Basic information
- Standard SMILES
CCCCCCCCCCCCCCCc1cccc(O)c1- InChIKey
PTFIPECGHSYQNR-UHFFFAOYSA-N- Molecular formula
- C21H36O
- Average molar mass
- 304.5 g/mol
- Monoisotopic mass
- 304.27661577
Overview
3-Pentadecylphenol is a member of phenols.
Names & identifiers
- Preferred name
- Hydrogenated cardanol
- IUPAC
- 3-pentadecylphenol
- English name
- 3-Pentadecylphenol
- Molecular formula
- C21H36O
- Molecular weight
- 304.51
Names & synonyms
Show more names
Database identifiers
- CAS
501-24-6- PubChem CID
- 68146
- DTXSID
DTXSID9060108- ChEMBL
CHEMBL34689- ChEBI
CHEBI:174189- UNII
- J10ATZ45ZU
- EC Number
- 207-921-9
- Nikkaji
- J150.114C
Properties
Computed structural properties
- XLogP
- 9.4
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 14
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 226
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 50 · 50-53 °C(lit.)
- Boiling point
- 190 · 190-195 °C1 mm Hg(lit.)
- Density
- 0.9096 · 0.9096 (rough estimate)
- refractive index
- 1.496 · 1.4960 (estimate)
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- pka
- 10.06 · 10.06±0.10(Predicted)
- form
- powder to lump
- color
- White to Gray to Brown
- Major Application
- food and beverages
- InChI
- InChI=1S/C21H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h15,17-19,22H,2-14,16H2,1H3
- InChIKey
- PTFIPECGHSYQNR-UHFFFAOYSA-N
- SMILES
- C1(O)=CC=CC(CCCCCCCCCCCCCCC)=C1
- CAS DataBase Reference
- 501 · 501-24-6(CAS DataBase Reference)
- FDA UNII
- 10 ATZ45ZU · J10ATZ45ZU
- EPA Substance Registry System
- 3 · Phenol, 3-pentadecyl- (501-24-6)
- UNSPSC Code
- 85151701 · 85151701
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302+H312+H332-H315-H319-H335
- Precautionary statements
- 261 · P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338
- target organs
- Respiratory system
- Hazard Codes
- Xn
- Risk Statements
- 20 · 20/21/22-36/37/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HS Code
- 29071990 · 29071990
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (93.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 45 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29071990
- risk_code
- 20/21/22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H302+H312+H332-H315-H319-H335
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338
Chemistry & industry
Pharmacology
Uses & manufacturing
Applications
Description3-Pentadecylphenol (PDP) is an amphiphilic compound and belongs to a large group of phenolic lipids which is composed of an aromatic headgroup related to phenol or dihydroxybenzene connected to a hydrophobic hydrocarbon chain. PDP is derived from the shell of the cashew nut (Anacardium occidentale L.) which contains oil internationally named “cashew nut shell liquid” (CNSL). PDP can effectively function as an antiobesity agent by inhibiting the activity of α-glucosidase enzyme and finally can regulate body weight in the animal. PDP has also quite promising antioxidant activity. Researchers believe that this compound as an amphiphilic compound should be inserted into the biomembranes and be the antioxidant agent[1]. In particular, phenolic lipids comprise a large group of compounds of natural abundance, which are found in plants, fungi, and bacteria and have different biological functions, like antibacterial, fungicides, and cytotoxic activity[2].
Uses3-Pentadecylphenol may be used as a reference standard for the analysis of 3-pentadecylphenol as a bioactive compound in Aplotaxis auriculata rhizome by gas chromatography-mass spectrometry (GC-MS). It has been reported to have been used as a reference standard for the determination of 3-pentadecylphenol in Sakhalin-Ainu as well as Ryukyu lacquerwares and in Japanese ancient lacquerwares excavated from Jomon period ruins by pyrolysis GC-MS.
General Description3-Pentadecylphenol is classified under the amphiphilic phenolic lipids group of chemicals.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: 3-Pentadecylphenol is a member of phenols.
Related reactions
Linked notes
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