Gliadin

Details

• Internal ID: 2dda455e-18fb-4662-9002-bc51ec549be5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 5-amino-2-[[1-[5-amino-2-[[1-[2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoic acid
• SMILES (Canonical): C1CC(N(C1)C(=O)C(CCC(=O)N)NC(=O)C2CCCN2C(=O)C(CC3=CC=C(C=C3)O)N)C(=O)NC(CCC(=O)N)C(=O)O
• SMILES (Isomeric): C1CC(N(C1)C(=O)C(CCC(=O)N)NC(=O)C2CCCN2C(=O)C(CC3=CC=C(C=C3)O)N)C(=O)NC(CCC(=O)N)C(=O)O
• InChI: InChI=1S/C29H41N7O9/c30-18(15-16-5-7-17(37)8-6-16)27(42)35-13-1-3-21(35)25(40)33-19(9-11-23(31)38)28(43)36-14-2-4-22(36)26(41)34-20(29(44)45)10-12-24(32)39/h5-8,18-22,37H,1-4,9-15,30H2,(H2,31,38)(H2,32,39)(H,33,40)(H,34,41)(H,44,45)
• InChI Key: HZWWPUTXBJEENE-UHFFFAOYSA-N
• Popularity: 3,180 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₁N₇O₉
• Molecular Weight: 631.70 g/mol
• Exact Mass: 631.29657591 g/mol
• Topological Polar Surface Area (TPSA): 269.00 Ų
• XlogP: -4.50
• Atomic LogP (AlogP): -2.17
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 15

Synonyms

• 9007-90-3
• Gliadin from Wheat,
• GLIADIN
• 5-amino-2-[[1-[5-amino-2-[[1-[2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoic acid
• UNII-GR9478B3Q3
• EINECS 232-707-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6155	61.55%
Caco-2	-	0.8955	89.55%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7261	72.61%
OATP2B1 inhibitior	-	0.5801	58.01%
OATP1B1 inhibitior	+	0.9195	91.95%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5801	58.01%
P-glycoprotein inhibitior	+	0.7203	72.03%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6174	61.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7921	79.21%
CYP3A4 inhibition	-	0.9194	91.94%
CYP2C9 inhibition	-	0.9482	94.82%
CYP2C19 inhibition	-	0.8078	80.78%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.9514	95.14%
CYP2C8 inhibition	-	0.8039	80.39%
CYP inhibitory promiscuity	-	0.9772	97.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6308	63.08%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.7546	75.46%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6946	69.46%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5392	53.92%
skin sensitisation	-	0.9120	91.20%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8951	89.51%
Acute Oral Toxicity (c)	III	0.6274	62.74%
Estrogen receptor binding	+	0.7184	71.84%
Androgen receptor binding	+	0.7375	73.75%
Thyroid receptor binding	+	0.5187	51.87%
Glucocorticoid receptor binding	+	0.5820	58.20%
Aromatase binding	+	0.5449	54.49%
PPAR gamma	+	0.6455	64.55%
Honey bee toxicity	-	0.8839	88.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.4919	49.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.81%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	97.85%	82.69%
CHEMBL2514	O95665	Neurotensin receptor 2	97.43%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	97.32%	93.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL233	P35372	Mu opioid receptor	96.41%	97.93%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	94.06%	96.03%
CHEMBL340	P08684	Cytochrome P450 3A4	93.78%	91.19%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	93.13%	98.33%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	92.63%	98.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.80%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.72%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.87%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.77%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	90.77%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.50%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	89.58%	83.82%
CHEMBL249	P25103	Neurokinin 1 receptor	89.09%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.80%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.70%	90.17%
CHEMBL2319	P06870	Kallikrein 1	88.44%	90.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.99%	93.56%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.11%	92.29%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.43%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.14%	90.71%
CHEMBL4123	P30989	Neurotensin receptor 1	85.75%	96.67%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.33%	85.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.33%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.03%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.02%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.90%	97.64%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.32%	94.00%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.54%	82.86%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.70%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.42%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.24%	95.17%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	80.63%	83.14%
CHEMBL4198	P98170	Inhibitor of apoptosis protein 3	80.00%	97.79%

Plants that contains it

• Centipeda minima
• Fagopyrum esculentum

Cross-Links

• PubChem: 17787981
• NPASS: NPC208450