polar components
Vernix_caseosa
systematic name squalene mutase (cyclizing, dammara-20,24-diene-forming). This enzyme catalyses the following chemical reaction: squalene ⇌ {\displaystyle
Dammaradiene_synthase
Protection against the H1N1/09 virus
suggested that squalene might be linked to autoimmune disorders. although others suggest squalene might protect people against cancer. Squalene-based adjuvants
2009 swine flu pandemic vaccine
2009_swine_flu_pandemic_vaccine
Genus of plants
sustainable land care. Making up about 5% of the total fatty acids of amaranth, squalene is extracted as a vegetable-based alternative to the more expensive shark
Amaranth
Protein family
responsible for peptide binding. Squalene-hopene cyclase is a bacterial enzyme that catalyzes the cyclization of squalene into hopene, a key step in hopanoid
Prenyltransferase
Component of vaccines
used on humans, however. Squalene is a natural oil made by human bodies. MF59 is a oil-in-water emulsion based on squalene. Bacterial products: killed
Immunologic_adjuvant
Chemical compound
member of the hopanoid family, is synthesized from triterpenoid precursor squalene. It is generally believed that hopanoids serve a similar function in bacteria
Diplopterol
Chemical compound
of S. cerevisiae, fungal and mammalian squalene synthase and therefore inhibitors of sterol synthesis. Squalene synthase is the first committed enzyme
Zaragozic_acid
Chemical compound
the common triterpenoid precursor squalene. The squalene-hopene cyclase (SHC) catalyzes the cyclization of squalene into the monocyclic 3-deoxyachilleol
Ambrein
Sterol biosynthesized by all animal cells
then condense to form squalene by the action of squalene synthase in the endoplasmic reticulum. Squalene is epoxidated by squalene monooxygenase to oxidosqualene
Cholesterol
Bio-organic compound that serves as the building unit of terpenes
E), dolichols, and squalene. Heme A has an isoprenoid tail, and lanosterol, the sterol precursor in animals, is derived from squalene and hence from isoprene
Isoprene
Antifungal medication
inhibits ergosterol synthesis by inhibiting squalene epoxidase, an enzyme that catalyzes the conversion of squalene to lanosterol. In fungi, lanosterol is
Terbinafine
Medication for treating fungal infections
fungal cell wall synthesis through inhibition of the squalene epoxidase enzyme that converts squalene into ergosterol. Examples of allylamines antifungals
Topical_antifungal
Waxy substance secreted by the ear
earwax includes saturated and unsaturated long chain fatty acids, alcohols, squalene, and cholesterol. Earwax also contains dead skin cells and hair. Excess
Earwax
German biochemist (1912–2000)
Their work showed that the body first makes squalene from acetate over many steps and then converts the squalene to cholesterol. He traced all the carbon
Konrad_Emil_Bloch
Chemical compound
Its fungistatic activity is believed to be based on inhibition of the squalene-2,3-epoxidase enzyme, which in turn results in the shortage of ergosterol
Naftifine
Class of oily organic compounds found in plants
building blocks. Steroids, for example, are derivatives of the triterpene squalene. Terpenes and terpenoids are also the primary constituents of the essential
Terpene
Chemical compound
positioned between the ubiquitous C15 farnesol and the C30 triterpenoid squalene in the isoprenoid biosynthesis pathway. Its chemical formula is C25H42O
Geranylfarnesol
American chemist and Nobel Laureate (born 1941)
3-oxidosqualene-lanosterol cyclase: featuring enzymic cyclization of modified squalene oxides (Ph.D.). Stanford University. OCLC 66229398. ProQuest 302369766
Karl_Barry_Sharpless
Squalene-based adjuvant
MF59 is an immunologic adjuvant that uses squalene. It is Novartis' proprietary adjuvant that is added to influenza vaccines to help stimulate the human
MF59
Gland to lubricate the hair and skin
esters (≈26%), squalene (≈12%), and free fatty acids (≈16%). The composition of sebum varies across species. Wax esters and squalene are unique to sebum
Sebaceous_gland
Species of plant with a sweet gourd fruit extract
revealed five enzyme families involved in the synthesis of mogroside V: squalene epoxidases, triterpenoid synthases, epoxide hydrolases, cytochrome P450s
Siraitia_grosvenorii
Group of chemical compounds
revealed five enzyme families involved in the synthesis of mogroside V: squalene epoxidases, triterpenoid synthases, epoxide hydrolases, cytochrome P450s
Mogroside
Secretion of mammalian genitals
produced smegma has a smooth, moist texture. It is thought to be rich in squalene and contain prostatic and seminal secretions, desquamated epithelial cells
Smegma
Tetrahymanol synthase (EC 4.2.1.123, squalene tetrahymanol cyclase) is an enzyme with systematic name squalene hydro-lyase (tetrahymanol forming). This
Tetrahymanol_synthase
Set of chemical reactions in organisms
donors is sterol biosynthesis. Here, the isoprene units are joined to make squalene and then folded up and formed into a set of rings to make lanosterol. Lanosterol
Metabolism
Pharmaceutical fungicide or fungistatic used to treat and prevent mycosis
Propiconazole Ravuconazole Terconazole Voriconazole Abafungin Allylamines inhibit squalene epoxidase, another enzyme required for ergosterol synthesis. Examples include
Antifungal
Oil removed from the human nose
different from epidermal lipids found anywhere in the human body, for example, squalene and wax esters are only found in sebum. Triglycerides and fatty acids,
Nasal_sebum
Recessive genetic condition
FPP leads to the formation of squalene; this represents the first committed step towards cholesterol biosynthesis. Squalene leads to the creation of lanosterol
Smith–Lemli–Opitz_syndrome
isopentenyl pyrophosphate (IPP), dimethylallyl pyrophosphate (DMAPP), geranyl pyrophosphate (GPP) and squalene shown. Some intermediates are omitted.
Active_ester
USA based cosmetics retailer
Sharkstewards (2019-12-05). "Squalene and Sharks". Shark Stewards. Retrieved 2024-07-10. Modems, The (2024-04-01). "The Squalene Found in Beauty Products
Kiehl's
Order of eukaryotes
for thraustochytrids stemming around increasing DHA, fatty acids, and squalene concentrations in vivo by either changing the genetic makeup or medium
Thraustochytrid
Chronic and multi-symptomatic disorder
antibodies to squalene. In contrast, none (0%) of the deployed Persian Gulf veterans not showing signs and symptoms of GWS have antibodies to squalene. Neither
Gulf_War_syndrome
Class of aromatic organic chemicals found in plants
30 C30H48 Amyrin, betulinic acid, limonoids, oleanolic acid, sterols, squalene, ursolic acid Tetraterpenoids Tetraterpenes 8 40 C40H64 Carotenoids Polyterpenoid
Terpenoid
Chemical compound
isopentenyl pyrophosphate (IPP), dimethylallyl pyrophosphate (DMAPP), geranyl pyrophosphate (GPP), and squalene shown. Some intermediates are omitted.
Lanosterol
Plant oil
oil also contains traces of tocopherols (vitamin E), phenols, carotenes, squalene. Some trace phenols in argan oil include caffeic acid, oleuropein, vanillic
Argan_oil
Chemical compound
of coupling geranyl and acetonyl groups. It is a precursor to synthetic squalene. Geranylacetone can be produced by transesterification of ethyl acetoacetate
Geranylacetone
Oil extracted from jojoba seeds
it is more shelf-stable than safflower oil, canola oil, almond oil, or squalene but less than castor oil and coconut oil. The fatty acid content of jojoba
Jojoba_oil
Hydrocarbon compounds without aromatic rings
Terpene, Diene, Cycloalkene C10H16 Limonene Terpene, Diene, Cycloalkene C10H22 Decane Alkane C30H50 Squalene Terpene, Polyene C2nH4n Polyethylene Alkane
Aliphatic_compound
Species of mammal in Asia
that emit a secretion consisting of long-chain fatty acids, cholesterol, squalene and 2-Piperidinone; the latter is the most odoriferous compound and is
Red_panda
Index of enzymes associated with the same name
(S)-squalene-2,3-epoxide hydro-lyase may refer to: Arabidiol synthase, an enzyme Dammarenediol II synthase, an enzyme Lupan-3beta,20-diol synthase, an
(S)-squalene-2,3-epoxide hydro-lyase
(S)-squalene-2,3-epoxide_hydro-lyase
Chemical compound
Japan in August 2000. Liranaftate works by inhibiting the fungal enzyme squalene epoxidase that is necessary for the fungus to synthesize sterols which
Liranaftate
Skin condition characterized by pimples
composition of oily sebum. Oxidation of the lipid squalene by C. acnes is of particular importance. Squalene oxidation activates NF-κB (a protein complex)
Acne
synthase. OSC enzymes' catalytic mechanism is similar to the prokaryotic squalene-hopene cyclase. Directed evolution and protein design have been used to
Oxidosqualene_cyclase
Edible vegetable oil from the fruit of oil palms
2005). "Simultaneous quantification of free fatty acids, free sterols, squalene, and acylglycerol molecular species in palm oil by high-temperature gas
Palm_oil
Ester of a fatty acid and a fatty alcohol
triglycerides/diglycerides/free fatty acids, 26% wax esters, 12% squalene, and 2% cholesterol. Wax esters and squalene are characteristic of sebum and are not present
Wax_ester
Pentacyclic chemical compound in plant leaves and fruit
biosynthesis starts with mevalonate to create squalene. Squalene monooxygenase in the next step oxidases the squalene and forms an epoxide resulting in 2,3-oxidosqualene
Oleanolic_acid
Predatory cartilaginous fishes
buoyancy. Instead, sharks rely on a large liver filled with oil that contains squalene, and their cartilage, which is about half the normal density of bone. Their
Shark
Chemical compound
Isoprenogenesis significantly governs withanolide synthesis. Isoprenoids form squalene, which then goes through a variety of intermediate steps to form 24-methylenecholesterol
Withaferin_A
Chemical compound
exact mechanism of action is not entirely known, it is believed to inhibit squalene epoxidase, an important enzyme in the biosynthetic pathway of ergosterol
Tolnaftate
Chemical compound
taraxasterol is squalene. In the first step of this formation squalene is cyclized with molecular oxygen, FAD, and NADPH via the enzyme squalene epoxidase a
Taraxasterol
Species of shark
fishmeal, the hide for leather, and its large liver (which has a high squalene content) for oil. It is currently fished mainly for its fins (for shark
Basking_shark
Based on a proposed biosynthesis pathway of proto-daphniphylline from squalene, Clayton Heathcock and co-workers developed a remarkably elegant and short
Biomimetic_synthesis
Chemical compound
Two molecules of FPP are then joined tail-to-tail to yield squalene, a triterpene. Squalene, through a cyclization reaction with 2,3-oxidosqualene 6 as
Β-Sitosterol
Candida sp. Under commercialization Plant oils Verdezyne www.verdezyne.com Squalene S. cerevisiae Commercialized Sugarcane Amyris www.amyris.com PHA E. coli
Microbial_cell_factory
Part of the water column near to the seabed and the benthos
alternative buoyancy aid is the use of lipids, which are less dense than water—squalene, commonly found in shark livers, has a specific gravity of just 0.86. In
Demersal_zone
Chemical compound
Mirabilis jalapa. Brassicasterol is formed in plants from the isoprenoid squalene through campesterol as an intermediate. A list of the algae in which brassicasterol
Brassicasterol
Chemical compound
diphosphate (FPP), which is converted to squalene with squalene synthase (SQS), then to 2,3-oxidosqualene with squalene epoxidase (SE). The 2,3-oxidasqualene
Ginsenoside_Rb1
Hydrocarbon compound containing one or more C=C bonds
a diterpene, precursor to the diterpenoid taxol, an anticancer agent. Squalene, a triterpene and universal precursor to natural steroids. Look up alkene
Alkene
Species of fungus
polycyclic pigment and a metabolite called concentricol, which is oxidized squalene. Many types of insects and other small animals make their home inside this
Daldinia_concentrica
Species of flowering plant
Episyringaresinol 1-hydroxysyringaresinol Pseuderesinol Pseuderanoside Squalene Oleanolic acid Lupeol Betulin Betulinic acid Pseuderanic acid "Pseuderanthemum
Pseuderanthemum_carruthersii
Chemical compound
waxy set of lipids composed of triglycerides (≈41%), wax esters (≈26%), squalene (≈12%), and free fatty acids (≈16%). Included in the free fatty acid secretions
Sebacic_acid
Skincare product
vegetable oils are, inter alia, phospholipids, glycolipids, sulfolipids, squalene, carotenoids, vitamin E, polyphenols and triterpene alcohols. To avoid
Baby_oil
Chemical compound
acyclic sesquiterpenoids. These compounds are doubled to form 30-carbon squalene, which is the precursor for steroids in plants, animals, and fungi. Farnesyl
Farnesol
Index of chemical compounds with the same molecular formula
C30H50 (molar mass: 410.72 g/mol, exact mass: 410.3913 u) may refer to: Squalene Hopene diploptene (Hop-22(29)-ene) This set index page lists chemical structure
C30H50
Liquid fat made from olives
linoleic acid, palmitic acid and of other fatty acids, along with traces of squalene (up to 0.7%) and sterols (about 0.2% phytosterol and tocosterols). The
Olive_oil
Class of chemical compounds; yellow, orange or red plant pigments
15-cis isomer of phytoene. PSY belongs to the squalene/phytoene synthase family and is homologous to squalene synthase that takes part in steroid biosynthesis
Carotenoid
Noncovalent molecular interaction
rely on cation–π interactions. Since proton-triggered polycyclizations of squalene proceed through a (potentially concerted) cationic cascade, cation–π interactions
Cation–π_interaction
wax also contains constituents such as free fatty acids (palmitic acid), squalene and phospholipids. Rice bran wax is edible and can serve as a substitute
Rice_bran_wax
Chemical compound
farnesyltransferase and squalene synthase (ERG9) and oxidation of NADPH to NADP+. This is then further oxygenated by the squalene monooxygenase (ERG1) to squalene 2,3-epoxide
Betulinic_acid
Substance of biological origin that is soluble in nonpolar solvents
steroid biosynthesis. Here, the isoprene units are joined together to make squalene and then folded up and formed into a set of rings to make lanosterol. Lanosterol
Lipid
Class of enzymes
15-cis-phytoene + diphosphate This enzyme requires Mn2+ for activity. It belongs to squalene/phytoene synthase family of proteins. Phytoene synthase Gregonis DE, Rilling
Phytoene_synthase
Chemical compound
Camellia japonica leaf revealed that lupeol is produced from squalene epoxide where squalene play the role as a precursor. Lupeol has a complex pharmacology
Lupeol
Species of fungus
resistance. This decreased efficacy is often associated with mutations in the squalene epoxidase gene. Alternative treatments, such as itraconazole administered
Trichophyton_indotineae
0000 EP by JK Flesh
"Tamiflu" 6:41 4. "Stoneycroft Tower" 6:56 5. "Holbrook Tower" 6:10 6. "Squalene" (New Mix) 6:15 7. "Ethylene Glycol" 6:02 8. "Bromford Bridge Estate" 6:06
Suicide_Estate
Mass of iodine absorbed by 100 grams of a given substance
not applicable for fish oils as they may contain appreciable amounts of squalene. IV can be also predicted from near-infrared, FTIR and Raman spectroscopy
Iodine_value
ability to produce BHPs The squalene-hopene cyclase gene (sqhC) produces an enzyme that catalyzes the cyclization of squalene, a precursor of BHPs. Among
Bacteriohopanepolyol
Wood from angiosperm trees
Triterpenoids commonly purified from hardwoods include cycloartenol, betulin and squalene. Hardwood polyterpenes are rubber, gutta percha, gutta-balatá and betulaprenols
Hardwood
Oil pressed from pistachio nuts
Other minor components of pistachio oil found in some studies include squalene, phenols with aldehydes, terpenes, and alcohols that give it a characteristic
Pistachio_oil
Distinguished Professor of Chemistry at the University of California
mechanism of rearrangements related to the biosynthesis of lanosterol from squalene oxide via lanosterol synthase. Overman has explained that this work gave
Larry_E._Overman
Chemical compound
triterpenoids are believed to be synthesized in nature through cyclization of squalene and its derivatives by the enzymes known as oxidosqualene cyclases (OCS)
Lantadene
Protein-coding gene in the species Homo sapiens
and cellular retinol-binding protein. The encoded protein stimulates squalene monooxygenase which is a downstream enzyme in biosynthesis and metabolism
SEC14L2
Oil obtained from the livers of sharks
shark oils is squalene, a triterpenoid (C30H50), ranging up to 90% of the oil, depending on the species. In Centrophorus species squalene may account for
Shark_liver_oil
ethylidene norbornene, or longer organic molecules as polybenzoxazines, squalene and triglyceride. Chemically, the diene carbon-carbon double bond (C=C)
Inverse_vulcanization
Class of steroids
ginsenosides start in a way common to most steroids, from squalene to 2,3-oxidosqualene via the action of squalene epoxidase, at which point dammaranes can be synthesized
Ginsenoside
SQUALENE
SQUALENE
SQUALENE
SQUALENE
Girl/Female
Muslim
Name of a Goddess, Beautiful eyed
Boy/Male
Greek
Son of Lycurgus.
Boy/Male
Arabic
Islamic Mystic
Boy/Male
Hebrew
Fruitful.
Surname or Lastname
English
English : topographic name from Middle English haw, haugh ‘enclosure’ (Old English haga), or a habitational name from a place named with this word such as The Haw in Tirley, Gloucestershire. Compare Haugh 2.English : from a Middle English personal name, probably a back-formation from Hawkin, (see Hawkins).Scottish : habitational name from an unidentified place in lowland Scotland.
Boy/Male
Greek
Father of Diomedes.
Boy/Male
Indian
Proof
Boy/Male
American, Australian, Danish, Greek, Swedish
Victory of the People; Victorious Person
Boy/Male
Indian, Punjabi, Sikh
Prince
Girl/Female
American, British, English
Joy
SQUALENE
SQUALENE
SQUALENE
SQUALENE
SQUALENE