U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry MIXED
Molecular Formula C30H62
Molecular Weight 422.8133
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SQUALANE

SMILES

CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C

InChI

InChIKey=PRAKJMSDJKAYCZ-UHFFFAOYSA-N
InChI=1S/C30H62/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h25-30H,9-24H2,1-8H3

HIDE SMILES / InChI

Molecular Formula C30H62
Molecular Weight 422.8133
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created using several sources including: https://www.ncbi.nlm.nih.gov/pubmed/22361190; https://www.ncbi.nlm.nih.gov/pubmed/1673211; US8980283, US8980288, US8980285; https://www.ncbi.nlm.nih.gov/pubmed/19634915; http://www.fda.gov/cosmetics/registrationprogram/paperregistration/ucm111317.htm; http://www.accessdata.fda.gov/cdrh_docs/pdf7/k073246.pdf

Squalane is an emollient used as cosmetic ingredient. It naturally occurs in small amounts in the lipid layers of skin, and along with its precursor squalene, prevents moisture loss while restoring skin’s suppleness and flexibility. It is soluble in all common cosmetic media, and can be used without limits in all types of formulations being non-toxic and a non-irritant. It is used in skin care products as an active or inactive ingredient and can be used in emulsion composition in vaccines and some drug compositions. Squalane is a hydrogenated squalene - a natural product first extracted from shark liver oil, and later isolated from olive and palm oils. In a pure state, it is a mobile, colorless, odorless and tasteless hydrocarbon oil with good physical and chemical stability. Up to date, anticancer, antioxidant, drug carrier, detoxifier, skin hydrating, and emollient activities of squalane have been reported both in animal models and in vitro environments.

Originator

Curator's Comment: Early in the 20th century, a highly unsaturated hydrocarbon was independently isolated from shark liver oil by Marcelet, Chapman and Tsujimoto and named as squalene. Around 1950 Sebastien Sabetay at the French company Laserson and Sabetay hydrogenated squalene to form squalane (perhydrosqualene) and beeing commercialized as an important cosmetic ingredient

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
HERBALIFE SKIN 7 DAY RESULTS KIT

Approved Use

Helps prevent sunburn. If used as directed with other sun protection measures, decreases the risk of skin cancer and early skin aging caused by the sun.
Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as perpetrator​Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
no
Tox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
PubMed

PubMed

TitleDatePubMed
First investigation of the microbiology of the deepest layer of ocean crust.
2010-11-05
Clinical evaluation of fullerene-C60 dissolved in squalane for anti-wrinkle cosmetics.
2010-10
Comparison of the mobilities of negative and positive ions in nonpolar solutions.
2010-08-05
Stable isotope ratios of carbon and hydrogen to distinguish olive oil from shark squalene-squalane.
2010-06-30
Comparison of Plasmodium berghei challenge models for the evaluation of pre-erythrocytic malaria vaccines and their effect on perceived vaccine efficacy.
2010-05-27
Activation energy of the two-proton phototautomerism in 7-azaindole dimer and its medium-dependence.
2010-05-13
O(3P) atoms as a chemical probe of surface ordering in ionic liquids.
2010-04-15
Compositional ripening of particle- and surfactant-stabilised emulsions: a comparison.
2010-03-07
Defensive effects of fullerene-C60 dissolved in squalane against the 2,4-nonadienal-induced cell injury in human skin keratinocytes HaCaT and wrinkle formation in 3D-human skin tissue model.
2010-02
Ambient analysis of saturated hydrocarbons using discharge-induced oxidation in desorption electrospray ionization.
2010-02
Occurrence and temporal variations of TMDD in the river Rhine, Germany.
2010-02
Lipid mediators in acne.
2010
Acanthopanax koreanum fruit waste inhibits lipopolysaccharide-induced production of nitric oxide and prostaglandin E2 in RAW 264.7 macrophages.
2010
Immunological mechanisms underlying protection mediated by RTS,S: a review of the available data.
2009-12-30
Structure of poly(styrene-b-ethylene-alt-propylene) diblock copolymer micelles in squalane.
2009-10-22
Measurement of fragmentation and functionalization pathways in the heterogeneous oxidation of oxidized organic aerosol.
2009-09-28
Quantifying the reactive uptake of OH by organic aerosols in a continuous flow stirred tank reactor.
2009-09-28
Squalene emulsions for parenteral vaccine and drug delivery.
2009-09-01
Anticancer efficacy of squalenoyl gemcitabine nanomedicine on 60 human tumor cell panel and on experimental tumor.
2009-07-29
Collisions of DCl with a solution covered with hydrophobic and hydrophilic ions: tetrahexylammonium bromide in glycerol.
2009-07-02
Modeling reactive scattering of F(2P) at a liquid squalane interface: a hybrid QM/MM molecular dynamics study.
2009-07-02
Biological safety of LipoFullerene composed of squalane and fullerene-C60 upon mutagenesis, photocytotoxicity, and permeability into the human skin tissue.
2009-06
From protons to OXPHOS supercomplexes and Alzheimer's disease: structure-dynamics-function relationships of energy-transducing membranes.
2009-06
Dynamics of the reaction of O(3P) atoms with alkylthiol self-assembled monolayers.
2009-04-23
Liquid Spreading under Nanoscale Confinement.
2009-03-13
Phase behavior, formation, and rheology of cubic phase and related gel emulsion in Tween 80/water/oil systems.
2009
Quantum-state resolved reactive scattering at the gas-liquid interface: F+squalane (C30H62) dynamics via high-resolution infrared absorption of nascent HF(v,J).
2008-11-21
Hexagonal phase based gel-emulsion (O/H1 gel-emulsion): formation and rheology.
2008-11-04
[Innovation of vaccine adjuvants].
2008-10
Lipid biomarker and phylogenetic analyses to reveal archaeal biodiversity and distribution in hypersaline microbial mat and underlying sediment.
2008-08
Exosomes as a tumor immune escape mechanism: possible therapeutic implications.
2008-07-22
Semi-empirical topological index: development of QSPR/QSRR and optimization for alkylbenzenes.
2008-07-15
Enhanced mucosal and systemic immune response with squalane oil-containing multiple emulsions upon intranasal and oral administration in mice.
2008-05
Solution-liquid-solid (SLS) growth of silicon nanowires.
2008-04-23
Evolutionary primacy of sodium bioenergetics.
2008-04-01
New contributions to the photophysical model for all-trans-polyenes from ttbP4, a nonphotolabile octatetraene.
2008-03-14
Apparent and true enantioselectivity of single- and binary-selector chiral stationary phases in gas chromatography.
2008-03-14
Squeeze-out of branched alkanes on graphite.
2008-02-22
Cross-protection against lethal H5N1 challenge in ferrets with an adjuvanted pandemic influenza vaccine.
2008-01-02
Diversifying the solid state and lyotropic phase behavior of nonionic urea-based surfactants.
2007-09-13
The EACN scale for oil classification revisited thanks to fish diagrams.
2007-08-01
Three-dimensional topographic index applied to the prediction of acyclic C5-C8 alkenes Kováts retention indices on polydimethylsiloxane and squalane columns.
2007-06-29
Effect of water on foaming properties of diglycerol fatty acid ester-oil systems.
2007-06-19
Theoretical investigation of hyperthermal reactions at the gas-liquid interface: O (3P) and squalane.
2007-06-14
Mild TiIII- and Mn/ZrIV-catalytic reductive coupling of allylic halides: efficient synthesis of symmetric terpenes.
2007-04-13
Comparative study of normal and branched alkane monolayer films adsorbed on a solid surface. II. Dynamics.
2007-03-14
Comparative study of normal and branched alkane monolayer films adsorbed on a solid surface. I. Structure.
2007-03-14
Wetting and electrical properties of the human hair surface: delipidation observed at the nanoscale.
2007-02-01
Monitoring of technical oils in supercritical CO(2) under continuous flow conditions by NIR spectroscopy and multivariate calibration.
2006-02-28
Silver halide fiber-based evanescent-wave liquid droplet sensing with room temperature mid-infrared quantum cascade lasers.
2005-08-08
Patents

Sample Use Guides

Use as skin protectant. Apply proper amount to the skin (contains 6g/100 ml Squalane) in combination with immondsia Chinensis (Jojoba) Seed Oil, Argania Spinosa Kernel Oil, Limnanthes Alba (Meadowfoam) Seed Oil.
Route of Administration: Topical
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:21:47 GMT 2025
Edited
by admin
on Mon Mar 31 18:21:47 GMT 2025
Record UNII
GW89575KF9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SQUALANE
EP   II   INCI   MART.   MI   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
PRIPURE 3759
Preferred Name English
NSC-6851
Code English
Squalane [WHO-DD]
Common Name English
SQUALANE [EP IMPURITY]
Common Name English
HEXAMETHYLTETRACOSANE
Systematic Name English
SQUALANE [II]
Common Name English
SQUALANE [EP MONOGRAPH]
Common Name English
SQUALANE [VANDF]
Common Name English
SQUALANE [USP-RS]
Common Name English
SQUALANE [MI]
Common Name English
SQUALANE [MART.]
Common Name English
2,6,10,15,19,23-Hexamethyltetracosane
Systematic Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 45503
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
Code System Code Type Description
FDA UNII
GW89575KF9
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
SMS_ID
100000088505
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
WIKIPEDIA
SQUALANE
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
NSC
6851
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
ECHA (EC/EINECS)
203-825-6
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
EVMPD
SUB15360MIG
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
ChEMBL
CHEMBL1552157
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
NCI_THESAURUS
C76734
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
PUBCHEM
8089
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
MERCK INDEX
m10165
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID0046513
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
DRUG BANK
DB11420
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
RS_ITEM_NUM
1619505
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
CONCEPT Industrial Aid
MESH
C019556
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
DAILYMED
GW89575KF9
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
CAS
111-01-3
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY
RXCUI
1363644
Created by admin on Mon Mar 31 18:21:47 GMT 2025 , Edited by admin on Mon Mar 31 18:21:47 GMT 2025
PRIMARY RxNorm
Related Record Type Details
ACTIVE MOIETY