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Carnosol information


Carnosol
Chemical structure of carnosol
Names
IUPAC name
11,12-Dihydroxy-7β,20-epoxyabieta-8,11,13-trien-20-one
Systematic IUPAC name
(4aR,9S,10aS)-5,6-Dihydroxy-1,1-dimethyl-7-(propan-2-yl)-1,3,4,9,10,10a-hexahydro-2H-9,4a-(epoxymethano)phenanthren-12-one
Identifiers
CAS Number
  • 5957-80-2 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 390568
PubChem CID
  • 442009
UNII
  • 483O455CKD checkY
CompTox Dashboard (EPA)
  • DTXSID80904451 Edit this at Wikidata
InChI
  • InChI=1S/C20H26O4/c1-10(2)11-8-12-13-9-14-19(3,4)6-5-7-20(14,18(23)24-13)15(12)17(22)16(11)21/h8,10,13-14,21-22H,5-7,9H2,1-4H3/t13-,14-,20+/m0/s1
    Key: XUSYGBPHQBWGAD-PJSUUKDQSA-N
  • InChI=1/C20H26O4/c1-10(2)11-8-12-13-9-14-19(3,4)6-5-7-20(14,18(23)24-13)15(12)17(22)16(11)21/h8,10,13-14,21-22H,5-7,9H2,1-4H3/t13-,14-,20+/m0/s1
    Key: XUSYGBPHQBWGAD-PJSUUKDQBN
SMILES
  • CC(C)C1=CC2=C(C(=C1O)O)[C@@]34CCCC([C@@H]3C[C@@H]2OC4=O)(C)C
Properties
Chemical formula
C20H26O4
Molar mass 330.424 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Carnosol is a phenolic diterpene found in the herbs rosemary (Rosmarinus officinalis)[1] and Mountain desert sage (Salvia pachyphylla).[2]

It has been studied in-vitro for anti-cancer effects in various cancer cell types.[3]

  1. ^ Ai-Hsiang Lo; Yu-Chih Liang; Shoei-Yn Lin-Shiau; Chi-Tang Ho; Jen-Kun Lin (2002). "Carnosol, an antioxidant in rosemary, suppresses inducible nitric oxide synthase through down-regulating nuclear factor-κB in mouse macrophages". Carcinogenesis. 23 (6): 983–991. doi:10.1093/carcin/23.6.983. PMID 12082020.
  2. ^ Ivan C. Guerrero; Lucia S. Andres; Leticia G. Leon; Ruben P. Machin; Jose M. Padron; Javier G. Luis; Jose Delgadillo (2006). "Abietane Diterpenoids from Salvia pachyphylla and S. clevelandii with Cytotoxic Activity against Human Cancer Cell Lines". J. Nat. Prod. 69 (12): 1803–1805. doi:10.1021/np060279i. PMID 17190465.
  3. ^ Johnson JJ (June 2011). "Carnosol: a promising anti-cancer and anti-inflammatory agent". Cancer Lett. 305 (1): 1–7. doi:10.1016/j.canlet.2011.02.005. PMC 3070765. PMID 21382660.

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Carnosol

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Carnosol is a phenolic diterpene found in the herbs rosemary (Rosmarinus officinalis) and Mountain desert sage (Salvia pachyphylla). It has been studied...

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Rosemary

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and carnosol. Rosemary essential oil contains 10–20% camphor. Rosemary extract, specifically the type mainly consisting of carnosic acid and carnosol, is...

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Carnosic acid

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rosemary and sage contain 1.5 to 2.5% carnosic acid. Carnosic acid and carnosol, a derivative of the acid, are used as antioxidant preservatives in food...

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Dietary fiber

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Flavonoid

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Phenolic acid

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Capsaicin

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Polyphenol

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Phenylpropanoid

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List of phytochemicals in food

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gamma sitosterol Stigmasterol buckwheat. Apiole parsley, celery leaf. Carnosol rosemary, sage. Carvacrol oregano, thyme, pepperwort, wild bergamot. Dillapiole...

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Phytochemical

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Xanthonoid

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Anthraquinones

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Chalconoid

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Saponin

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C20H26O4

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C20H26O4 (molar mass: 330.42 g/mol, exact mass: 330.1831084 u) may refer to: Carnosol Momilactone B This set index page lists chemical structure articles associated...

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Phytosterol

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Kavalactone

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Betalain

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Diarylheptanoid

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Arame

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Heme oxygenase

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esters, flavonoids, chalcones, ginkgo biloba, anthrocyanins, phlorotannins, carnosol, rosolic acid, and numerous other natural products. Endogenous inducers...

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Salvia pachyphylla

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human cancer cells were reported for eight of the compounds obtained: carnosol, rosmanol, 20-deoxocarnosol, carnosic acid, isorosmanol, 7-methoxyrosmanol...

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Phytosteroid

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Naturally occurring phenols

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Isocoumarin

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Foodomics

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ones that are able to help cure such disease are Carnosic acid (CA) and Carnosol (CS), which can be obtained by extracting rosemary via SFE. They have the...

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Dictionary of natural phenols and polyphenols molecular formulas

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C20H24O4 Macelignan 328.167459 C17H14O7 Ombuin, others 330.073953 C20H26O4 Carnosol, others 330.1831084 C17H15O7 Malvidin, others 331.081778 C16H12O8 5-O-methylmyricetin...

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Multiple sclerosis drug pipeline

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proposed to lower the ET1 levels, which are involved in brain hypoperfusion carnosol, a natural compound found in Rosemary, which has been found to prevent...

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