6-Pentadecylsalicylic acid
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6-Pentadecylsalicylic acid
structure -
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CAS No:
16611-84-0
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Formula:
C22H36O3
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Chemical Name:
6-Pentadecylsalicylic acid
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Synonyms:
Benzoic acid,2-hydroxy-6-pentadecyl-;Salicylic acid,6-pentadecyl-;2-Hydroxy-6-pentadecylbenzoic acid;1-Hydroxy-2-carboxy-3-pentadecylbenzene;(15:0)-Anacardic acid;6-Pentadecylsalicylic acid;Cyclogallipharic acid;Hydroginkgolic acid;22:0-Anacardic acid;NSC 229596;NSC 333857;NSC 623096;6-Pentadecyl-2-hydroxybenzoic acid;Hydrogenated anacardic acid;Ginkgolic acid C15:0
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CAS No:
Description
Anacardic Acid, extracted from cashew nut shell liquid, is a histone acetyltransferase inhibitor, inhibits HAT activity of p300 and PCAF, with IC50s of ∼8.5 μM and ∼5 μM, respectively.
Solid
Anacardic acid is a hydroxybenzoic acid. It derives from a salicylic acid.
6-Pentadecylsalicylic acid Basic Attributes
348.527
348.52
234-268-7
623096|333857|229596
DTXSID00168078
2918290000
Characteristics
57.5
9.5
white to beige
1.002
89 °C @ Solvent: Ligroine
474.8±33.0 °C(Predicted)
255.1±21.9 °C
1.515
DMSO: ≥20mg/mL
2-8°C
Safety Information
NONH for all modes of transport
3
36
26
Xi
P264, P280, P305+P351+P338, P33, P313
H319
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.|H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P264, P280, P305+P351+P338, and P337+P313|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory.
6-Pentadecylsalicylic acid Use and Manufacturing
Anacardic acid, isolated from cashew shells or several other medicinal plants, is the general name given to a family of four different 6-alkyl salicyclic acids having varying degrees of unsaturation in the 15-carbon alkyl chain. These compounds are associated with anti-inflammatory, anti-tumor, molluscicidal, and anti-microbial activity. Literature frequently sites and gives the name anacardic acid to the completely-saturated compound (6-pentadecyl salicylic acid). Anacardic acid inhibits the histone acetyltransferase (HAT) activity of the transcription co-activators p300 and p300/CREB-binding protein-associated factor (PCAF) with IC50 values of 8.5 and 5 μM, respectively. At 25 μmol/L, anacardic acid suppresses NF-κB activation, inhibits IκB-α phosphorylation, and prohibits p65 nuclear translocation in KBM-5 cells.[Cayman Chemical]
Lipids -> Polyketides [PK] -> Phenolic lipids [PK15] -> Anacardic acids and derivatives [PK1504]
Computed Properties
Molecular Weight:348.5
XLogP3:9.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:15
Exact Mass:348.26644501
Monoisotopic Mass:348.26644501
Topological Polar Surface Area:57.5
Heavy Atom Count:25
Complexity:329
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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