Details
Stereochemistry | ACHIRAL |
Molecular Formula | C20H22O3 |
Molecular Weight | 310.3869 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC=C(C=C1)C(=O)CC(=O)C2=CC=C(C=C2)C(C)(C)C
InChI
InChIKey=XNEFYCZVKIDDMS-UHFFFAOYSA-N
InChI=1S/C20H22O3/c1-20(2,3)16-9-5-14(6-10-16)18(21)13-19(22)15-7-11-17(23-4)12-8-15/h5-12H,13H2,1-4H3
Molecular Formula | C20H22O3 |
Molecular Weight | 310.3869 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionCurator's Comment: description was created based on several sources, including:
http://www.wikidoc.org/index.php/Avobenzone | https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=de3fd7fb-4a28-4db8-9a4d-d7fdd2e45daf
Curator's Comment: description was created based on several sources, including:
http://www.wikidoc.org/index.php/Avobenzone | https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=de3fd7fb-4a28-4db8-9a4d-d7fdd2e45daf
Avobenzone is an oil soluble ingredient used in sunscreen products to absorb the full spectrum of UVA rays. It helps prevent sunburn. Avobenzone works by absorbing the rays and converting them to energy that is less damaging to the skin.
Originator
Approval Year
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1.5 ng/mL EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/31058986 |
0.81 g 4 times / day multiple, topical dose: 0.81 g route of administration: Topical experiment type: MULTIPLE co-administered: |
AVOBENZONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
|
3.1 ng/mL EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/31058986 |
0.81 g 4 times / day steady-state, topical dose: 0.81 g route of administration: Topical experiment type: STEADY-STATE co-administered: |
AVOBENZONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
45.2 h EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/31058986 |
0.81 g 4 times / day steady-state, topical dose: 0.81 g route of administration: Topical experiment type: STEADY-STATE co-administered: |
AVOBENZONE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
3.7 g 1.3 times / day multiple, topical (median) Recommended Dose: 3.7 g, 1.3 times / day Route: topical Route: multiple Dose: 3.7 g, 1.3 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 3.69 years (range: 0.64-48.15 years) n = 79 Health Status: healthy Age Group: 3.69 years (range: 0.64-48.15 years) Sex: M+F Population Size: 79 Sources: |
Other AEs: Dermatitis, Eczema... |
1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Other AEs: Acne, Dermatitis... Other AEs: Acne (4.8%) Sources: Dermatitis (2.8%) Dry skin (1.2%) Eczema (1.2%) Erythema (1.2%) Pruritus (2%) Rosacea (0.4%) Seborrhea (0.8%) Skin discomfort (1.2%) Sunburn (0.8%) Conjunctivitis (0.8%) Taste perversion (0.4%) |
3.1 g 1.2 times / day multiple, topical (median) Recommended Dose: 3.1 g, 1.2 times / day Route: topical Route: multiple Dose: 3.1 g, 1.2 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 6.69 years (range: 0.5-67.95 years) n = 246 Health Status: healthy Age Group: 6.69 years (range: 0.5-67.95 years) Sex: M+F Population Size: 246 Sources: |
Other AEs: Dermatitis, Eczema... Other AEs: Dermatitis (2.8%) Sources: Eczema (0.4%) Erythema (0.8%) Skin discomfort (0.8%) Sunburn (1.6%) Conjunctivitis (0.4%) |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Eczema | 1.3% | 3.7 g 1.3 times / day multiple, topical (median) Recommended Dose: 3.7 g, 1.3 times / day Route: topical Route: multiple Dose: 3.7 g, 1.3 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 3.69 years (range: 0.64-48.15 years) n = 79 Health Status: healthy Age Group: 3.69 years (range: 0.64-48.15 years) Sex: M+F Population Size: 79 Sources: |
Dermatitis | 2.5% | 3.7 g 1.3 times / day multiple, topical (median) Recommended Dose: 3.7 g, 1.3 times / day Route: topical Route: multiple Dose: 3.7 g, 1.3 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 3.69 years (range: 0.64-48.15 years) n = 79 Health Status: healthy Age Group: 3.69 years (range: 0.64-48.15 years) Sex: M+F Population Size: 79 Sources: |
Rosacea | 0.4% | 1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Taste perversion | 0.4% | 1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Conjunctivitis | 0.8% | 1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Seborrhea | 0.8% | 1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Sunburn | 0.8% | 1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Dry skin | 1.2% | 1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Eczema | 1.2% | 1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Erythema | 1.2% | 1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Skin discomfort | 1.2% | 1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Pruritus | 2% | 1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Dermatitis | 2.8% | 1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Acne | 4.8% | 1.6 g 1.1 times / day multiple, topical (median) Recommended Dose: 1.6 g, 1.1 times / day Route: topical Route: multiple Dose: 1.6 g, 1.1 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 35.44 years (range: 12.04-83.43 years) n = 248 Health Status: healthy Age Group: 35.44 years (range: 12.04-83.43 years) Sex: M+F Population Size: 248 Sources: |
Conjunctivitis | 0.4% | 3.1 g 1.2 times / day multiple, topical (median) Recommended Dose: 3.1 g, 1.2 times / day Route: topical Route: multiple Dose: 3.1 g, 1.2 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 6.69 years (range: 0.5-67.95 years) n = 246 Health Status: healthy Age Group: 6.69 years (range: 0.5-67.95 years) Sex: M+F Population Size: 246 Sources: |
Eczema | 0.4% | 3.1 g 1.2 times / day multiple, topical (median) Recommended Dose: 3.1 g, 1.2 times / day Route: topical Route: multiple Dose: 3.1 g, 1.2 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 6.69 years (range: 0.5-67.95 years) n = 246 Health Status: healthy Age Group: 6.69 years (range: 0.5-67.95 years) Sex: M+F Population Size: 246 Sources: |
Erythema | 0.8% | 3.1 g 1.2 times / day multiple, topical (median) Recommended Dose: 3.1 g, 1.2 times / day Route: topical Route: multiple Dose: 3.1 g, 1.2 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 6.69 years (range: 0.5-67.95 years) n = 246 Health Status: healthy Age Group: 6.69 years (range: 0.5-67.95 years) Sex: M+F Population Size: 246 Sources: |
Skin discomfort | 0.8% | 3.1 g 1.2 times / day multiple, topical (median) Recommended Dose: 3.1 g, 1.2 times / day Route: topical Route: multiple Dose: 3.1 g, 1.2 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 6.69 years (range: 0.5-67.95 years) n = 246 Health Status: healthy Age Group: 6.69 years (range: 0.5-67.95 years) Sex: M+F Population Size: 246 Sources: |
Sunburn | 1.6% | 3.1 g 1.2 times / day multiple, topical (median) Recommended Dose: 3.1 g, 1.2 times / day Route: topical Route: multiple Dose: 3.1 g, 1.2 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 6.69 years (range: 0.5-67.95 years) n = 246 Health Status: healthy Age Group: 6.69 years (range: 0.5-67.95 years) Sex: M+F Population Size: 246 Sources: |
Dermatitis | 2.8% | 3.1 g 1.2 times / day multiple, topical (median) Recommended Dose: 3.1 g, 1.2 times / day Route: topical Route: multiple Dose: 3.1 g, 1.2 times / day Co-administed with:: ecamsule Sources: octocrylene titanium dioxide |
healthy, 6.69 years (range: 0.5-67.95 years) n = 246 Health Status: healthy Age Group: 6.69 years (range: 0.5-67.95 years) Sex: M+F Population Size: 246 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
Protection against UVB irradiation by natural filters extracted from lichens. | 2002 Nov |
|
Bioconvertible vitamin antioxidants improve sunscreen photoprotection against UV-induced reactive oxygen species. | 2003 Nov-Dec |
|
Unexpected photolysis of the sunscreen octinoxate in the presence of the sunscreen avobenzone. | 2005 Mar-Apr |
|
Design of a photostabilizer having built-in antioxidant functionality and its utility in obtaining broad-spectrum sunscreen formulations. | 2006 May-Jun |
|
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
|
[Simultaneous determination of 9 ultraviolet absorbers in cosmetics by high-performance liquid chromatography]. | 2007 |
|
A new sunscreen agent. | 2007 May 21 |
|
Photostability and efficacy studies of topical formulations containing UV-filters combination and vitamins A, C and E. | 2007 Oct 1 |
|
OTC product: Anthelios SX. | 2007 Sep-Oct |
|
Role of UV light in photodamage, skin aging, and skin cancer: importance of photoprotection. | 2009 |
|
Optical and electron paramagnetic resonance studies of the excited states of 4-tert-butyl-4'-methoxydibenzoylmethane and 4-tert-butyl-4'-methoxydibenzoylpropane. | 2009 Dec 3 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:23:18 GMT 2023
by
admin
on
Fri Dec 15 15:23:18 GMT 2023
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Record UNII |
G63QQF2NOX
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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FDA ORPHAN DRUG |
142401
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NCI_THESAURUS |
C851
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CFR |
21 CFR 352.10
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SUB05617MIG
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45045
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AA-89
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AVOBENZONE
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6480
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CHEMBL1200522
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m2151
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1045337
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C47406
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DB09495
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100000086882
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