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

Details

Stereochemistry ACHIRAL
Molecular Formula C14H10O4
Molecular Weight 242.2268
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Benzoyl peroxide

SMILES

O=C(OOC(=O)C1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=OMPJBNCRMGITSC-UHFFFAOYSA-N
InChI=1S/C14H10O4/c15-13(11-7-3-1-4-8-11)17-18-14(16)12-9-5-2-6-10-12/h1-10H

HIDE SMILES / InChI
Molecular Formula C14H10O4
Molecular Weight 242.2268
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Benzoyl peroxide (BPO) is an organic compound in the peroxide family. It consists of two benzoyl groups bridged by a peroxide link. It is one of the most important organic peroxides in terms of applications and the scale of its production. Benzoyl peroxide is used as an acne treatment, for bleaching hair and teeth. Adverse reactions are: dryness and urticarial reaction, contact dermatitis, application site burning, application site irritation and skin irritation.

Originator

Approval Year

1984
98
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8429
BENZAMYCIN PAK

Approved Use

Benzamycin pak (erythromycin 3%-benzoyl peroxide 5% topical gel) is indicated for the topical treatment of acne vulgaris.

Launch Date

2000
Doses

Doses

DosePopulationAdverse events​
10 % 2 times / day multiple, topical
Highest studied dose
Dose: 10 %, 2 times / day
Route: topical
Route: multiple
Dose: 10 %, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/2948929
unhealthy, 20 years
n = 25
Health Status: unhealthy
Condition: acne vulgaris
Age Group: 20 years
Sex: M+F
Population Size: 25
Sources:
https://pubmed.ncbi.nlm.nih.gov/2948929
Other AEs: Peeling, Erythema...
Other AEs:
Peeling (moderate, 55%)
Erythema (moderate, 30%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/2948929
AEs

AEs

AESignificanceDosePopulation
Erythema moderate, 30%
10 % 2 times / day multiple, topical
Highest studied dose
Dose: 10 %, 2 times / day
Route: topical
Route: multiple
Dose: 10 %, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/2948929
unhealthy, 20 years
n = 25
Health Status: unhealthy
Condition: acne vulgaris
Age Group: 20 years
Sex: M+F
Population Size: 25
Sources:
https://pubmed.ncbi.nlm.nih.gov/2948929
Peeling moderate, 55%
10 % 2 times / day multiple, topical
Highest studied dose
Dose: 10 %, 2 times / day
Route: topical
Route: multiple
Dose: 10 %, 2 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/2948929
unhealthy, 20 years
n = 25
Health Status: unhealthy
Condition: acne vulgaris
Age Group: 20 years
Sex: M+F
Population Size: 25
Sources:
https://pubmed.ncbi.nlm.nih.gov/2948929
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY41810
https://www.001chemical.com/chem/94-36-0
3B Scientific (Wuhan) Corp
3B3-034757
http://www.3bsc.com/index/pro_info.php?id=56690
AA Blocks
AA0034FD
https://www.aablocks.com/goods/Goods/detail?id=AA0034FD
AHH Chemical co.,ltd
MT-47566
http://www.ahhchemical.com/product/MT-47566.html
AbMole Bioscience
M3247
http://www.abmole.com/products/benzoyl-peroxide.html
Acadechem
ACDS-033529
http://www.acadechemical.com/product/108228
Aceschem
ACS015568
https://www.aceschem.com/catalog/94-36-0.html
Achemica
ACMC-209u3h
http://www.achemica.com/prodinfo/?id=135288
Achemo Scientific Limited
AC-33026
http://www.achemo.com/product_view.asp?ID=37080
Achemtek
0104-015743
http://www.achemtek.com/94-36-0
Acros Organics
AC211780010
https://www.fishersci.com/shop/products/dibenzoyl-peroxide-75-remainder-water-acros-organics/AC211780010
Acros Organics
AC211780050
https://www.fishersci.com/shop/products/dibenzoyl-peroxide-75-remainder-water-acros-organics/AC211780050
Acros Organics
AC211781000
https://www.fishersci.com/shop/products/dibenzoyl-peroxide-75-remainder-water-acros-organics/AC211781000
Alfa Aesar
L13174
https://www.alfa.com/en/catalog/L13174/
Angene
AGN-PC-0JK7YQ
http://www.angenechemical.com/productshow/AGN-PC-0JK7YQ.html
Anward
ANW-43275
http://www.anward.com/pro_result/21336
Boerchem
BC220923
http://www.boerchem.com/?product_37413.html
BroadPharm
BP-21236
http://www.broadpharm.com/products/BP-21236/
ChemMol
49417090
http://www.chemmol.com/chemmol/49417090.html
ChemMol
99067093
http://www.chemmol.com/chemmol/99067093.html
ChemMol
99183620
http://www.chemmol.com/chemmol/99183620.html
Chemspace
CSSB00000069115
https://chem-space.com/CSSB00000069115
China MainChem Co., Ltd
94-36-0
https://www.mainchem.com/product/benzoyl-peroxide/
Clearsynth
CS-T-05285
https://www.clearsynth.com/en/CST05285.html
DC Chemicals
DC32195
http://www.dcchemicals.com//product_show-Benzoyl_Peroxide.html
Debye Scientific
DB-022598
http://www.debyesci.com/DB-022598.html
Fisher Chemical
B2741LB
https://www.fishersci.com/shop/products/benzoyl-peroxide-wet-certified-fisher-chemical/B2741LB
Glentham Life Sciences
GK7133
http://www.glentham.com/products/product/GK7133/
MolPort
MolPort-001-783-287
https://www.molport.com/shop/molecule-link/MolPort-001-783-287
Molcore
MC41810
https://www.molcore.com/product/94-36-0
Otava
3166196
https://search.otavachemicals.com/#!/search?query=3166196&type=code&base=dbb
Parchem
1501
http://www.parchem.com/chemical-supplier-distributor/Benzoyl-Peroxide-002863.aspx
Parchem
33599
http://www.parchem.com/chemical-supplier-distributor/Benzoyl-Peroxide-1--023599.aspx
Parchem
33600
http://www.parchem.com/chemical-supplier-distributor/Benzoyl-Peroxide-2--023600.aspx
Parchem
33601
http://www.parchem.com/chemical-supplier-distributor/Benzoyl-Peroxide-3--023601.aspx
Parchem
33602
http://www.parchem.com/chemical-supplier-distributor/Benzoyl-Peroxide-4--023602.aspx
Renno Tech
RP28518
http://www.rennotech.com/product_show.asp?id=34131
Shangyu Catsyn Co., Ltd.
SC10147
http://www.catsyn.com/product/94-36-0.html
Sigma-Aldrich
513431_ALDRICH
https://www.sigmaaldrich.com/catalog/product/aldrich/513431?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich
513466_ALDRICH
https://www.sigmaaldrich.com/catalog/product/aldrich/513466?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich
03-1565_SAJ
https://www.sigmaaldrich.com/catalog/product/saj/031565?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich
00213_SIAL
https://www.sigmaaldrich.com/catalog/product/sial/00213?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich
179981_SIAL
https://www.sigmaaldrich.com/catalog/product/sial/179981?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech
S017872
http://www.sinfoobiotech.com/product/1021270
Smolecule
S520927
http://www.smolecule.com/products/s520927
Smolecule
S748764
https://www.smolecule.com/products/s748764
TCI (Tokyo Chemical Industry)
B3152
http://www.tcichemicals.com/eshop/en/us/commodity/B3152/index.html
THE BioTek
bt-262109
https://www.thebiotek.com/product/inhibitors/bt-262109
VladaChem
VL161705
https://www.vladachem.com/product.php?products=94-36-0
VladaChem
VL161708
https://www.vladachem.com/product.php?products=94-36-0
VladaChem
VL280548-100G
https://www.vladachem.com/product.php?products=94-36-0
Yuhao Chemical
LQ0235
http://www.chemyuhao.com/94-36-0.html
abcr GmbH
AB174217
http://www.abcr.com/shop/en/AB174217
iChemical
EBD40747
http://www.ichemical.com/products/94-36-0.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
mcule
MCULE-5748985501
https://mcule.com/MCULE-5748985501/
PubMed

PubMed

TitleDatePubMed
Evaluation of certain food additives and contaminants.
2001
Oxidative targets in the stratum corneum. A new basis for antioxidative strategies.
2001
Effect of benzoyl peroxide on antioxidant status, NF-kappaB activity and interleukin-1alpha gene expression in human keratinocytes.
2001 Aug 28
The efficacy and safety of a combination benzoyl peroxide/clindamycin topical gel compared with benzoyl peroxide alone and a benzoyl peroxide/erythromycin combination product.
2001 Jan-Feb
Enzyme-catalyzed decomposition of dibenzoyl peroxide in organic solvents.
2001 Jul-Aug
Analysis for organic residues from aids to polymerization used to make plastics intended for food contact.
2001 May
A clinical and therapeutic study of 29 patients with infantile acne.
2001 Sep
Characterization of new acrylic bone cements prepared with oleic acid derivatives.
2002
[Topical treatment of acne].
2002 Apr 15
Consideration on the formulation of benzoyl peroxide at ambient temperature: choice of non-polar solvent and preparation of submicron emulsion gels.
2002 Aug
Scavenging of benzylperoxyl radicals by carotenoids.
2002 Feb
A randomized, double-blind comparison of a clindamycin phosphate/benzoyl peroxide gel formulation and a matching clindamycin gel with respect to microbiologic activity and clinical efficacy in the topical treatment of acne vulgaris.
2002 Jul
Effect of topical benzoyl peroxide/clindamycin versus topical clindamycin and vehicle in the reduction of Propionibacterium acnes.
2002 Jun
Formation of a bioconjugate composed of hemin, smectite, and quaternary ammonium chloride that is soluble and active in hydrophobic media.
2002 Mar-Apr
The stability of tretinoin in tretinoin gel microsphere 0.1%.
2002 Nov
Benzoyl peroxide as a cause of airborne contact dermatitis in an orthopaedic technician.
2002 Oct
Kinetic evaluation of the reactivity of flavonoids as radical scavengers.
2002 Oct
Inhibition of benzoyl peroxide and ultraviolet-B radiation induced oxidative stress and tumor promotion markers by cycloartenol in murine skin.
2003
Efficacy and safety of stabilised hydrogen peroxide cream (Crystacide) in mild-to-moderate acne vulgaris: a randomised, controlled trial versus benzoyl peroxide gel.
2003
Guidelines for the management of acne vulgaris in adolescents.
2003
Organic redox-initiated polymerization process for the fabrication of hydrogels for colon-specific drug delivery.
2003 Apr
Patch testing with the irritant sodium lauryl sulfate (SLS) is useful in interpreting weak reactions to contact allergens as allergic or irritant.
2003 Feb
Implications of the BEST study.
2003 Feb
The BEST study: results according to prior treatment.
2003 Feb
The BEST study: evaluating efficacy by selected demographic subsets.
2003 Feb
Overall results of the BEST study following treatment of patients with mild to moderate acne.
2003 Feb
Study design and selection criteria in the BEST study.
2003 Feb
Improving patient satisfaction and acne severity in patients with mild to moderate acne: the BEST study.
2003 Feb
Determination of organic peroxides by liquid chromatography with on-line post-column ultraviolet irradiation and peroxyoxalate chemiluminescence detection.
2003 Feb 14
Progressive iron overload enhances chemically mediated tumor promotion in murine skin.
2003 Jan 15
Studies on MMA-TBB resin II. The effect of dual use of TBB and other initiators on polymerization of PMMA/MMA resin.
2003 Mar
Fox-Fordyce disease.
2003 Mar
Functionalization of carbon nanotubes by free radicals.
2003 May 1
Improved one-pot synthesis of styryl tetrahydrofurans and cyclohexanes by radical addition to beta-nitrostyrenes in the presence of benzoyl peroxide.
2003 May 9
Patents

Patents

US3535422 A
1
US4387107 A
1

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Benzamicin gel in combination with adapalene (instead of erythromycin) have to be applied once daily after washing.
Benzamicin gel should be applied twice daily.
Route of Administration: Topical
In Vitro Use Guide
The minimum inhibitory concentrations of Benzoyl peroxide were 128 or 256 ug/mL against all isolates of P. acnes
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:22:00 GMT 2023
Edited
by admin
on Fri Dec 15 15:22:00 GMT 2023
Record UNII
W9WZN9A0GM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Benzoyl peroxide
FCC   HSDB   INCI   MART.   MI   ORANGE BOOK   USAN   USP   VANDF   WHO-DD  
INCI   USAN  
Official Name English
BENZOYL PEROXIDE COMPONENT OF EPIDUO
Common Name English
BENZAMYCIN COMPONENT BENZOYL PEROXIDE
Common Name English
Benzoyl peroxide [WHO-DD]
Common Name English
TWYNEO COMPONENT BENZOYL PEROXIDE
Brand Name English
BENZOYL PEROXIDE COMPONENT OF ACANYA
Common Name English
EPIDUO COMPONENT BENZOYL PEROXIDE
Common Name English
BENZOYL PEROXIDE [IARC]
Common Name English
PEROXIDE, DIBENZOYL
Systematic Name English
BENZOYL PEROXIDE [INCI]
Common Name English
BENZOYL PEROXIDE [USP IMPURITY]
Common Name English
BENZOYL PEROXIDE [ORANGE BOOK]
Common Name English
DUAC COMPONENT BENZOYL PEROXIDE
Common Name English
NSC-675
Code English
BENZOYL PEROXIDE [MART.]
Common Name English
BENZOYL PEROXIDE COMPONENT OF DUAC
Common Name English
ACANYA COMPONENT BENZOYL PEROXIDE
Common Name English
BENZOYL PEROXIDE [HSDB]
Common Name English
ANHYDROUS BENZOYL PEROXIDE
Common Name English
BENZOYL PEROXIDE COMPONENT OF BENZAMYCIN
Common Name English
INS NO.928
Common Name English
BENZACLIN COMPONENT BENZOYL PEROXIDE
Common Name English
NSC-671
Code English
BENZOYL PEROXIDE ANHYDROUS
Common Name English
BENZOYL PEROXIDE COMPONENT OF BENZACLIN
Common Name English
EPSOLAY
Brand Name English
BENZOYL PEROXIDE [JAN]
Common Name English
HYDROUS BENZOYL PEROXIDE [WHO-IP]
Common Name English
BENZOYL PEROXIDE [MI]
Common Name English
BENZOYL PEROXIDE [USAN]
Common Name English
IDP-126 component Benzoyl peroxide
Code English
INS-928
Common Name English
BENZOYLPEROXIDE
Systematic Name English
BENZOYL PEROXIDE [VANDF]
Common Name English
BENZOYL PEROXIDE COMPONENT OF TWYNEO
Brand Name English
BENZOYL SUPEROXIDE
Common Name English
CABTREO COMPONENT BENZOYL PEROXIDE
Brand Name English
HYDROUS BENZOYL PEROXIDE [USP MONOGRAPH]
Common Name English
BENZOYL PEROXIDE [FCC]
Common Name English
BENZOYLIS PEROXIDUM CUM AQUA [WHO-IP LATIN]
Common Name English
DIBENZOYL PEROXIDE
Systematic Name English
E-928
Common Name English
Classification Tree Code System Code
JECFA EVALUATION E-928
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
WHO-ESSENTIAL MEDICINES LIST 13.4
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
CODEX ALIMENTARIUS (GSFA) E-928
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
CFR 21 CFR 176.170
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
NCI_THESAURUS C28394
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
WHO-ATC D10AE01
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
CFR 21 CFR 333.310
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
EPA PESTICIDE CODE 128964
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
CFR 21 CFR 184.1157
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
WHO-VATC QD10AE01
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
WHO-ATC D10AE51
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
Code System Code Type Description
EVMPD
SUB122302
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
MERCK INDEX
m2389
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY Merck Index
DAILYMED
W9WZN9A0GM
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
SMS_ID
100000085061
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
NCI_THESAURUS
C47411
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
LACTMED
Benzoyl Peroxide
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
WIKIPEDIA
BENZOYL PEROXIDE
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
ChEMBL
CHEMBL1200370
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
HSDB
372
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
BENZOYL PEROXIDE
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY Description: A white, amorphous or granular powder. Solubility: Practically insoluble in water; soluble in acetone R; soluble in dichloromethane R with separation of water; slightlysoluble in ethanol (~750 g/l) TS. Category: Keratolytic agent. Storage: Hydrous Benzoyl peroxide should be kept in a container that has been treated to reduce static discharge and that has a device for the release of excess pressure. Store at a temperature between 2 and 8 ?C, protected from light. Additional information: CAUTION: Hydrous Benzoyl peroxide may explode at temperatures higher than 60 ?C or if its water content is too low. It may burst into flame in the presence of reducing substances. Unused material must not be returned to the original container but destroyed by treating with sodium hydroxide (~80 g/l) TS to a point where no iodine is liberated after acidifying with hydrochloric acid (~70 g/l) TS and adding a crystal of potassium iodide R. Hydrous Benzoyl peroxide loses water rapidly on exposure to air. It must be handled with care, avoiding contact with the skin and mucous membranes and inhalation of airborne particles.
ECHA (EC/EINECS)
202-327-6
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
PUBCHEM
7187
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
DRUG CENTRAL
328
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
FDA UNII
W9WZN9A0GM
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
JAPANESE REVIEW
DUAC
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY APPROVED MARCH 2015
EVMPD
SUB11742MIG
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
MESH
D001585
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
EVMPD
SUB13020MIG
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
DRUG BANK
DB09096
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
NSC
675
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
EPA CompTox
DTXSID6024591
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
NSC
671
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
RXCUI
1418
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY RxNorm
CAS
94-36-0
Created by admin on Fri Dec 15 15:22:00 GMT 2023 , Edited by admin on Fri Dec 15 15:22:00 GMT 2023
PRIMARY
Related Record Type Details
Structure of ETHYL BENZOATE
IMPURITY -> PARENT
Structure of BENZALDEHYDE
IMPURITY -> PARENT
Structure of Benzoic acid
IMPURITY -> PARENT
Related Record Type Details
Structure of Benzoyl peroxide
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