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MedKoo Cat#: 208532 | Name: Plicatic acid

Description:

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

Plicatic acid specific IgE and nonspecific bronchial hyperresponsiveness in western red-cedar workers

Chemical Structure

Plicatic acid
Plicatic acid
CAS#16462-65-0

Theoretical Analysis

MedKoo Cat#: 208532

Name: Plicatic acid

CAS#: 16462-65-0

Chemical Formula: C20H22O10

Exact Mass: 422.1213

Molecular Weight: 422.39

Elemental Analysis: C, 56.87; H, 5.25; O, 37.88

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
AI3-28401, BRN 2712741, Dust, western red cedar, NSC 72234, Thuja plicata, extract, UNII-G3VF11QD86
IUPAC/Chemical Name
(1S,2S,3R)-1-(3,4-dihydroxy-5-methoxyphenyl)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid
InChi Key
PGFBYAIGHPJFFJ-PWIZWCRZSA-N
InChi Code
InChI=1S/C20H22O10/c1-29-14-5-10-7-19(27,8-21)20(28,18(25)26)16(11(10)6-12(14)22)9-3-13(23)17(24)15(4-9)30-2/h3-6,16,21-24,27-28H,7-8H2,1-2H3,(H,25,26)/t16-,19+,20+/m0/s1
SMILES Code
OC1=C(O)C=C([C@@H]2[C@](C(O)=O)(O)[C@@](CO)(O)CC3=C2C=C(O)C(OC)=C3)C=C1OC
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
1: Vedal S, Chan-Yeung M, Enarson DA, Chan H, Dorken E, Tse KS. Plicatic acid- specific IgE and nonspecific bronchial hyperresponsiveness in western red-cedar workers. J Allergy Clin Immunol. 1986 Dec;78(6):1103-9. doi: 10.1016/0091-6749(86)90257-5. PMID: 3782674. 2: Chan-Yeung M, Giclas PC, Henson PM. Activation of complement by plicatic acid, the chemical compound responsible for asthma due to western red cedar (Thuja plicata). J Allergy Clin Immunol. 1980 May;65(5):333-7. doi: 10.1016/0091-6749(80)90209-2. PMID: 6768786. 3: Newman Taylor AJ. Occupational asthma. Postgrad Med J. 1988 Jul;64(753):505-10. doi: 10.1136/pgmj.64.753.505. PMID: 3074282; PMCID: PMC2428906. 4: Frew A, Chang JH, Chan H, Quirce S, Noertjojo K, Keown P, Chan-Yeung M. T-lymphocyte responses to plicatic acid-human serum albumin conjugate in occupational asthma caused by western red cedar. J Allergy Clin Immunol. 1998 Jun;101(6 Pt 1):841-7. doi: 10.1016/S0091-6749(98)70313-6. PMID: 9648713. 5: Giclas PC. Effect of plicatic acid on human serum complement includes interference with C1 inhibitor function. J Immunol. 1982 Jul;129(1):168-72. PMID: 6979566. 6: Ayars GH, Altman LC, Frazier CE, Chi EY. The toxicity of constituents of cedar and pine woods to pulmonary epithelium. J Allergy Clin Immunol. 1989 Mar;83(3):610-8. doi: 10.1016/0091-6749(89)90073-0. PMID: 2926083. 7: Chan-Yeung M, Lam S. Occupational asthma. Am Rev Respir Dis. 1986 Apr;133(4):686-703. doi: 10.1164/arrd.1986.133.4.686. PMID: 3516040. 8: Mapp C, Boschetto P, Miotto D, De Rosa E, Fabbri LM. Mechanisms of occupational asthma. Ann Allergy Asthma Immunol. 1999 Dec;83(6 Pt 2):645-64. doi: 10.1016/S1081-1206(10)62888-8. PMID: 10619337. 9: Sun BF, Hong R, Kang YB, Deng L. Asymmetric total synthesis of (-)-plicatic acid via a highly enantioselective and diastereoselective nucleophilic epoxidation of acyclic trisubstitued olefins. J Am Chem Soc. 2009 Aug 5;131(30):10384-5. doi: 10.1021/ja9039407. PMID: 19601599; PMCID: PMC2755215. 10: Cartier A, Chan H, Malo JL, Pineau L, Tse KS, Chan-Yeung M. Occupational asthma caused by eastern white cedar (Thuja occidentalis) with demonstration that plicatic acid is present in this wood dust and is the causal agent. J Allergy Clin Immunol. 1986 Apr;77(4):639-45. doi: 10.1016/0091-6749(86)90359-3. PMID: 3958393.

Preparing Stock Solutions

The following data is based on the product molecular weight 422.39 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