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Details

Stereochemistry ACHIRAL
Molecular Formula C30H50
Molecular Weight 410.7191
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 4
Charge 0

SHOW SMILES / InChI
Structure of SQUALENE

SMILES

CC(=CCC/C(=C(\[H])/CC/C(=C(\[H])/CC/C(/[H])=C(\C)/CC/C(/[H])=C(\C)/CCC=C(C)C)/C)/C)C

InChI

InChIKey=YYGNTYWPHWGJRM-AAJYLUCBSA-N
InChI=1S/C30H50/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/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24+

HIDE SMILES / InChI

Molecular Formula C30H50
Molecular Weight 410.7191
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 4
Optical Activity NONE

Squalene is a naturally occurring polyprenyl compound primarily known for its key role as an intermediate in cholesterol synthesis. It received its name because of its occurrence in shark liver oil (Squalus spp.), which contains large quantities and is considered the richest source of squalene. However, it is widely distributed in nature, with reasonable amounts found in olive oil, palm oil, wheat-germ oil, amaranth oil, and rice bran oil. The primary therapeutic use of squalene currently is as an adjunctive therapy in a variety of cancers. Although epidemiological, experimental and animal evidence suggests anti-cancer properties, to date no human trials have been conducted to verify the role this nutrient might have in cancer therapy regimens.

Approval Year

Doses

Doses

DosePopulationAdverse events​
27 g 1 times / day multiple, oral
Highest studied dose
Dose: 27 g, 1 times / day
Route: oral
Route: multiple
Dose: 27 g, 1 times / day
Sources: Page: p.503
healthy, ADULT
n = 20
Health Status: healthy
Age Group: ADULT
Sex: F
Food Status: FED
Population Size: 20
Sources: Page: p.503
Other AEs: Loose stools...
Other AEs:
Loose stools (55%)
Sources: Page: p.503
AEs

AEs

AESignificanceDosePopulation
Loose stools 55%
27 g 1 times / day multiple, oral
Highest studied dose
Dose: 27 g, 1 times / day
Route: oral
Route: multiple
Dose: 27 g, 1 times / day
Sources: Page: p.503
healthy, ADULT
n = 20
Health Status: healthy
Age Group: ADULT
Sex: F
Food Status: FED
Population Size: 20
Sources: Page: p.503
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Simvastatin modulates expression of the PON1 gene and increases serum paraoxonase: a role for sterol regulatory element-binding protein-2.
2003 Nov 1
Effect of squalene on tissue defense system in isoproterenol-induced myocardial infarction in rats.
2004 Sep
Two new sesquiterpenoids and anti-HIV principles from the root bark of Zanthoxylum ailanthoides.
2005 Nov 1
Benzopyrans, biphenyls and xanthones from the root of Garcinia linii and their activity against Mycobacterium tuberculosis.
2006 Apr
The adjuvants aluminum hydroxide and MF59 induce monocyte and granulocyte chemoattractants and enhance monocyte differentiation toward dendritic cells.
2008 Apr 15
Patents

Sample Use Guides

The efficacy of diets with different contents of squalene (100, 200, 400, 600 mg per day) was compared. It was shown that antiatherosclerotic diet with inclusion 600 mg squalene has promoted the most positive changes of immune status. The consumption of 200-400 mg of squalene per day produced the more significant antioxidant effect.
Route of Administration: Oral
Squalene (12.5-25 uM) treatment significantly protected the CFUs (human bone marrow (BM) derived colony-forming unit) from cisplatin-induced toxicity
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:07:00 UTC 2021
Edited
by admin
on Fri Jun 25 21:07:00 UTC 2021
Record UNII
7QWM220FJH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SQUALENE
GREEN BOOK   INCI   MI   WHO-DD  
INCI  
Official Name English
SQUALENE [WHO-DD]
Common Name English
2,6,10,14,18,22-TETRACOSAHEXAENE, 2,6,10,15,19,23-HEXAMETHYL-, (6E,10E,14E,18E)-
Systematic Name English
MONTANIDE ISA 720 COMPONENT SQUALENE
Common Name English
SQUALENE [MI]
Common Name English
SQUALENE OIL
Common Name English
SQUALENE [EP MONOGRAPH]
Common Name English
SQUALENE [INCI]
Common Name English
MF59 COMPONENT SQUALENE
Common Name English
SQUALENE [GREEN BOOK]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C860
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
LOINC 79326-5
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
DSLD 1853 (Number of products:19)
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
Code System Code Type Description
MERCK INDEX
M10166
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY Merck Index
PUBCHEM
638072
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY
MESH
D013185
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY
NCI_THESAURUS
C77219
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY
RXCUI
10014
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
ALTERNATIVE
EVMPD
SUB25541
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY
CAS
111-02-4
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY
WIKIPEDIA
SQUALENE
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY
HSDB
8242
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY
RXCUI
253201
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY
FDA UNII
7QWM220FJH
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY
EPA CompTox
111-02-4
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY
ECHA (EC/EINECS)
203-826-1
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY
DRUG BANK
DB11460
Created by admin on Fri Jun 25 21:07:00 UTC 2021 , Edited by admin on Fri Jun 25 21:07:00 UTC 2021
PRIMARY
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