564-20-5,MFCD00134168
Catalog No.:AA00329S

564-20-5 | (3aR,5aS,9aS,9bR)-Decahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan-2(1H)-one

Pack Size
Purity
Availability
Price(USD)
Quantity
  
100mg
>98%(GC)powder
in stock  
$43.00   $30.00
- +
5g
>97.0%(GC)
in stock  
$54.00   $38.00
- +
25g
>97.0%(GC)
in stock  
$151.00   $106.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00329S
Chemical Name:
(3aR,5aS,9aS,9bR)-Decahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan-2(1H)-one
CAS Number:
564-20-5
Molecular Formula:
C16H26O2
Molecular Weight:
250.3764
MDL Number:
MFCD00134168
SMILES:
O=C1C[C@H]2[C@@](O1)(C)CC[C@@H]1[C@]2(C)CCCC1(C)C
FEMA Number:
3794
Properties
Properties
 
Form:
Solid  
MP:
124-126 °C(lit.)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
387  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
0  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
4.3  

Literature

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Isolation, chemical, and biotransformation routes of labdane-type diterpenes.

Journal: Chemical reviews 20110810

Title: Exploiting the facile release of trifluoroacetate for the α-methylenation of the sterically hindered carbonyl groups on (+)-sclareolide and (-)-eburnamonine.

Journal: The Journal of organic chemistry 20110520

Title: Manganese porphyrins catalyze selective C-H bond halogenations.

Journal: Journal of the American Chemical Society 20100922

Title: Synthesis and biological evaluation of (+)-labdadienedial, derivatives and precursors from (+)-sclareolide.

Journal: European journal of medicinal chemistry 20100901

Title: Enantiospecific, biosynthetically inspired formal total synthesis of (+)-liphagal.

Journal: Organic letters 20100521

Title: Identification and analysis of in planta expressed genes of Magnaporthe oryzae.

Journal: BMC genomics 20100101

Title: Differential enhancement of leukaemia cell differentiation without elevation of intracellular calcium by plant-derived sesquiterpene lactone compounds.

Journal: British journal of pharmacology 20081101

Title: (3aS,7S,9aS,9bR)-3a,6,6,9a-Tetra-methyl-2-oxoperhydro-naphtho[2,1-b]furan-7-yl acetate.

Journal: Acta crystallographica. Section E, Structure reports online 20080901

Title: Structure revision and synthesis of a novel labdane diterpenoid from Zingiber ottensii.

Journal: Organic letters 20080821

Title: Antibacterial and cytotoxic activity of the acetone extract of the flowers of Salvia sclarea and some natural products.

Journal: Pakistan journal of pharmaceutical sciences 20070401

Title: Novel microbial transformations of sclareolide.

Journal: Chemical & pharmaceutical bulletin 20070101

Title: The nicholas approach to natural product hybrids.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20060816

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Synthesis and biological activity of (+)-hedychilactone A and its analogs from (+)-sclareolide.

Journal: Bioorganic & medicinal chemistry letters 20060315

Title: Synthesis of alpha-onoceradiene-like terpene dimers by intermolecular metathesis processes.

Journal: Organic letters 20060216

Title: Diversity oriented synthesis of hispanane-like terpene derivatives from (R)-(+)-sclareolide.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20050606

Title: Synthesis of pelorol and analogues: activators of the inositol 5-phosphatase SHIP.

Journal: Organic letters 20050317

Title: Photochemical access to tetra- and pentacyclic terpene-like products from R-(+)-sclareolide.

Journal: The Journal of organic chemistry 20030822

Title: Identification of regulatory sequence elements within the transcription promoter region of NpABC1, a gene encoding a plant ABC transporter induced by diterpenes.

Journal: The Plant journal : for cell and molecular biology 20030701

Title: A study on the synthesis of antiangiogenic (+)-coronarin A and congeners from (+)-sclareolide.

Journal: Bioorganic & medicinal chemistry letters 20030616

Title: Enantiospecific synthesis of the antituberculosis marine sponge metabolite (+)-puupehenone. The arenol oxidative activation route.

Journal: Organic letters 20021031

Title: The ABC transporter SpTUR2 confers resistance to the antifungal diterpene sclareol.

Journal: The Plant journal : for cell and molecular biology 20020601

Title: An approach to furolabdanes and their photooxidation derivatives from R-(+)-sclareolide.

Journal: Journal of natural products 20020501

Title: Total synthesis and determination of the absolute configuration of coscinosulfate. A new selective inhibitor of Cdc25 protein phosphatase.

Journal: The Journal of organic chemistry 20011102

Title: A plant plasma membrane ATP binding cassette-type transporter is involved in antifungal terpenoid secretion.

Journal: The Plant cell 20010501

Title: Hayet E, et al. Antibacterial and cytotoxic activity of the acetone extract of the flowers of Salvia sclarea and some natural products.Pak J Pharm Sci. 2007 Apr;20(2):146-8.

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Additional Info:
SDS
Historical Records
Tags:564-20-5 Molecular Formula|564-20-5 MDL|564-20-5 SMILES|564-20-5 (3aR,5aS,9aS,9bR)-Decahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan-2(1H)-one
Catalog No.: AA00329S
564-20-5,MFCD00134168
564-20-5 | (3aR,5aS,9aS,9bR)-Decahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan-2(1H)-one
Pack Size: 100mg
Purity: >98%(GC)powder
in stock
$43.00 $30.00
Pack Size: 5g
Purity: >97.0%(GC)
in stock
$54.00 $38.00
Pack Size: 25g
Purity: >97.0%(GC)
in stock
$151.00 $106.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00329S
Chemical Name: (3aR,5aS,9aS,9bR)-Decahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan-2(1H)-one
CAS Number: 564-20-5
Molecular Formula: C16H26O2
Molecular Weight: 250.3764
MDL Number: MFCD00134168
SMILES: O=C1C[C@H]2[C@@](O1)(C)CC[C@@H]1[C@]2(C)CCCC1(C)C
FEMA Number: 3794
Properties
Form: Solid  
MP: 124-126 °C(lit.)  
Storage: Keep in dry area;Room Temperature;  
Complexity: 387  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 4  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 18  
Hydrogen Bond Acceptor Count: 2  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 0  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 4.3  
Literature fold

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry20121115

Title: Isolation, chemical, and biotransformation routes of labdane-type diterpenes.

Journal: Chemical reviews20110810

Title: Exploiting the facile release of trifluoroacetate for the α-methylenation of the sterically hindered carbonyl groups on (+)-sclareolide and (-)-eburnamonine.

Journal: The Journal of organic chemistry20110520

Title: Manganese porphyrins catalyze selective C-H bond halogenations.

Journal: Journal of the American Chemical Society20100922

Title: Synthesis and biological evaluation of (+)-labdadienedial, derivatives and precursors from (+)-sclareolide.

Journal: European journal of medicinal chemistry20100901

Title: Enantiospecific, biosynthetically inspired formal total synthesis of (+)-liphagal.

Journal: Organic letters20100521

Title: Identification and analysis of in planta expressed genes of Magnaporthe oryzae.

Journal: BMC genomics20100101

Title: Differential enhancement of leukaemia cell differentiation without elevation of intracellular calcium by plant-derived sesquiterpene lactone compounds.

Journal: British journal of pharmacology20081101

Title: (3aS,7S,9aS,9bR)-3a,6,6,9a-Tetra-methyl-2-oxoperhydro-naphtho[2,1-b]furan-7-yl acetate.

Journal: Acta crystallographica. Section E, Structure reports online20080901

Title: Structure revision and synthesis of a novel labdane diterpenoid from Zingiber ottensii.

Journal: Organic letters20080821

Title: Antibacterial and cytotoxic activity of the acetone extract of the flowers of Salvia sclarea and some natural products.

Journal: Pakistan journal of pharmaceutical sciences20070401

Title: Novel microbial transformations of sclareolide.

Journal: Chemical & pharmaceutical bulletin20070101

Title: The nicholas approach to natural product hybrids.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany)20060816

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology20060501

Title: Synthesis and biological activity of (+)-hedychilactone A and its analogs from (+)-sclareolide.

Journal: Bioorganic & medicinal chemistry letters20060315

Title: Synthesis of alpha-onoceradiene-like terpene dimers by intermolecular metathesis processes.

Journal: Organic letters20060216

Title: Diversity oriented synthesis of hispanane-like terpene derivatives from (R)-(+)-sclareolide.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany)20050606

Title: Synthesis of pelorol and analogues: activators of the inositol 5-phosphatase SHIP.

Journal: Organic letters20050317

Title: Photochemical access to tetra- and pentacyclic terpene-like products from R-(+)-sclareolide.

Journal: The Journal of organic chemistry20030822

Title: Identification of regulatory sequence elements within the transcription promoter region of NpABC1, a gene encoding a plant ABC transporter induced by diterpenes.

Journal: The Plant journal : for cell and molecular biology20030701

Title: A study on the synthesis of antiangiogenic (+)-coronarin A and congeners from (+)-sclareolide.

Journal: Bioorganic & medicinal chemistry letters20030616

Title: Enantiospecific synthesis of the antituberculosis marine sponge metabolite (+)-puupehenone. The arenol oxidative activation route.

Journal: Organic letters20021031

Title: The ABC transporter SpTUR2 confers resistance to the antifungal diterpene sclareol.

Journal: The Plant journal : for cell and molecular biology20020601

Title: An approach to furolabdanes and their photooxidation derivatives from R-(+)-sclareolide.

Journal: Journal of natural products20020501

Title: Total synthesis and determination of the absolute configuration of coscinosulfate. A new selective inhibitor of Cdc25 protein phosphatase.

Journal: The Journal of organic chemistry20011102

Title: A plant plasma membrane ATP binding cassette-type transporter is involved in antifungal terpenoid secretion.

Journal: The Plant cell20010501

Title: Hayet E, et al. Antibacterial and cytotoxic activity of the acetone extract of the flowers of Salvia sclarea and some natural products.Pak J Pharm Sci. 2007 Apr;20(2):146-8.

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