Hydrogenated cardanol

HCID 68146CAS 501-24-6

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

3-Pentadecylphenol501-24-63-n-Pentadecylphenolm-PentadecylphenolHydrocardanolPhenol, 3-pentadecyl-TetrahydroanacardolCyclogallipharaolPhenol, m-pentadecyl-J10ATZ45ZUNSC-9781DTXSID9060108
Show more names
1-Hydroxy-3-pentadecylbenzeneNC 510NSC 9781Cardolite NC 510Cardolite NC-507Cyclogallipharol
Hydrogenated cardanolRefChem:789137DTXCID8040777207-921-9HydroginkgolCardanol C15:0Anacardol, tetrahydro-3-Pentadecyl-phenol

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

Experimental & physicochemical properties

LipidsLipids -> Polyketides [PK] -> Phenolic lipids [PK15] -> Alkyl phenols and derivatives [PK1501]
LogP10.1
Melting Point54.5 °C
Physical DescriptionSolid

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

Safety & regulation

GHS classification

GHS Classification · 4 items

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

Hazard Classes and CategoriesAcute Tox. 4 (93.3%)

Safety data

wgk
3
tsca
TSCA listed
hs_code
29071990
risk_code
20/21/22-36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Pharmacology

Cellular LocationsMembrane

Uses & manufacturing

General Manufacturing InformationPhenol, 3-pentadecyl-: ACTIVE
Applications · 3 items

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.

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]

Additional notes

DefinitionChEBI: 3-Pentadecylphenol is a member of phenols.

Related reactions

18 records

Linked notes

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