Quick Search
CAS Number : 38232-03-0
Psyllic acid (also pysslostearic acid, tritriacontanoic acid or ceromelissic acid) is a saturated fatty acid.
The rare fatty acid occurs in insect waxes, in the wax of wax scale insects, in the propolis of bees and bumblebees and in a few plants.
Psyllic acid name is derived from the alder leaf flea (Psylla alni).
Alkali salts
Psyllic acid alkali salts of psyllic acid are precipitated when alcoholic solutions of the acid and an alkali hydroxide are mixed.
Psyllic acid silver and barium salts can be obtained by adding aqueous alcoholic solutions of silver nitrate and barium chloride to alcoholic solutions of the acid.
Psyllic acid following salts have been analyzed: C33H65O2Na, C66H130O4Ba, and C33H65O2Ag.
Psylla wax is hydrolyzed by alcoholic potassium hydroxide as well as by hydrobromic acid.
Nutritional sources
Psyllic acid is present in Chinese wolfberries.
Names
Preferred IUPAC name
Tritriacontanoic acid
Identifiers
CAS Number : 38232-03-0
ChemSpider : 157945
PubChem CID : 181572
UNII : 5LSY5B2356 check
CompTox Dashboard (EPA) : DTXSID90959174
InChI
SMILES
Properties
Chemical formula :C33H66O2
Molar mass :494.889 g·mol−1
Tritriacontanoic acid is a natural product found in Pedalium murex, Tripterygium wilfordii, and Rhizophora apiculata with data available.
Psyllic acid is a very long-chain fatty acid.
Dried, ripe seeds of PLANTAGO PSYLLIUM; PLANTAGO INDICA; and PLANTAGO OVATA. Plantain seeds swell in water and are used as demulcents and bulk laxatives.
Heavy Atoms : 35
Rings : 0
Aromatic Rings : 0
Rotatable Bonds : 31
Van der Waals Molecular Volume : 594.40
Topological Polar Surface Area : 37.30
Hydrogen Bond Donors : 1
Hydrogen Bond Acceptors : 2
logP : 12.18
Molar Refractivity : 156.44
Indications include the treatment of patients needing a high fibre regime, perhaps for:
(a) the relief of constipation, including constipation in pregnancy and the maintenance of regularity;
(b) the management of bowel function in patients with colostomy, ileostomy, hemorrhoids, anal fissure, chronic diarrhea with diverticular disease, irritable bowel syndrome, and ulcerative colitis [L1865].
Hysterangium inflatum is a truffle that grows naturally in the roots of Eucalyptus sp. and is distributed along the Mediterranean and Aegean coasts.
Chemical investigation of the H. inflatum enabled to isolate of a new cerebroside, hysteroside
(1), and seven known compounds namely, psyllic acid
(2), brassicasterol
(3), ergosterol
(4), ergosterol d
(5), ergosterol peroxide
(6), ergosta-7,9,22-triene-3-O-β-d-glucoside
(7) and mannitol
All the isolated compounds, except compounds 2 and 8, displayed considerable cytotoxic activities against MCF-7 and H-1299 cancer cells.
Compounds 1 (IC50: 18.11 µg/mL) and 5 (IC50: 24.93 µg/mL) were the most effective against MCF-7, while compounds 6 (IC50: 27.61 µg/mL), 1 (IC50: 36.20 µg/mL) and 5 (IC50: 38.62 µg/mL) showed most potent toxicity against H-1299 and the extracts and compounds have no toxic effect on L929.
Among the extracts, the methanol extract displayed the best antioxidant activity in all assays.
Compound 1 exhibited highest enzyme inhibition activities with value of 58.71%, 52.84%, 45.37%, and 35.63%, against urease, tyrosinase, butrylcholinesterase (BChE), and acetylcholinesterase (AChE) enzymes at 100 µg/mL concentration, among the isolated compounds.
These results support that H. inflatum is a steroid-rich truffle and might be a potential source, especially for ergostane type steroids.
Psyllic acid, also known as psyllate, belongs to the class of organic compounds known as very long-chain fatty acids.
These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. Based on a literature review very few articles have been published on Psyllic acid.
Psyllic acid compound has been identified in human blood as reported by (PMID: 31557052 ).
Tritriacontanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives.
Technically tritriacontanoic acid is part of the human exposome.
Psyllic acid exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health.
An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Substituents
Very long-chain fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound
Psyllic acid
Psyllic acid (also pysslostearic acid, tritriacontanoic acid or ceromelissic acid) is a saturated fatty acid.
Names
Name tritriacontanoic acid
Synonym More Synonyms
Chemical & Physical Properties
Density 0.871g/cm3
Boiling Point 456.1ºC at 760 mmHg
Molecular Formula C33H66O2
Molecular Weight 494.87600
Flash Point 202.9ºC
Exact Mass 494.50600
PSA 37.30000
LogP 12.18400
In lipid science, Psyllic Acid (C33) is the common name for a thirty three-carbon straight-chain saturated very long-chain fatty acid (carboxylic acid) known by the systematic name Tritriacontanoic Acid, chemical formula CH3(CH2)31COOH. *
2915900090 other saturated acyclic monocarboxylic acids and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:
AB(certificate of inspection for goods inward,certificate of inspection for goods outward)
MFN tariff:5.5%
General tariff:30.0%
Synonyms
tritriacontanoic acid
Psyllic acid
38232-03-0
Ceromelissic acid
UNII-5LSY5B2356
5LSY5B2356
C33:0
Psyllium seed gum
8063-16-9
SCHEMBL7647614
DTXSID90959174
CHEBI:165446
LMFA01010033
ZINC59065086
YP58645
FA(33:0)
Q2823315
