Dodecyl gallate

Details

• Internal ID: 7f3319cd-a734-4d00-b5f0-4cd0429b8cfc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: dodecyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CCCCCCCCCCCCOC(=O)C1=CC(=C(C(=C1)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCOC(=O)C1=CC(=C(C(=C1)O)O)O
• InChI: InChI=1S/C19H30O5/c1-2-3-4-5-6-7-8-9-10-11-12-24-19(23)15-13-16(20)18(22)17(21)14-15/h13-14,20-22H,2-12H2,1H3
• InChI Key: RPWFJAMTCNSJKK-UHFFFAOYSA-N
• Popularity: 419 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.20932405 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.88
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

• Lauryl gallate
• 1166-52-5
• Dodecyl 3,4,5-trihydroxybenzoate
• Nipagallin LA
• Progallin LA
• Gallic acid, dodecyl ester
• Gallic acid, lauryl ester
• n-Dodecyl gallate
• BENZOIC ACID, 3,4,5-TRIHYDROXY-, DODECYL ESTER
• n-dodecylgallate
• Lauryl 3,4,5-trihydroxybenzoate
• antioxidant E 312
• antioxidant E-312
• Dodecylester kyseliny gallove
• E 312 antioxidant
• E-312 antioxidant
• Gallic acid n-dodecyl ester
• NSC 133463
• CCRIS 5568
• GALLIC ACID LAURYL ESTER
• Gallic acid-dodecyl ester
• EINECS 214-620-6
• Dodecylester kyseliny gallove [Czech]
• BRN 2701981
• E312
• CHEMBL16121
• Lauryl Gallate(Dodecyl Gallate)
• 3,4,5-Trihydroxybenzoic acid, dodecyl ester
• DTXSID0048189
• UNII-45612DY463
• MFCD00002195
• NSC133463
• NSC-133463
• 45612DY463
• Gallic Acid Dodecyl Ester
• 4-10-00-02006 (Beilstein Handbook Reference)
• DTXCID5028164
• CAS-1166-52-5
• dodecylgallat
• D0VS1V
• SCHEMBL36820
• Gallic acid, n-dodecyl ester
• BIDD:ER0314
• Lauryl 3,5-trihydroxybenzoate
• DODECYL GALLATE [INCI]
• INS NO.312
• WLN: QR BQ CQ EVO12
• DODECYL GALLATE [MART.]
• INS-312
• CHEBI:175304
• Dodecyl-3,4,5-trihydroxybenzoate
• Gallic acid, dodecyl ester (8CI)
• BCP15874
• DODECYL ESTER OF GALLIC ACID
• Tox21_202724
• Tox21_303487
• BDBM50093887
• s6229
• AKOS001482340
• Dodecyl 3, 4, 5- trihydroxybenzoate
• dodecyl 3,4,5-tris(oxidanyl)benzoate
• DODECYL GALLATE [EP MONOGRAPH]
• GS-3008
• NCGC00257297-01
• NCGC00260272-01
• LS-38402
• SY048252
• HY-124082
• 3,4,5-Trihydroxy-benzoic acid dodecyl ester
• Benzoic acid,4,5-trihydroxy-, dodecyl ester
• CS-0084125
• E-312
• FT-0626593
• G0015
• Lauryl gallate, analytical reference material
• BENZOATE, 3,4,5-TRIHYDROXY-, DODECYL
• D70249
• Lauryl gallate, antioxidant, >=99.0% (HPLC)
• A803659
• Q418209
• 3,4,5-TRIHYDROXYBENZOIC ACID DODECYL ESTER
• W-108577
• Dodecyl gallate, European Pharmacopoeia (EP) Reference Standard
• N-DODECYL (OR LAURYL) ESTER OF 3,4,5-TRIHYDROXYBENZOIC ACID
• 149030-04-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9548	95.48%
Caco-2	-	0.6075	60.75%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9030	90.30%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.7750	77.50%
OATP1B3 inhibitior	+	0.9254	92.54%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6785	67.85%
P-glycoprotein inhibitior	-	0.7765	77.65%
P-glycoprotein substrate	-	0.9003	90.03%
CYP3A4 substrate	-	0.5854	58.54%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.8114	81.14%
CYP3A4 inhibition	-	0.7615	76.15%
CYP2C9 inhibition	-	0.7924	79.24%
CYP2C19 inhibition	-	0.5603	56.03%
CYP2D6 inhibition	-	0.8504	85.04%
CYP1A2 inhibition	+	0.5927	59.27%
CYP2C8 inhibition	+	0.5397	53.97%
CYP inhibitory promiscuity	-	0.8797	87.97%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8223	82.23%
Carcinogenicity (trinary)	Non-required	0.7375	73.75%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.7493	74.93%
Skin irritation	-	0.6697	66.97%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3728	37.28%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5548	55.48%
skin sensitisation	+	0.9333	93.33%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.7652	76.52%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7716	77.16%
Acute Oral Toxicity (c)	III	0.8077	80.77%
Estrogen receptor binding	+	0.8663	86.63%
Androgen receptor binding	+	0.9183	91.83%
Thyroid receptor binding	+	0.7293	72.93%
Glucocorticoid receptor binding	+	0.6111	61.11%
Aromatase binding	-	0.4944	49.44%
PPAR gamma	+	0.7813	78.13%
Honey bee toxicity	-	0.9937	99.37%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.7423	74.23%
Fish aquatic toxicity	+	0.9923	99.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.83%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.86%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.94%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.45%	92.08%
CHEMBL3194	P02766	Transthyretin	87.94%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.32%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.49%	97.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.02%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.91%	90.71%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.61%	80.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.70%	95.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.23%	94.42%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.15%	80.78%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.13%	97.21%

Plants that contains it

• Alchornea glandulosa
• Crocus sativus

Cross-Links

• PubChem: 14425
• NPASS: NPC156892
• ChEMBL: CHEMBL16121
• LOTUS: LTS0240422
• wikiData: Q418209