Octisalate

Identification

Brand Names
Eucerin, Meijer, Sumadan Wash
Generic Name
Octisalate
DrugBank Accession Number
DB11062
Background

Also known as Ethylhexyl Salicylate. Octyl salicylate is an oil soluble chemical sunscreen agent that absorbs UVB radiation. It does not protect against UVA. Octyl salicylate is used to augment the UVB protection in a sunscreen. Salicylates are weak UVB absorbers and they are generally used in combination with other UV filters. Octyl salicylate appears to have a good safety profile. It covers wavelength in the range 295-315 nm, peak at 307-310 nm.

It is an ester of salicylic acid and 2-ethylhexanol. The salicylate portion of the molecule absorbs ultraviolet light to protect skin from the harmful effects of exposure to sunlight, while the ethylhexanol portion functions as an emollient.

Type
Small Molecule
Groups
Approved, Investigational
Structure
Weight
Average: 250.3334
Monoisotopic: 250.15689457
Chemical Formula
C15H22O3
Synonyms
  • 2-Ethylhexyl 2-hydroxybenzoate
  • 2-Ethylhexyl salicylate
  • Octisalate
  • Octyl salicylate
External IDs
  • USAF DO-11

Pharmacology

Indication

Ingredient in sunscreens for protection against damage effects of sun light, provides protection from sunburns, aging and skin cancer.

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Used in combination for prophylaxis ofSunburn••• •••
Contraindications & Blackbox Warnings
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Pharmacodynamics

Data not found.

Mechanism of action

Chemical sunscreen, it acts through absorption of UVB light and not UVA.

Absorption

Intended for local use only, no systemic absorption.

Volume of distribution

Intended for local use only, no systemic absorption.

Protein binding

Intended for local use only, no systemic absorption.

Metabolism

Intended for local use only, no systemic absorption.

Route of elimination

Intended for local use only, no systemic absorption.

Half-life

Intended for local use only, no systemic absorption.

Clearance

Intended for local use only, no systemic absorption.

Adverse Effects
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Toxicity

LD50, (oral, rat): > 5000 mg/Kg. LD50 (dermal, rabbit): > 5000 mg/Kg.

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
No interactions found.

Products

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Active Moieties
NameKindUNIICASInChI Key
Salicylic acidunknownO414PZ4LPZ69-72-7YGSDEFSMJLZEOE-UHFFFAOYSA-N
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
(Re)Setting Refreshing Mist SPF 40Octisalate (4.9 g/100mL) + Avobenzone (2.9 g/100mL) + Homosalate (9.8 g/100mL) + Octocrylene (9.5 g/100mL)SprayTopicalSupergoop, LLC2022-01-05Not applicableUS flag
01 Balancing Foundation SPF 15Octisalate (2.5 mg/0.5mL) + Octinoxate (3.75 mg/0.5mL) + Titanium dioxide (1.45 mg/0.5mL)EmulsionTopicalThe Body Shop, Wake Forest2009-09-062017-10-05US flag
02 Balancing Foundation SPF 15Octisalate (2.5 mg/0.5mL) + Octinoxate (3.75 mg/0.5mL) + Titanium dioxide (1.45 mg/0.5mL)EmulsionTopicalThe Body Shop, Wake Forest2009-09-062017-10-05US flag
02 Cushion Spf45 SunscreenOctisalate (5 g/100mL) + Octinoxate (5 g/100mL) + Octocrylene (2.5 g/100mL) + Titanium dioxide (13.5 g/100mL) + Zinc oxide (8 g/100mL)LiquidTopicalCOIZ CO LTD2019-06-30Not applicableUS flag
03 Balancing Foundation SPF 15Octisalate (2.5 mg/0.5mL) + Octinoxate (3.75 mg/0.5mL) + Titanium dioxide (1.45 mg/0.5mL)EmulsionTopicalThe Body Shop, Wake Forest2009-09-062017-10-05US flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
4362 First Aid KitOctisalate (5 g/100mL) + Ammonia (0.045 g/0.3mL) + Avobenzone (1 g/100mL) + Bacitracin zinc (400 [iU]/1g) + Benzalkonium chloride (1.3 mg/1mL) + Ethanol (0.5 mL/1mL) + Homosalate (5 g/100mL) + Hydrocortisone acetate (1 g/100g) + Isopropyl alcohol (0.7 mL/1mL) + Lidocaine hydrochloride (20 mg/1mL) + Neomycin sulfate (3.5 mg/1g) + Octinoxate (7.5 g/100mL) + Oxybenzone (6 g/100mL) + Polymyxin B sulfate (5000 [iU]/1g) + Povidone-iodine (10 mg/1mL) + Water (98.6 mL/100mL)KitOphthalmic; Respiratory (inhalation); TopicalHoneywell Safety Products USA, Inc2018-09-13Not applicableUS flag
BEYOND THE SHAVE For MenOctisalate (5 g/100mL) + Allantoin (0.5 g/100mL) + Avobenzone (3.0 g/100mL) + Dimethicone (2.9 g/100mL) + Homosalate (2.5 g/100mL) + Octasulfur (3.0 g/100mL) + Octocrylene (2.7 g/100mL)KitTopicalRodan & Fields2017-06-01Not applicableUS flag
by Selected Daily Broad Spectrum SunscreenOctisalate (2.0 g/50mL) + Octinoxate (3.5 g/50mL)CreamTopicalGaram Of Nature2021-07-01Not applicableUS flag
CoreTex Professional Outdoor Skin Protection WalletOctisalate (5 g/100mL) + Octisalate (5 g/100g) + Octisalate (5 g/100mL) + Avobenzone (1 g/100mL) + Avobenzone (1 g/100g) + Avobenzone (3 g/100mL) + Benzocaine (6 g/100mL) + Diphenhydramine hydrochloride (2 g/100mL) + Ethanol (62.5 mL/100mL) + Homosalate (5 g/100mL) + Homosalate (5 g/100g) + Homosalate (7.5 g/100mL) + Octinoxate (7.5 g/100mL) + Octinoxate (7.5 g/100g) + Octocrylene (2.5 g/100mL) + Oxybenzone (6 g/100mL) + Oxybenzone (6 g/100g) + Oxybenzone (6 g/100mL) + Synthetic camphor (0.1 g/100mL) + Zinc acetate dihydrate (1 g/100mL)Gel; Kit; Lipstick; Liquid; Lotion; SwabTopicalCoreTex Products Inc2019-11-27Not applicableUS flag
CoreTex Professional Outdoor Skin Protection WalletOctisalate (5 g/100mL) + Octisalate (5 g/100g) + Octisalate (5 g/100mL) + Avobenzone (1 g/100mL) + Avobenzone (1 g/100g) + Avobenzone (3 g/100mL) + Benzocaine (6 g/100mL) + Diphenhydramine hydrochloride (2 g/100mL) + Ethanol (62.5 mL/100mL) + Homosalate (5 g/100mL) + Homosalate (5 g/100g) + Homosalate (7.5 g/100mL) + Octinoxate (7.5 g/100mL) + Octinoxate (7.5 g/100g) + Octocrylene (2.5 g/100mL) + Oxybenzone (6 g/100mL) + Oxybenzone (6 g/100g) + Oxybenzone (6 g/100mL) + Synthetic camphor (0.1 g/100mL) + Zinc acetate dihydrate (1 g/100mL)Gel; Kit; Lipstick; Liquid; Lotion; SwabTopicalCoreTex Products Inc2019-11-27Not applicableUS flag

Categories

Drug Categories
Classification
Not classified
Affected organisms
  • Humans and other mammals

Chemical Identifiers

UNII
4X49Y0596W
CAS number
118-60-5
InChI Key
FMRHJJZUHUTGKE-UHFFFAOYSA-N
InChI
InChI=1S/C15H22O3/c1-3-5-8-12(4-2)11-18-15(17)13-9-6-7-10-14(13)16/h6-7,9-10,12,16H,3-5,8,11H2,1-2H3
IUPAC Name
2-ethylhexyl 2-hydroxybenzoate
SMILES
CCCCC(CC)COC(=O)C1=C(O)C=CC=C1

References

General References
  1. product info [Link]
  2. MSDS [Link]
Human Metabolome Database
HMDB0061839
PubChem Substance
347911101
ChemSpider
8061
RxNav
91327
ChEBI
88639
ChEMBL
CHEMBL1329203
Wikipedia
Octyl_salicylate

Clinical Trials

Clinical Trials
Clinical Trial & Rare Diseases Add-on Data Package
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PhaseStatusPurposeConditionsCountStart DateWhy Stopped100+ additional columns
Not AvailableActive Not RecruitingTreatmentPhotodamaged Skin / Volume Deficiency of the Midface1somestatusstop reasonjust information to hide
Not AvailableCompletedNot AvailableAcne, Adult1somestatusstop reasonjust information to hide
Not AvailableCompletedNot AvailableArousal Disorders, Sexual / Dyspareunia (Female Excluding Psychogenic) / Hypoactive Sexual Desire Disorder (HSDD) / Hypoestrogenism / Menopause related conditions / Vulvovaginal Disease1somestatusstop reasonjust information to hide
Not AvailableCompletedNot AvailableFatty Liver, Non-alcoholic Fatty Liver Disease, NAFLD1somestatusstop reasonjust information to hide
Not AvailableCompletedBasic ScienceMicrobiota1somestatusstop reasonjust information to hide

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
KitOphthalmic; Respiratory (inhalation); Topical
GelCutaneous
PowderTopical
SalveTopical
Liquid; sprayTopical
OilTopical
SprayCutaneous
OintmentTopical
Cream; kit; oil; stickTopical
KitOral; Topical
Kit; ointment; stickTopical
Cloth; creamTopical
CreamTopical
JellyTopical
CreamCutaneous
LipstickTopical
Gel; kit; lotionTopical
Gel; kit; lipstick; liquid; lotion; swabTopical
Cream; gel; kit; lotionTopical
Kit; stickTopical
StickCutaneous
Liquid; lotionTopical
SpongeTopical
Kit; lipstickTopical
Cream, augmentedTopical
Lotion / shampooTopical
PasteTopical
LiquidTopical
SolutionTopical
Cream; kitTopical
StickTopical
Cream; kit; lotionTopical
EmulsionTopical
Kit; lotionTopical
Cream; kit; liquid; lotionTopical
Kit; sprayTopical
LotionCutaneous
Jelly; kitTopical
Aerosol, sprayCutaneous
AerosolTopical
Spray, suspensionTopical
SprayOral
KitTopical
SprayTopical
SuspensionTopical
Kit; lotion; stickTopical
LotionOral
ClothTopical
Kit; liquidTopical
Lotion; sprayTopical
LotionTopical
Gel; kitTopical
GelTopical
Aerosol, foamTopical
Aerosol, sprayTopical
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0238 mg/mLALOGPS
logP4.79ALOGPS
logP5.35Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)9.72Chemaxon
pKa (Strongest Basic)-4.3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area46.53 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity72.21 m3·mol-1Chemaxon
Polarizability28.8 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - EI-BGC-MSsplash10-00di-9800000000-e6bf91bd63e14169eb92
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-00di-6910000000-0846696bc11027535246
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fki-9570000000-968652a69095dcb2f857
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00lv-9720000000-9faa0988755532e1c1bd
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-7910000000-8dc47a217f89c5a46ab6
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9410000000-3538294908306bb7f495
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-0775585dc6f50adc16cf
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ac0-9200000000-ed054258b6c3e0d8613a
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-167.3550048
predicted
DarkChem Lite v0.1.0
[M-H]-160.12541
predicted
DeepCCS 1.0 (2019)
[M+H]+167.1543048
predicted
DarkChem Lite v0.1.0
[M+H]+162.48341
predicted
DeepCCS 1.0 (2019)
[M+Na]+167.1345048
predicted
DarkChem Lite v0.1.0
[M+Na]+170.01018
predicted
DeepCCS 1.0 (2019)

Drug created at December 03, 2015 16:51 / Updated at February 21, 2021 18:52