Propylparaben

Details

• Internal ID: 2a35f4a7-c06a-493b-9acf-2921813becce
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > p-Hydroxybenzoic acid esters > p-Hydroxybenzoic acid alkyl esters
• IUPAC Name: propyl 4-hydroxybenzoate
• SMILES (Canonical): CCCOC(=O)C1=CC=C(C=C1)O
• SMILES (Isomeric): CCCOC(=O)C1=CC=C(C=C1)O
• InChI: InChI=1S/C10H12O3/c1-2-7-13-10(12)8-3-5-9(11)6-4-8/h3-6,11H,2,7H2,1H3
• InChI Key: QELSKZZBTMNZEB-UHFFFAOYSA-N
• Popularity: 1,750 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20 g/mol
• Exact Mass: 180.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Propyl 4-hydroxybenzoate
• 94-13-3
• Propyl paraben
• Propyl p-hydroxybenzoate
• Nipasol
• Nipazol
• 4-Hydroxybenzoic acid propyl ester
• Propagin
• Propyl parahydroxybenzoate
• Tegosept P
• Nipagin P
• n-Propyl 4-hydroxybenzoate
• Chemacide pk
• Propyl Parasept
• Propyl Butex
• Propyl Chemosept
• Betacide P
• N-Propyl p-hydroxybenzoate
• Propyl aseptoform
• Propylparasept
• 4-Hydroxybenzoic acid, propyl ester
• Chemocide pk
• Aseptoform P
• p-Hydroxypropyl benzoate
• Betacine P
• Protaben P
• Nipasol P
• Solbrol P
• p-Hydroxybenzoic acid propyl ester
• Paraben
• Paseptol
• p-Hydroxybenzoic propyl ester
• Preserval P
• Bonomold OP
• Nipasol M
• Parasept
• N-Propylparaben
• n-propyl paraben
• Propyl-4-hydroxybenzoate
• FEMA No. 2951
• Propyl chemsept
• Propyl-paraben
• Caswell No. 714
• Paratexin p
• Benzoic acid, 4-hydroxy-, propyl ester
• Paraben p
• Bayer D 206
• FEMA Number 2951
• propyl para-hydroxybenzoate
• Benzoic acid, p-hydroxy-, propyl ester
• Propylparaben e216
• propyl hydroxybenzoate
• Propylparaben [USAN]
• HSDB 203
• Pulvis conservans (VAN)
• UNII-Z8IX2SC1OH
• Chemoside PK
• Lexgard P
• p-Oxybenzoesaurepropylester
• Pulvis conservans
• Z8IX2SC1OH
• NSC-8511
• p-Hydroxybenzoic acid, propyl ester
• EINECS 202-307-7
• NSC 23515
• NSC-23515
• EPA Pesticide Chemical Code 061203
• BRN 1103245
• DTXSID4022527
• CHEBI:32063
• n-PROPYL-p-HYDROXYBENZOATE
• Propylis hydroxybenzoas
• AI3-01341
• propyl 4-oxidanylbenzoate
• p-Oxybenzoesaurepropylester [German]
• Propylester kyseliny p-hydroxybenzoove
• Propylparaben [USAN:NF]
• p-Oxybenzoesaeurepropylester
• propylparabenum
• MLS002152934
• DTXCID602527
• n-Propyl 4-Hydroxybenzoate--d4
• Propylester kyseliny p-hydroxybenzoove [Czech]
• EC 202-307-7
• 4-Hydroxybenzoic acid-propyl ester
• PROPYL (4-HYDROXYBENZOATE)
• 4-10-00-00374 (Beilstein Handbook Reference)
• NSC23515
• p-Hydroxybenzoic acid n-propyl ester
• NCGC00090965-03
• NCGC00090965-04
• SMR000112070
• PROPYLPARABEN (II)
• PROPYLPARABEN [II]
• WLN: QR DVO3
• Propyl parahydroxybenzoate;Propyl 4-hydroxybenzoate
• PROPYLPARABEN (USP-RS)
• PROPYLPARABEN [USP-RS]
• 1219802-67-1
• Propyl 4-hydroxybenzoate, >=99%
• 4-Hydroxybenzoic acid-propyl ester 1000 microg/mL in Acetonitrile
• PROPYL HYDROXYBENZOATE (MART.)
• PROPYL HYDROXYBENZOATE [MART.]
• CAS-94-13-3
• PEPH
• PROPYL PARAHYDROXYBENZOATE (EP IMPURITY)
• PROPYL PARAHYDROXYBENZOATE [EP IMPURITY]
• PROPYL PARAHYDROXYBENZOATE (EP MONOGRAPH)
• PROPYL PARAHYDROXYBENZOATE [EP MONOGRAPH]
• MFCD00002354
• 4-Hydroxybenzoic acid-propyl ester D7 (propyl D7)
• METHYL PARAHYDROXYBENZOATE IMPURITY C (EP IMPURITY)
• METHYL PARAHYDROXYBENZOATE IMPURITY C [EP IMPURITY]
• 4-Hydroxybenzoic acid propylester
• (Propyl Paraben)
• 36M
• propyl p-oxybenzoate
• Propylparaben (NF)
• Propylparaben, USAN
• propyl-4-hydroxybenzoat
• 85403-59-4
• Propyl 4- hydroxybenzoate
• Propyl 4-?Hydroxybenzoate
• SCHEMBL977
• PROPYLPARABEN [MI]
• propyl 4 - hydroxybenzoate
• PROPYLPARABEN [FCC]
• cid_7175
• n-propyl-p-hydroxy-benzoate
• PROPYLPARABEN [HSDB]
• PROPYLPARABEN [INCI]
• PROPYLPARABEN [VANDF]
• MLS002222346
• MLS006011654
• BIDD:ER0229
• Propyl-4-Hydroxybenzoate,(S)
• PROPYL PARABEN [VANDF]
• PROPYLPARABEN [WHO-DD]
• CHEMBL194014
• Propyl parahydroxybenzoate (TN)
• BDBM70190
• NSC8511
• HMS2268K21
• Propyl 4-hydroxybenzoate, BioXtra
• Propyl parahydroxybenzoate (JP17)
• HY-N2026
• Tox21_111048
• Tox21_400012
• BBL023754
• s5405
• STL294815
• 4-Hydroxybenzoic acid, n-propyl ester
• AKOS008948099
• component of Heb-Cort MC (Salt/Mix)
• CCG-266432
• CS-O-05128
• DB14177
• DS-3427
• LS-1958
• PROPYL HYDROXYBENZOATE [WHO-IP]
• PROPYL P-HYDROXYBENZOATE [FHFI]
• PROPYL PARAHYDROXYBENZOATE [JAN]
• USEPA/OPP Pesticide Code: 061203
• NCGC00090965-01
• NCGC00090965-02
• NCGC00090965-05
• NCGC00090965-06
• NCGC00090965-07
• AC-34533
• E216
• CS-0018518
• FT-0618698
• H0219
• P1955
• PROPYLIS HYDROXYBENZOAS [WHO-IP LATIN]
• D01422
• EN300-7419478
• A844839
• Propyl 4-hydroxybenzoate, p.a., 99.0-100.5%
• Propyl Parahydroxybenzoate 0.01 mg/ml in Methanol
• Propyl Parahydroxybenzoate 1.0 mg/ml in Methanol
• Q511627
• Q-201635
• Propyl 4-hydroxybenzoate, SAJ first grade, >=98.0%
• Propyl 4-hydroxybenzoate, tested according to Ph.Eur.
• Propyl 4-hydroxybenzoate, Vetec(TM) reagent grade, 98%
• Propylparaben, certified reference material, TraceCERT(R)
• Propylparaben, United States Pharmacopeia (USP) Reference Standard
• Propyl parahydroxybenzoate, European Pharmacopoeia (EP) Reference Standard
• Propylparaben, Pharmaceutical Secondary Standard; Certified Reference Material
• InChI=1/C10H12O3/c1-2-7-13-10(12)8-3-5-9(11)6-4-8/h3-6,11H,2,7H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9621	96.21%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8806	88.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9494	94.94%
P-glycoprotein inhibitior	-	0.9757	97.57%
P-glycoprotein substrate	-	0.9253	92.53%
CYP3A4 substrate	-	0.6496	64.96%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.8010	80.10%
CYP3A4 inhibition	-	0.9631	96.31%
CYP2C9 inhibition	-	0.9119	91.19%
CYP2C19 inhibition	+	0.5806	58.06%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	+	0.7756	77.56%
CYP2C8 inhibition	+	0.7635	76.35%
CYP inhibitory promiscuity	-	0.8925	89.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7733	77.33%
Carcinogenicity (trinary)	Non-required	0.5469	54.69%
Eye corrosion	-	0.8719	87.19%
Eye irritation	+	0.9906	99.06%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7983	79.83%
Micronuclear	-	0.9308	93.08%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8483	84.83%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.9889	98.89%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.5638	56.38%
Acute Oral Toxicity (c)	III	0.8523	85.23%
Estrogen receptor binding	+	0.9113	91.13%
Androgen receptor binding	+	0.8061	80.61%
Thyroid receptor binding	-	0.7906	79.06%
Glucocorticoid receptor binding	-	0.9085	90.85%
Aromatase binding	+	0.7326	73.26%
PPAR gamma	-	0.6601	66.01%
Honey bee toxicity	-	0.9899	98.99%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.8499	84.99%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	10000 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	12589.3 nM; 12589.3 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.17%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.54%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.92%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.45%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	81.49%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.45%	100.00%

Plants that contains it

• Ailanthus altissima
• Anastatica hierochuntica
• Andrographis paniculata
• Lessertia frutescens
• Microtropis fokienensis
• Soymida febrifuga
• Stocksia brahuica

Cross-Links

• PubChem: 7175
• NPASS: NPC94298
• ChEMBL: CHEMBL194014
• LOTUS: LTS0034038
• wikiData: Q511627