MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 562496 | Name: (+)-Pinanediol
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

(+)-Pinanediol is an effective inducer of melanogenesis. It acts by inducing higher levels of pigmentation and synthesis of nitric oxide (NO) in S91 cells.

Chemical Structure

(+)-Pinanediol
(+)-Pinanediol
CAS#18680-27-8

Theoretical Analysis

MedKoo Cat#: 562496

Name: (+)-Pinanediol

CAS#: 18680-27-8

Chemical Formula: C10H18O2

Exact Mass: 170.1307

Molecular Weight: 170.25

Elemental Analysis: C, 70.55; H, 10.66; O, 18.79

Price and Availability

Size Price Availability Quantity
1g USD 210.00
5g USD 460.00
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
(+)-Pinanediol; (+) Pinanediol; (+)Pinanediol; 2,3-cis/exo-pinanediol; 2,3-cs/ex-PinD;
IUPAC/Chemical Name
(1S,2S,3R,5S)-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol
InChi Key
MOILFCKRQFQVFS-OORONAJNSA-N
InChi Code
InChI=1S/C10H18O2/c1-9(2)6-4-7(9)10(3,12)8(11)5-6/h6-8,11-12H,4-5H2,1-3H3/t6-,7-,8+,10-/m0/s1
SMILES Code
O[C@@]1(C)[C@](C2)([H])C(C)(C)[C@]2([H])C[C@H]1O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 170.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Duporté G, Flaud PM, Geneste E, Augagneur S, Pangui E, Lamkaddam H, Gratien A, Doussin JF, Budzinski H, Villenave E, Perraudin E. Experimental Study of the Formation of Organosulfates from α-Pinene Oxidation. Part I: Product Identification, Formation Mechanisms and Effect of Relative Humidity. J Phys Chem A. 2016 Oct 13;120(40):7909-7923. Epub 2016 Sep 29. PubMed PMID: 27611844. 2: Bellincontro A, Matarese F, D'Onofrio C, Accordini D, Tosi E, Mencarelli F. Management of postharvest grape withering to optimise the aroma of the final wine: A case study on Amarone. Food Chem. 2016 Dec 15;213:378-387. doi: 10.1016/j.foodchem.2016.06.098. Epub 2016 Jun 29. PubMed PMID: 27451194. 3: Festa RA, Helsel ME, Franz KJ, Thiele DJ. Exploiting innate immune cell activation of a copper-dependent antimicrobial agent during infection. Chem Biol. 2014 Aug 14;21(8):977-87. doi: 10.1016/j.chembiol.2014.06.009. Epub 2014 Jul 31. PubMed PMID: 25088681; PubMed Central PMCID: PMC4170187. 4: Frasinyuk MS, Kwiatkowski S, Wagner JM, Evans TJ, Reed RW, Korotkov KV, Watt DS. Pentapeptide boronic acid inhibitors of Mycobacterium tuberculosis MycP1 protease. Bioorg Med Chem Lett. 2014 Aug 1;24(15):3546-8. doi: 10.1016/j.bmcl.2014.05.056. Epub 2014 May 27. PubMed PMID: 24915878; PubMed Central PMCID: PMC4120117. 5: Schobesberger S, Junninen H, Bianchi F, Lönn G, Ehn M, Lehtipalo K, Dommen J, Ehrhart S, Ortega IK, Franchin A, Nieminen T, Riccobono F, Hutterli M, Duplissy J, Almeida J, Amorim A, Breitenlechner M, Downard AJ, Dunne EM, Flagan RC, Kajos M, Keskinen H, Kirkby J, Kupc A, Kürten A, Kurtén T, Laaksonen A, Mathot S, Onnela A, Praplan AP, Rondo L, Santos FD, Schallhart S, Schnitzhofer R, Sipilä M, Tomé A, Tsagkogeorgas G, Vehkamäki H, Wimmer D, Baltensperger U, Carslaw KS, Curtius J, Hansel A, Petäjä T, Kulmala M, Donahue NM, Worsnop DR. Molecular understanding of atmospheric particle formation from sulfuric acid and large oxidized organic molecules. Proc Natl Acad Sci U S A. 2013 Oct 22;110(43):17223-8. doi: 10.1073/pnas.1306973110. Epub 2013 Oct 7. PubMed PMID: 24101502; PubMed Central PMCID: PMC3808659. 6: Liu G, Zhang D, Li J, Xu G, Sun J. A highly enantioselective Darzens reaction between diazoacetamides and aldehydes catalyzed by a (+)-pinanediol-Ti(O(i)Pr)(4) system. Org Biomol Chem. 2013 Feb 14;11(6):900-4. doi: 10.1039/c2ob27179f. Epub 2013 Jan 7. PubMed PMID: 23292433. 7: Lejon T, Gozhina OV, Khrustalev VN. (3aS,4S,6S,7aR)-Hexahydro-3a,5,5-trimethyl-2-phenyl-4,6-methano-1,3,2-benzodioxab orole. Acta Crystallogr Sect E Struct Rep Online. 2012 Nov 1;68(Pt 11):o3103. doi: 10.1107/S1600536812041712. Epub 2012 Oct 13. PubMed PMID: 23284430; PubMed Central PMCID: PMC3515203. 8: Kim BJ, Zhang J, Tan S, Matteson DS, Prusoff WH, Cheng YC. Synthesis and properties of 1-(3'-dihydroxyboryl-2',3'-dideoxyribosyl)pyrimidines. Org Biomol Chem. 2012 Dec 21;10(47):9349-58. doi: 10.1039/c2ob26756j. Epub 2012 Oct 29. PubMed PMID: 23108312. 9: Qiu S, Li G, Liu P, Wang C, Feng Z, Li C. Chirality transition in the epoxidation of (-)-alpha-pinene and successive hydrolysis studied by Raman optical activity and DFT. Phys Chem Chem Phys. 2010 Mar 28;12(12):3005-13. doi: 10.1039/b919993d. Epub 2010 Feb 9. PubMed PMID: 20449393. 10: Inglis SR, Woon EC, Thompson AL, Schofield CJ. Observations on the deprotection of pinanediol and pinacol boronate esters via fluorinated intermediates. J Org Chem. 2010 Jan 15;75(2):468-71. doi: 10.1021/jo901930v. PubMed PMID: 20014787. 11: Batsanov AS, Grosjean C, Schütz T, Whiting A. A (-)-sparteine-directed highly enantioselective synthesis of boroproline. Solid- and solution-state structure and properties. J Org Chem. 2007 Aug 3;72(16):6276-9. Epub 2007 Jul 12. Erratum in: J Org Chem. 2007 Nov 9;72(23):9002. PubMed PMID: 17628110. 12: Brown DA, Canning MT, Nay SL, Pena AV, Yarosh DB. Bicyclic monoterpene diols stimulate release of nitric oxide from skin cells, increase microcirculation, and elevate skin temperature. Nitric Oxide. 2006 Aug;15(1):70-6. Epub 2006 Apr 19. PubMed PMID: 16626981. 13: Kodama S, Yamamoto A, Iio R, Aizawa S, Nakagomi K, Hayakawa K. Chiral ligand exchange micellar electrokinetic chromatography using borate anion as a central ion. Electrophoresis. 2005 Oct;26(20):3884-9. PubMed PMID: 16167312. 14: Komiyama T, Swanson JA, Fuller RS. Protection from anthrax toxin-mediated killing of macrophages by the combined effects of furin inhibitors and chloroquine. Antimicrob Agents Chemother. 2005 Sep;49(9):3875-82. PubMed PMID: 16127065; PubMed Central PMCID: PMC1195394. 15: Davoli P, Spaggiari A, Castagnetti L, Prati F. Total synthesis of (-)-microcarpalide, a novel microfilament disrupting metabolite. Org Biomol Chem. 2004 Jan 7;2(1):38-47. Epub 2003 Nov 6. PubMed PMID: 14737658. 16: Matteson DS, Kim GY. Asymmetric alkyldifluoroboranes and their use in secondary amine synthesis. Org Lett. 2002 Jun 27;4(13):2153-5. PubMed PMID: 12074655. 17: Jagannathan S, Forsyth TP, Kettner CA. Synthesis of boronic acid analogues of alpha-amino acids by introducing side chains as electrophiles. J Org Chem. 2001 Sep 21;66(19):6375-80. PubMed PMID: 11559189. 18: von Matt A, Ehrhardt C, Burkhard P, Metternich R, Walkinshaw M, Tapparelli C. Selective boron-containing thrombin inhibitors--X-ray analysis reveals surprising binding mode. Bioorg Med Chem. 2000 Sep;8(9):2291-303. PubMed PMID: 11026541. 19: Priestley ES, Decicco CP. 1-Aminocyclopropaneboronic acid: synthesis and incorporation into an inhibitor of hepatitis C virus NS3 protease. Org Lett. 2000 Oct 5;2(20):3095-7. PubMed PMID: 11009354. 20: Wienand A, Ehrhardt C, Metternich R, Tapparelli C. Design, synthesis and biological evaluation of selective boron-containing thrombin inhibitors. Bioorg Med Chem. 1999 Jul;7(7):1295-307. PubMed PMID: 10465405.