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MedKoo Cat#: 318403 | Name: Oxybenzone
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Oxybenzone pale-yellow solid organic compound that is readily soluble in most organic solvents. Oxybenzone belongs to the class of aromatic ketones known as benzophenones. It is a component of many sunscreen lotions.

Chemical Structure

Oxybenzone
Oxybenzone
CAS#131-57-7

Theoretical Analysis

MedKoo Cat#: 318403

Name: Oxybenzone

CAS#: 131-57-7

Chemical Formula: C14H12O3

Exact Mass: 228.0786

Molecular Weight: 228.24

Elemental Analysis: C, 73.67; H, 5.30; O, 21.03

Price and Availability

Size Price Availability Quantity
20g USD 450.00 2 Weeks
100g USD 750.00 2 Weeks
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Related CAS #
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Synonym
Oxybenzone, Benzophenone-3, 2-hydroxy-4-methoxybenzone, Eusolex-4360; BP-3; BP 3;
IUPAC/Chemical Name
(2-hydroxy-4-methoxyphenyl)-phenylmethanone
InChi Key
DXGLGDHPHMLXJC-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,15H,1H3
SMILES Code
O=C(C1=CC=C(OC)C=C1O)C2=CC=CC=C2
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Oxybenzone act as endocrine disrupting chemicals (EDCs) and can pass through the placental and blood-brain barriers.
In vitro activity:
50 μg L-1 of oxybenzone significantly impacted the cell density of C. goreaui, causing a 36.73% decrease. When oxybenzone concentration increased to 500 μg L-1 and 5000 μg L-1, cell division was completely suppressed; meanwhile, chl-a content declined to zero. As revealed by KEGG pathway analysis, oxybenzone affected energy metabolism and inhibited the metabolism of cofactors and vitamins in C. goreaui, while 5000 μg L-1 of oxybenzone significantly altered the carbohydrate metabolism, membrane transport and amino acid metabolism in E. voratum. Reference: Environ Pollut. 2023 Jan 15;317:120807. https://pubmed.ncbi.nlm.nih.gov/36464119/
In vivo activity:
This study investigated mammary stromal changes in BALB/c animals exposed during gestation and perinatal development to 0, 30, or 3000 μg oxybenzone/kg/day. In mice exposed to 30 μg/kg/day, this study observed morphological changes in adulthood (e.g., a thicker periductal stroma and adipocytes that were considerably larger). This study also observed an increased number of mast cells in the mammary stroma at puberty which may represent a transient influence of oxybenzone exposure. These results provide additional evidence that even low doses of oxybenzone can disrupt hormone sensitive outcomes in the mammary gland when exposures occur during critical windows of development, and some of these effects manifest in later life. Reference: Front Toxicol. 2022 May 20;4:910230. https://pubmed.ncbi.nlm.nih.gov/35669359/
Solvent mg/mL mM
Solubility
DMSO 72.5 317.64
Ethanol 45.0 197.16
Water 1.0 4.38
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 228.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Yang F, Wei Z, Long C, Long L. Toxicological effects of oxybenzone on the growth and bacterial composition of Symbiodiniaceae. Environ Pollut. 2023 Jan 15;317:120807. doi: 10.1016/j.envpol.2022.120807. Epub 2022 Dec 1. PMID: 36464119. 2. Chang KY, Yang CH, Chou HY, Chen KC, Huang YC. Organic ultraviolet filters regulate hyaluronan metabolism in human epidermal keratinocytes through the phosphatidylinositol 3-kinase pathway. Toxicol In Vitro. 2023 Feb;86:105511. doi: 10.1016/j.tiv.2022.105511. Epub 2022 Nov 4. PMID: 36336209. 3. Matouskova K, Bugos J, Schneider SS, Vandenberg LN. Exposure to Low Doses of Oxybenzone During Perinatal Development Alters Mammary Gland Stroma in Female Mice. Front Toxicol. 2022 May 20;4:910230. doi: 10.3389/ftox.2022.910230. PMID: 35669359; PMCID: PMC9163781. 4. LaPlante CD, Bansal R, Dunphy KA, Jerry DJ, Vandenberg LN. Oxybenzone Alters Mammary Gland Morphology in Mice Exposed During Pregnancy and Lactation. J Endocr Soc. 2018 May 22;2(8):903-921. doi: 10.1210/js.2018-00024. PMID: 30057971; PMCID: PMC6057512.
In vitro protocol:
1. Yang F, Wei Z, Long C, Long L. Toxicological effects of oxybenzone on the growth and bacterial composition of Symbiodiniaceae. Environ Pollut. 2023 Jan 15;317:120807. doi: 10.1016/j.envpol.2022.120807. Epub 2022 Dec 1. PMID: 36464119. 2. Chang KY, Yang CH, Chou HY, Chen KC, Huang YC. Organic ultraviolet filters regulate hyaluronan metabolism in human epidermal keratinocytes through the phosphatidylinositol 3-kinase pathway. Toxicol In Vitro. 2023 Feb;86:105511. doi: 10.1016/j.tiv.2022.105511. Epub 2022 Nov 4. PMID: 36336209.
In vivo protocol:
1. Matouskova K, Bugos J, Schneider SS, Vandenberg LN. Exposure to Low Doses of Oxybenzone During Perinatal Development Alters Mammary Gland Stroma in Female Mice. Front Toxicol. 2022 May 20;4:910230. doi: 10.3389/ftox.2022.910230. PMID: 35669359; PMCID: PMC9163781. 2. LaPlante CD, Bansal R, Dunphy KA, Jerry DJ, Vandenberg LN. Oxybenzone Alters Mammary Gland Morphology in Mice Exposed During Pregnancy and Lactation. J Endocr Soc. 2018 May 22;2(8):903-921. doi: 10.1210/js.2018-00024. PMID: 30057971; PMCID: PMC6057512.
1: Sjövall P, Gregoire S, Wargniez W, Skedung L, Detroyer A, Luengo GS. Spatial distribution of active compounds in stratum corneum-partitioning between corneocytes and lipid matrix. Sci Rep. 2024 Aug 12;14(1):18681. doi: 10.1038/s41598-024-66418-x. PMID: 39134579; PMCID: PMC11319811. 2: Sánchez-Suárez J, Villamil L, Coy-Barrera E, Díaz L. Photoprotection-related properties of a raw extract from Gordonia hongkongensis EUFUS-Z928: A culturable rare actinomycete associated with the Caribbean octocoral Eunicea fusca. Sci Prog. 2024 Jul-Sep;107(3):368504241272454. doi: 10.1177/00368504241272454. PMID: 39119690; PMCID: PMC11311175. 3: Qusa M, Qosa H, Volpe DA. Evaluation of In Vitro Metabolism- and Transporter- Based Drug Interactions with Sunscreen Active Ingredients. Pharm Res. 2024 Jul 24. doi: 10.1007/s11095-024-03746-7. Epub ahead of print. PMID: 39044045. 4: Tsizin S, Ban L, Chasovskikh E, Yoder BL, Signorell R. Valence photoelectron imaging of molecular oxybenzone. Phys Chem Chem Phys. 2024 Jul 17;26(28):19236-19246. doi: 10.1039/d3cp06224d. PMID: 38957915; PMCID: PMC11253247. 5: Magrin CP, Saldaña-Serrano M, Bainy ACD, Vitali L, Micke GA. Analysis of the UV filter Benzophenone-3 assimilation in Crossostrea gigas oysters post-exposure in a controlled environment by LC-MS/MS. Chemosphere. 2024 Jun 28;363:142725. doi: 10.1016/j.chemosphere.2024.142725. Epub ahead of print. PMID: 38945225. 6: Fandiño-Del-Rio M, Matsui EC, Calafat AM, Koehl R, Botelho JC, Woo H, Boyle M, Hansel NN, McCormack M, Quirós-Alcalá L. Recent use of consumer and personal care products and exposures to select endocrine disrupting chemicals among urban children with asthma. J Expo Sci Environ Epidemiol. 2024 Jul;34(4):637-646. doi: 10.1038/s41370-024-00693-8. Epub 2024 Jun 18. PMID: 38890543. 7: Landeweer S, Soares Quinete N, McDonough V, Moneysmith S, Gardinali PR. Prevalence of selected UV filter compounds in Biscayne National Park. Environ Monit Assess. 2024 Jun 7;196(7):599. doi: 10.1007/s10661-024-12747-3. PMID: 38844615. 8: Yunus IS, Hudson GA, Chen Y, Gin JW, Kim J, Baidoo EEK, Petzold CJ, Adams PD, Simmons BA, Mukhopadhyay A, Keasling JD, Lee TS. Systematic engineering for production of anti-aging sunscreen compound in Pseudomonas putida. Metab Eng. 2024 Jul;84:69-82. doi: 10.1016/j.ymben.2024.06.001. Epub 2024 Jun 3. PMID: 38839037. 9: Moreira Morais J, da Silva Brito R, Saiki P, Cirqueira Dias F, de Oliveira Neto JR, da Cunha LC, Lopes Rocha T, Bailão EFLC. Ecotoxicological assessment of UV filters benzophenone-3 and TiO2 nanoparticles, isolated and in a mixture, in developing zebrafish (Danio rerio). J Toxicol Environ Health A. 2024 Sep;87(17):687-700. doi: 10.1080/15287394.2024.2362809. Epub 2024 Jun 5. PMID: 38836411. 10: Hrabáková K, Hložek T, Bosáková Z, Tůma P. Hydrophobic eutectic solvents for surface water treatment with a focus on benzophenone type UV filters. Ecotoxicol Environ Saf. 2024 Jul 15;280:116528. doi: 10.1016/j.ecoenv.2024.116528. Epub 2024 May 30. PMID: 38820821. 11: Ortiz-Román MI, Casiano-Muñiz IM, Román-Velázquez FR. Toxicity of UV Filter Benzophenone-3 in Brine Shrimp Nauplii (Artemia salina) and Zebrafish (Danio rerio) Embryos. J Xenobiot. 2024 Apr 29;14(2):537-553. doi: 10.3390/jox14020032. PMID: 38804285; PMCID: PMC11130858. 12: Abdel Azim S, Bainvoll L, Vecerek N, DeLeo VA, Adler BL. Sunscreens Part 2: Regulation and Safety. J Am Acad Dermatol. 2024 May 20:S0190-9622(24)00786-2. doi: 10.1016/j.jaad.2024.02.066. Epub ahead of print. PMID: 38777185. 13: Sadr N, Qayyum R. Sunscreen compound benzophenone-3 and its relationship with white blood cell counts. Skin Res Technol. 2024 May;30(5):e13744. doi: 10.1111/srt.13744. PMID: 38771547; PMCID: PMC11107877. 14: Li Y, Zhao T, Qin M, Che X, Zhang A. Toxicity of the sunscreen UV filter benzophenone-3 (OBZ) to the microalga Selenastrum capricornutum: An insight into OBZ's damage to photosynthesis and respiration. Ecotoxicol Environ Saf. 2024 Jun 15;278:116441. doi: 10.1016/j.ecoenv.2024.116441. Epub 2024 May 10. PMID: 38733805. 15: Wang Z, Zhang R, Li Y, Zhang Q, Wang W, Wang Q. Computational study on the endocrine-disrupting metabolic activation of Benzophenone-3 catalyzed by cytochrome P450 1A1: A QM/MM approach. Chemosphere. 2024 Jun;358:142238. doi: 10.1016/j.chemosphere.2024.142238. Epub 2024 May 3. PMID: 38705413. 16: Marcellini F, Varrella S, Ghilardi M, Barucca G, Giorgetti A, Danovaro R, Corinaldesi C. Inorganic UV filter-based sunscreens labelled as eco-friendly threaten sea urchin populations. Environ Pollut. 2024 Jun 15;351:124093. doi: 10.1016/j.envpol.2024.124093. Epub 2024 May 2. PMID: 38703981. 17: Farinelli G, Rebilly JN, Banse F, Cretin M, Quemener D. Assessment of new hydrogen peroxide activators in water and comparison of their active species toward contaminants of emerging concern. Sci Rep. 2024 Apr 23;14(1):9301. doi: 10.1038/s41598-024-59381-0. PMID: 38653989; PMCID: PMC11039771. 18: Fischer F, Ermer MR, Howanski J, Yin Z, Bauer M, Wagner M, Fink B, Zenclussen AC, Schumacher A. Single and mixture effects of bisphenol A and benzophenone-3 on in vitro T helper cell differentiation. Chem Biol Interact. 2024 May 25;395:111011. doi: 10.1016/j.cbi.2024.111011. Epub 2024 Apr 21. PMID: 38653352. 19: Raymond-Lezman JR, Riskin SI. Sunscreen Safety and Efficacy for the Prevention of Cutaneous Neoplasm. Cureus. 2024 Mar 18;16(3):e56369. doi: 10.7759/cureus.56369. PMID: 38633930; PMCID: PMC11022667. 20: Sawant SS, Bharti VS, Shukla SP, Kumar K, Rathi Bhuvaneswari G. Evaluation of acute toxicity of an emerging contaminant Oxybenzone on an ecologically important aquatic macrophyte Lemna minor. Environ Toxicol Pharmacol. 2024 Jun;108:104437. doi: 10.1016/j.etap.2024.104437. Epub 2024 Apr 10. PMID: 38609060.