Oxybenzone

Details

• Internal ID: 33b3d0ae-0d60-4aa2-a36e-80bb1f9070e4
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: (2-hydroxy-4-methoxyphenyl)-phenylmethanone
• SMILES (Canonical): COC1=CC(=C(C=C1)C(=O)C2=CC=CC=C2)O
• SMILES (Isomeric): COC1=CC(=C(C=C1)C(=O)C2=CC=CC=C2)O
• InChI: 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
• InChI Key: DXGLGDHPHMLXJC-UHFFFAOYSA-N
• Popularity: 1,359 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 131-57-7
• 2-HYDROXY-4-METHOXYBENZOPHENONE
• Benzophenone-3
• 2-Benzoyl-5-methoxyphenol
• Advastab 45
• (2-hydroxy-4-methoxyphenyl)(phenyl)methanone
• 4-Methoxy-2-hydroxybenzophenone
• Oxybenzon
• Anuvex
• Ongrostab HMB
• Escalol 567
• Oxibenzona
• Oxybenzonum
• Benzophenone 3
• Chimassorb 90
• Eusolex 4360
• Uvinul 9
• Syntase 62
• Uvistat 24
• Cyasorb UV 9
• Methanone, (2-hydroxy-4-methoxyphenyl)phenyl-
• Sunscreen UV-15
• Usaf cy-9
• Uvinul M40
• Spectra-sorb UV 9
• Oxibenzonum
• NSC-7778
• Cyasorb UV 9 Light Absorber
• Oxybenzonum [INN-Latin]
• UF 3
• UV 9
• (2-Hydroxy-4-methoxyphenyl)phenylmethanone
• Oxibenzona [INN-Spanish]
• Benzophenone, 2-hydroxy-4-methoxy-
• Tinosorb b 3
• NCI-C60957
• Viosorb 110
• (2-hydroxy-4-methoxyphenyl)-phenylmethanone
• CCRIS 1078
• CHEBI:34283
• HSDB 4503
• UNII-95OOS7VE0Y
• NSC 7778
• EINECS 205-031-5
• 95OOS7VE0Y
• Uvinul 40
• BRN 1913145
• DTXSID3022405
• Uvinul M 40
• 2-hydroxy-4-methoxy benzophenone
• AI3-23644
• NSC7778
• KAHSCREEN BZ-3
• MOB
• CHEMBL1625
• Oxybenzone [USAN:USP:INN]
• DTXCID002405
• (2-hydroxy-4-methoxy-phenyl)-phenyl-methanone
• 2-hydroxy-4-methoxy-benzophenone
• EC 205-031-5
• NCGC00016394-07
• CAS-131-57-7
• SHADE UVAGUARD COMPONENT OXYBENZONE
• Oxybenzonum (INN-Latin)
• OXYBENZONE COMPONENT OF SHADE UVAGUARD
• Oxibenzona (INN-Spanish)
• OXYBENZONE (MART.)
• OXYBENZONE [MART.]
• OXYBENZONE (USP-RS)
• OXYBENZONE [USP-RS]
• Oxybenzone (USAN:USP:INN)
• OXYBENZONE (USP MONOGRAPH)
• OXYBENZONE [USP MONOGRAPH]
• SMR000035344
• SR-01000610567
• 2-hydroxy-4-methoxybenzone
• BP-3
• Neo heliopan BB
• Bebak Baby Sun
• MFCD00008387
• Oxybenzonum (Latin)
• Solaquin (Salt/Mix)
• Spectrum_001049
• DuraScreen (Salt/Mix)
• OXYBENZONE [MI]
• OXYBENZONE [INN]
• Prestwick0_000887
• Prestwick1_000887
• Prestwick2_000887
• Prestwick3_000887
• Spectrum2_001008
• Spectrum3_000538
• Spectrum4_000463
• Spectrum5_001337
• SUNSCREEN UV 15
• OXYBENZONE [HSDB]
• OXYBENZONE [USAN]
• OXYBENZONE [VANDF]
• PreSun 15 (Salt/Mix)
• ADUVEX 24
• Epitope ID:131795
• SUMISORB 110
• WLN: 1OR CQ DVR
• SEESORB 101
• OXYBENZONE [WHO-DD]
• Oprea1_174131
• SCHEMBL15551
• BSPBio_000674
• BSPBio_002155
• KBioGR_000906
• KBioSS_001529
• MLS000039797
• MLS001055487
• BIDD:ER0353
• DivK1c_000184
• SPECTRUM1500451
• SPBio_001135
• SPBio_002893
• BENZOPHENONE-3 [INCI]
• Oxybenzone, analytical standard
• ASL 24
• BPBio1_000742
• BENZOPHENONE-3 [VANDF]
• OXYBENZONE [ORANGE BOOK]
• HMS500J06
• KBio1_000184
• KBio2_001529
• KBio2_004097
• KBio2_006665
• KBio3_001655
• NINDS_000184
• HMS1570B16
• HMS1920D16
• HMS2091L16
• HMS2097B16
• HMS2424P09
• HMS3714B16
• Pharmakon1600-01500451
• BCP25880
• HY-A0067
• Tox21_110418
• Tox21_201985
• Tox21_302852
• BDBM50253134
• CCG-40226
• component of Presun 23 (Salt/Mix)
• component of Presun 29 (Salt/Mix)
• component of Presun 30 (Salt/Mix)
• NSC757260
• s4691
• AKOS000120532
• Tox21_110418_1
• 2-Hydroxy-4-methoxybenzophenone, 98%
• CS-3186
• DB01428
• NSC-757260
• IDI1_000184
• NCGC00016394-01
• NCGC00016394-02
• NCGC00016394-03
• NCGC00016394-04
• NCGC00016394-05
• NCGC00016394-06
• NCGC00016394-08
• NCGC00016394-10
• NCGC00065306-03
• NCGC00065306-04
• NCGC00065306-05
• NCGC00065306-06
• NCGC00256323-01
• NCGC00259534-01
• AC-11987
• AS-13616
• SBI-0051470.P003
• AB00052063
• FT-0612546
• H0266
• EN300-21523
• (2-hydroxy-4-methoxyphenyl)(phenyl) methanone
• D05309
• F81513
• AB00052063_13
• A934242
• AE-848/01549044
• Q518114
• Q-200287
• SR-01000610567-2
• SR-01000610567-4
• BRD-K59037100-001-05-5
• BRD-K59037100-001-09-7
• component of Caraloe snow & sun lip balm (Salt/Mix)
• Benzophenone 3;Eusolex-4360;2-Hydroxy-4-methoxybenzone
• Z104500700
• 2-Hydroxy-4-methoxybenzophenone 10 microg/mL in Cyclohexane
• Oxybenzone, United States Pharmacopeia (USP) Reference Standard
• 2-Hydroxy-4-methoxybenzophenone, certified reference material, TraceCERT(R)
• 2-Hydroxy-4-methoxybenzophenone,(2-Hydroxy-4-methoxyphenyl)phenylmethanone
• Oxybenzone, Pharmaceutical Secondary Standard; Certified Reference Material
• InChI=1/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,15H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9359	93.59%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9461	94.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9521	95.21%
OATP1B3 inhibitior	+	0.9891	98.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6077	60.77%
P-glycoprotein inhibitior	-	0.8225	82.25%
P-glycoprotein substrate	-	0.9663	96.63%
CYP3A4 substrate	-	0.6534	65.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7898	78.98%
CYP3A4 inhibition	-	0.9258	92.58%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	+	0.8995	89.95%
CYP2D6 inhibition	-	0.9437	94.37%
CYP1A2 inhibition	+	0.9110	91.10%
CYP2C8 inhibition	+	0.6147	61.47%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6588	65.88%
Carcinogenicity (trinary)	Non-required	0.5532	55.32%
Eye corrosion	-	0.8430	84.30%
Eye irritation	+	0.9864	98.64%
Skin irritation	+	0.6615	66.15%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7464	74.64%
Micronuclear	+	0.5782	57.82%
Hepatotoxicity	-	0.5560	55.60%
skin sensitisation	-	0.9380	93.80%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.5068	50.68%
Acute Oral Toxicity (c)	IV	0.6369	63.69%
Estrogen receptor binding	+	0.8520	85.20%
Androgen receptor binding	+	0.8716	87.16%
Thyroid receptor binding	+	0.7591	75.91%
Glucocorticoid receptor binding	+	0.8541	85.41%
Aromatase binding	+	0.8584	85.84%
PPAR gamma	+	0.7382	73.82%
Honey bee toxicity	-	0.9380	93.80%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9527	95.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.67%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.36%	91.11%
CHEMBL2535	P11166	Glucose transporter	94.07%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.12%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.61%	95.50%
CHEMBL4208	P20618	Proteasome component C5	91.77%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.29%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.14%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.48%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.57%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	86.90%	90.17%
CHEMBL2581	P07339	Cathepsin D	86.57%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.16%	87.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 4632
• LOTUS: LTS0023204
• wikiData: Q518114