Butylparaben

Details

• Internal ID: b7387e94-601f-4117-ad12-5ef8f89ef744
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > p-Hydroxybenzoic acid esters > p-Hydroxybenzoic acid alkyl esters
• IUPAC Name: butyl 4-hydroxybenzoate
• SMILES (Canonical): CCCCOC(=O)C1=CC=C(C=C1)O
• SMILES (Isomeric): CCCCOC(=O)C1=CC=C(C=C1)O
• InChI: InChI=1S/C11H14O3/c1-2-3-8-14-11(13)9-4-6-10(12)7-5-9/h4-7,12H,2-3,8H2,1H3
• InChI Key: QFOHBWFCKVYLES-UHFFFAOYSA-N
• Popularity: 864 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23 g/mol
• Exact Mass: 194.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• Butyl 4-hydroxybenzoate
• 94-26-8
• Butyl paraben
• Butyl p-hydroxybenzoate
• Butyl parahydroxybenzoate
• Nipabutyl
• Butoben
• Butyl chemosept
• Butyl parasept
• Tegosept B
• Butyl tegosept
• Butyl butex
• Tegosept Butyl
• Aseptoform butyl
• Preserval B
• Solbrol B
• n-Butyl p-hydroxybenzoate
• Butyl-Parasept
• Benzoic acid, 4-hydroxy-, butyl ester
• 4-(Butoxycarbonyl)phenol
• butyl p-hydroxy benzoate
• n-butyl 4-hydroxybenzoate
• n-Butyl parahydroxybenzoate
• n-Butyl hydroxybenzoate
• FEMA No. 2203
• n-Butyl-p-hydroxybenzoate
• 4-Hydroxybenzoic acid butyl ester
• Benzoic acid, p-hydroxy-, butyl ester
• n-Butyl-paraben
• p-Hydroxybenzoic acid butyl ester
• Lexgard B
• n-Butyl-4-hydroxybenzoate
• NSC 8475
• p-Hydroxybenzoic acid n-butyl ester
• Butylparaben (NF)
• Butylparaben (TN)
• Butylparaben [NF]
• SPF
• p-Hydroxybenzoic acid, butyl ester
• 4-Hydroxybenzoic acid, butyl ester
• MFCD00016478
• p-Hydroxybenzoic butyl ester
• 3QPI1U3FV8
• Butyl parahydroxybenzoate (TN)
• DTXSID3020209
• CHEBI:88542
• 4-Hydroxybenzoic acid-n-butyl ester
• NSC-13164
• CAS-94-26-8
• NCGC00016354-03
• DTXCID90209
• Butylparaben [USAN]
• butyl-p-hydroxybenzoate
• Caswell No. 130A
• FEMA Number 2203
• n-Butyl paraben
• 4-Hydroxybenzoic acid-n-butyl ester 1000 microg/mL in Acetonitrile
• Butyl Par asept
• SMR000462402
• CCRIS 2462
• HSDB 286
• p-Hydroxy butyl benzoate
• SR-01000389296
• EINECS 202-318-7
• UNII-3QPI1U3FV8
• EPA Pesticide Chemical Code 061205
• BRN 1103741
• butyl-paraben
• AI3-02930
• 27K
• 4mg9
• Prestwick0_000894
• Prestwick1_000894
• Prestwick2_000894
• Prestwick3_000894
• BUTYLPARABEN [II]
• BUTYLPARABEN [MI]
• WLN: QR DVO4
• BUTYLPARABEN [HSDB]
• BUTYLPARABEN [INCI]
• cid_7184
• SCHEMBL3647
• BUTYLPARABEN [VANDF]
• BSPBio_000708
• Butyl //p//-Hydroxybenzoate
• MLS000575004
• MLS002154054
• MLS002303045
• BIDD:ER0231
• BUTYLPARABEN [USP-RS]
• SPBio_002917
• BPBio1_000780
• CHEMBL459008
• F0266-0124
• N-Butyl-P-Hydroxybenzoate,(S)
• BDBM23448
• FEMA 2203
• NSC8475
• Butyl parahydroxybenzoate (JP15)
• Butyl parahydroxybenzoate (JP17)
• Butyl 4-hydroxybenzoate, >=99%
• HMS1570D10
• HMS2094A21
• HMS2097D10
• HMS2220G15
• HMS3327P04
• HMS3714D10
• Pharmakon1600-01505995
• HY-B1431
• NSC-8475
• Tox21_110393
• Tox21_201785
• Tox21_300332
• NSC759303
• p-Hydroxybenzoic acid, n-butyl ester
• s4584
• BUTYL HYDROXYBENZOATE [MART.]
• AKOS000121421
• BUTYL HYDROXYBENZOATE [WHO-DD]
• Tox21_110393_1
• BUTYL PARAHYDROXYBENZOATE [JAN]
• CCG-213596
• CS-4783
• DB14084
• NSC-759303
• BUTYL P-HYDROXY BENZOATE [FHFI]
• Butyl 4-Hydroxybenzoate (Butyl Paraben)
• NCGC00016354-01
• NCGC00016354-02
• NCGC00016354-04
• NCGC00016354-05
• NCGC00016354-06
• NCGC00016354-07
• NCGC00016354-11
• NCGC00091142-01
• NCGC00091142-02
• NCGC00254294-01
• NCGC00259334-01
• AC-34535
• AS-14309
• SY032891
• SBI-0206946.P001
• Butyl 4-hydroxybenzoate, >=99.0% (GC)
• AB00513951
• B3771
• FT-0623315
• H0210
• EN300-21566
• A16382
• BUTYL PARAHYDROXYBENZOATE [EP IMPURITY]
• BUTYL PARAHYDROXYBENZOATE [EP MONOGRAPH]
• D01420
• AB00513951_09
• A844895
• Q3302873
• SR-01000389296-1
• SR-01000389296-3
• W-100204
• BRD-K08287586-001-03-6
• BRD-K08287586-001-08-5
• Butyl 4-hydroxybenzoate, SAJ first grade, >=99.0%
• PROPYL HYDROXYBENZOATE IMPURITY D [EP IMPURITY]
• Z291799028
• METHYL PARAHYDROXYBENZOATE IMPURITY D [EP IMPURITY]
• InChI=1/C11H14O3/c1-2-3-8-14-11(13)9-4-6-10(12)7-5-9/h4-7,12H,2-3,8H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9545	95.45%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8656	86.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8485	84.85%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9646	96.46%
P-glycoprotein inhibitior	-	0.9841	98.41%
P-glycoprotein substrate	-	0.8937	89.37%
CYP3A4 substrate	-	0.5868	58.68%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.8010	80.10%
CYP3A4 inhibition	-	0.9487	94.87%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	+	0.7095	70.95%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	+	0.8820	88.20%
CYP2C8 inhibition	+	0.8201	82.01%
CYP inhibitory promiscuity	-	0.8893	88.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7833	78.33%
Carcinogenicity (trinary)	Non-required	0.5938	59.38%
Eye corrosion	-	0.8893	88.93%
Eye irritation	+	0.9920	99.20%
Skin irritation	-	0.6537	65.37%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7322	73.22%
Micronuclear	-	0.9426	94.26%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8069	80.69%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	-	0.9222	92.22%
Mitochondrial toxicity	-	1.0000	100.00%
Nephrotoxicity	+	0.6197	61.97%
Acute Oral Toxicity (c)	III	0.8010	80.10%
Estrogen receptor binding	+	0.8905	89.05%
Androgen receptor binding	+	0.8300	83.00%
Thyroid receptor binding	-	0.5908	59.08%
Glucocorticoid receptor binding	-	0.8738	87.38%
Aromatase binding	+	0.6686	66.86%
PPAR gamma	+	0.7026	70.26%
Honey bee toxicity	-	0.9947	99.47%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9251	92.51%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	125.9 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	95.68%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.07%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.32%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.18%	90.00%
CHEMBL3891	P07384	Calpain 1	82.43%	93.04%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.72%	97.21%
CHEMBL1951	P21397	Monoamine oxidase A	81.52%	91.49%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.32%	100.00%

Plants that contains it

• Strychnos cathayensis

Cross-Links

• PubChem: 7184
• LOTUS: LTS0129096
• wikiData: Q3302873