3-Heptadecylcatechol
3-Heptadecylcatechol is an urushiphenol compound found in Toxicodendron vernicifluum resin and poison oak urushiol. 3-Heptadecylcatechol exhibits anti-platelet aggregation and immune regulation activity. 3-Heptadecylcatechol can be used for the research of thrombotic disorders.
For research use only. We do not sell to patients.
- CAS No.: 5862-27-1
- Formula: C23H40O2
- Molecular Weight:348.56
-
Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
Biological Activity
3-Heptadecylcatechol (5 min) inhibits ADP-induced rabbit platelet aggregation with an IC50 of 7.67 μmol/L and AA-induced rabbit platelet aggregation with an IC50 of 6.04 μmol/L[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
-
Animal Model:BALB/c mice (male or female, 6-10 weeks)[2]
-
Dosage:2.5 mg (abdominal cutaneous application); 50 μg (ear cutaneous application)
-
Administration:cutaneous application; single dose
-
Result:Induced draining inguinal lymph node cell (LNC) proliferation that peaked 5-6 days post-abdominal treatment, while distal cervical LNC showed minimal proliferation.
Induced cervical LNC proliferation that peaked 5 days post-ear treatment; prior abdominal sensitization strongly suppressed this cervical LNC proliferation.
Induced suppressive activity against recipient LNC proliferation starting 7 days post-sensitization, with up to 58% suppression observed 10 days post-sensitization.
Showed both specific and non-specific components: suppression of homologous-induced proliferation was significantly stronger than suppression of OX-induced proliferation.
Completely abrogated suppressive activity when sensitized LNC were treated with anti-Thy-1.2 antibody plus complement, confirming suppressor cells are T lymphocytes.
Did not suppress the in vitro proliferation of optimally activated day-6 sensitized LNC.
Did not affect the induction of contact sensitivity, as ear swelling responses post-challenge were equivalent between recipients of sensitized LNC and normal LNC.
Chemical Information
-
CAS No. 5862-27-1
-
Molecular Weight 348.56
-
Formula C23H40O2
-
SMILES
OC1=CC=CC(CCCCCCCCCCCCCCCCC)=C1O
-
Structure Classification
-
Initial Source
-
Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Xie Y, et al. New urushiols with platelet aggregation inhibitory activities from resin of Toxicodendron vernicifluum. Fitoterapia. 2016;112:38-44. [Content Brief]
[2]. Dunn IS, et al. Induction of suppressor T cells for lymph node cell proliferation after contact sensitization of mice with a poison oak urushiol component. Immunology. 1984 Apr;51(4):773-81. [Content Brief]
[3]. Dunn IS, et al. Influence of chemical reactivity of urushiol-type haptens on sensitization and the induction of tolerance. Cell Immunol. 1986 Jan;97(1):189-96. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)