Propyl gallate

Details

• Internal ID: b7a3f5c3-cda6-4115-9152-ca11d9647517
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: propyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CCCOC(=O)C1=CC(=C(C(=C1)O)O)O
• SMILES (Isomeric): CCCOC(=O)C1=CC(=C(C(=C1)O)O)O
• InChI: InChI=1S/C10H12O5/c1-2-3-15-10(14)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,2-3H2,1H3
• InChI Key: ZTHYODDOHIVTJV-UHFFFAOYSA-N
• Popularity: 3,619 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.20 g/mol
• Exact Mass: 212.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 121-79-9
• Propyl 3,4,5-trihydroxybenzoate
• N-Propyl gallate
• Tenox PG
• Progallin P
• Gallic acid, propyl ester
• Nipagallin P
• Gallic acid propyl ester
• NIPA 49
• 3,4,5-Trihydroxybenzoic acid propyl ester
• Benzoic acid, 3,4,5-trihydroxy-, propyl ester
• n-Propyl 3,4,5-trihydroxybenzoate
• FEMA No. 2947
• 3,4,5-Trihydroxybenzene-1-propylcarboxylate
• Propylester kyseliny gallove
• n-Propyl ester of 3,4,5-trihydroxybenzoic acid
• Pro gallin P
• Gallic acid n-propyl ester
• NSC 2626
• 3,4,5-Trihydroxybenzoic acid, propyl ester
• NCI-C505888
• 3,4,5-Trihydroxybenzoic acid n-propyl ester
• CCRIS 541
• Nipanox S 1
• HSDB 591
• Propyl gallate (NF)
• Propyl gallate [NF]
• C10H12O5
• NSC-2626
• EINECS 204-498-2
• Propylester kyseliny gallove [Czech]
• Propyl gallate (e 310)
• CHEMBL7983
• Gallic acid, n-propyl ester
• UNII-8D4SNN7V92
• E310
• AI3-17136
• 8D4SNN7V92
• INS NO.310
• DTXSID5021201
• CHEBI:10607
• INS-310
• NSC2626
• Anhydrous propyl gallate (e 310)
• NCGC00164234-01
• Gallic acid-propyl ester
• E-310
• DTXCID901201
• Gallate, Propyl
• CAS-121-79-9
• n-Propyl-3,4,5-Trihydroxybenzoate
• Propyl galiate
• l ester
• n-propyl-gallate
• Sustane PG
• Propylgallate,(S)
• Propyl Gallate FCC
• MFCD00002196
• Propyl gallate, powder
• Propyl gallate, 98%
• 3,4,5-Trihydroxy-benzoic acid propyl ester
• GALLATE, N-PROPYL
• Gallic acid propyl esterZ
• PROPYL GALLATE [II]
• PROPYL GALLATE [MI]
• Oprea1_580415
• SCHEMBL22630
• CBDivE_013134
• PROPYL GALLATE [FCC]
• BIDD:ER0334
• Propyl 3,5-trihydroxybenzoate
• PROPYL GALLATE [FHFI]
• PROPYL GALLATE [HSDB]
• PROPYL GALLATE [INCI]
• WLN: QR BQ CQ EVO3
• PROPYL GALLATE [VANDF]
• PROPYL GALLATE [MART.]
• PROPYL GALLATE [USP-RS]
• PROPYL GALLATE [WHO-DD]
• FEMA 2947
• n-Propyl 3,5-trihydroxybenzoate
• Propyl gallate, >=98%, FCC
• NCI-C50588
• BCP13340
• HY-N0524
• propyl 3,4,5 - trihydroxybenzoate
• Tox21_113531
• Tox21_202286
• Tox21_300060
• BDBM50032154
• LS-655
• s5113
• 3,4,5-Trihydroxy-benzoic acid propy
• Propyl 3, 4, 5- trihydroxybenzoate
• PROPYL GALLATE [EP MONOGRAPH]
• AKOS001603853
• 5-Methyl-4,5-dihydrothiazole-2-thiol
• CCG-207932
• DB12450
• NCGC00164234-02
• NCGC00164234-03
• NCGC00164234-04
• NCGC00254138-01
• NCGC00259835-01
• 3,5-Trihydroxybenzene-1-propylcarboxylate
• 3,5-Trihydroxybenzoic acid, propyl ester
• AC-11365
• AC-34485
• AS-11986
• NCI60_002094
• Propyl gallate, USP, 98.0-102.0%
• Benzoic acid,4,5-trihydroxy-, propyl ester
• CS-0009059
• EU-0036319
• FT-0626599
• G0018
• BENZOATE, 3,4,5-TRIHYDROXY-, PROPYL
• n-Propyl ester of 3,5-trihydroxybenzoic acid
• A19435
• D02382
• E80666
• Propyl gallate, antioxidant, >=98.0% (HPLC)
• Q608726
• SR-01000944710
• Propyl gallate, for microscopy, >=98.0% (HPLC)
• Q-201634
• SR-01000944710-1
• EFFF5FFA-651C-4DE3-A25F-D807C65D5537
• N-PROPYL ESTER OF 3,4,5- TRIHYDROXYBENZOIC ACID
• Propyl gallate, European Pharmacopoeia (EP) Reference Standard
• Propyl gallate, United States Pharmacopeia (USP) Reference Standard
• Propyl gallate, Pharmaceutical Secondary Standard; Certified Reference Material
• InChI=1/C10H12O5/c1-2-3-15-10(14)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,2-3H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9151	91.51%
Caco-2	+	0.5975	59.75%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8899	88.99%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.7637	76.37%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9556	95.56%
P-glycoprotein inhibitior	-	0.9473	94.73%
P-glycoprotein substrate	-	0.9471	94.71%
CYP3A4 substrate	-	0.6605	66.05%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.8114	81.14%
CYP3A4 inhibition	-	0.9238	92.38%
CYP2C9 inhibition	-	0.6852	68.52%
CYP2C19 inhibition	-	0.6469	64.69%
CYP2D6 inhibition	-	0.9062	90.62%
CYP1A2 inhibition	+	0.6708	67.08%
CYP2C8 inhibition	-	0.6180	61.80%
CYP inhibitory promiscuity	-	0.8852	88.52%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8023	80.23%
Carcinogenicity (trinary)	Non-required	0.7321	73.21%
Eye corrosion	-	0.9786	97.86%
Eye irritation	+	0.9351	93.51%
Skin irritation	-	0.6919	69.19%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6328	63.28%
Micronuclear	-	0.7126	71.26%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.7489	74.89%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7882	78.82%
Acute Oral Toxicity (c)	III	0.8982	89.82%
Estrogen receptor binding	+	0.8976	89.76%
Androgen receptor binding	+	0.8637	86.37%
Thyroid receptor binding	-	0.6431	64.31%
Glucocorticoid receptor binding	+	0.6292	62.92%
Aromatase binding	+	0.5354	53.54%
PPAR gamma	-	0.5650	56.50%
Honey bee toxicity	-	0.9901	99.01%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9200	92.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.67%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.46%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.27%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.91%	98.95%
CHEMBL3194	P02766	Transthyretin	86.98%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.68%	94.73%
CHEMBL4208	P20618	Proteasome component C5	81.61%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.55%	96.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.28%	94.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.06%	90.71%

Plants that contains it

• Aconitum burnatii
• Alchornea glandulosa
• Alseodaphne paludosa
• Annona impressivenia
• Bersama yangambiensis
• Caloncoba echinata
• Castanopsis sclerophylla
• Conocephalum japonicum
• Cordylanthus kingii
• Croton cascarilloides
• Disynaphia halimifolia
• Eragrostis viscosa
• Forsteronia refracta
• Fridericia chica
• Grewia mollis
• Gymnocarpium robertianum
• Heliotropium floridum
• Heterotheca grandiflora
• Hovenia acerba
• Juglans nigra
• Kaempferia marginata
• Kaunia saltensis
• Mangifera indica
• Nauclea officinalis
• Ruta pinnata
• Salvia dorrii
• Sophora flavescens var. flavescens
• Stevia polycephala
• Teucrium cubense
• Thymus piperella
• Trichilia rubescens
• Uraria picta
• Zea mays

Cross-Links

• PubChem: 4947
• NPASS: NPC304929
• ChEMBL: CHEMBL7983
• LOTUS: LTS0038913
• wikiData: Q608726