Iturin D

Details

• Internal ID: b15a973a-61e4-4603-993e-7e8cc6f5aba3
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: 3-[6,12,22-tris(2-amino-2-oxoethyl)-19-(hydroxymethyl)-9-[(4-hydroxyphenyl)methyl]-2,5,8,11,14,18,21,24-octaoxo-16-undecyl-1,4,7,10,13,17,20,23-octazabicyclo[23.3.0]octacosan-3-yl]propanamide
• SMILES (Canonical): CCCCCCCCCCCC1CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N1)CO)CC(=O)N)CCC(=O)N)CC(=O)N)CC3=CC=C(C=C3)O)CC(=O)N
• SMILES (Isomeric): CCCCCCCCCCCC1CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N1)CO)CC(=O)N)CCC(=O)N)CC(=O)N)CC3=CC=C(C=C3)O)CC(=O)N
• InChI: InChI=1S/C48H74N12O14/c1-2-3-4-5-6-7-8-9-10-12-28-22-41(67)54-32(23-38(50)64)43(69)56-31(21-27-14-16-29(62)17-15-27)42(68)57-33(24-39(51)65)44(70)55-30(18-19-37(49)63)48(74)60-20-11-13-36(60)47(73)58-34(25-40(52)66)45(71)59-35(26-61)46(72)53-28/h14-17,28,30-36,61-62H,2-13,18-26H2,1H3,(H2,49,63)(H2,50,64)(H2,51,65)(H2,52,66)(H,53,72)(H,54,67)(H,55,70)(H,56,69)(H,57,68)(H,58,73)(H,59,71)
• InChI Key: HNAPWDKFUSLFFE-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄N₁₂O₁₄
• Molecular Weight: 1043.20 g/mol
• Exact Mass: 1042.54474508 g/mol
• Topological Polar Surface Area (TPSA): 437.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -3.47
• H-Bond Acceptor: 14
• H-Bond Donor: 13
• Rotatable Bonds: 22

Synonyms

• Iturin-D
• 108956-22-5
• 3-[6,12,22-tris(2-amino-2-oxoethyl)-19-(hydroxymethyl)-9-[(4-hydroxyphenyl)methyl]-2,5,8,11,14,18,21,24-octaoxo-16-undecyl-1,4,7,10,13,17,20,23-octazabicyclo[23.3.0]octacosan-3-yl]propanamide
• 3-(6,12,22-tris(2-amino-2-oxoethyl)-19-(hydroxymethyl)-9-((4-hydroxyphenyl)methyl)-2,5,8,11,14,18,21,24-octaoxo-16-undecyl-1,4,7,10,13,17,20,23-octazabicyclo(23.3.0)octacosan-3-yl)propanamide
• RefChem:923848
• 83785-07-3
• Iturin A2
• Iturin A 2 8
• MEGxm0_000309
• orb1992464
• SCHEMBL29414461
• ACon0_000702
• AKOS040734264

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9281	92.81%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.4315	43.15%
OATP2B1 inhibitior	-	0.7208	72.08%
OATP1B1 inhibitior	+	0.8432	84.32%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8920	89.20%
P-glycoprotein inhibitior	+	0.7453	74.53%
P-glycoprotein substrate	+	0.8740	87.40%
CYP3A4 substrate	+	0.6753	67.53%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8002	80.02%
CYP3A4 inhibition	-	0.9438	94.38%
CYP2C9 inhibition	-	0.9262	92.62%
CYP2C19 inhibition	-	0.8903	89.03%
CYP2D6 inhibition	-	0.8511	85.11%
CYP1A2 inhibition	-	0.9397	93.97%
CYP2C8 inhibition	+	0.7219	72.19%
CYP inhibitory promiscuity	-	0.9742	97.42%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6480	64.80%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.7796	77.96%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3916	39.16%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5163	51.63%
skin sensitisation	-	0.8851	88.51%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6054	60.54%
Estrogen receptor binding	+	0.7700	77.00%
Androgen receptor binding	+	0.6331	63.31%
Thyroid receptor binding	-	0.5103	51.03%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6408	64.08%
PPAR gamma	+	0.7123	71.23%
Honey bee toxicity	-	0.8997	89.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6191	61.91%
Fish aquatic toxicity	+	0.6641	66.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.93%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.42%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	97.11%	82.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.83%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	96.33%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.42%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.32%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.32%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.04%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.87%	91.11%
CHEMBL3524	P56524	Histone deacetylase 4	93.42%	92.97%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	92.96%	94.01%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.72%	97.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.92%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.83%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.15%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.43%	93.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	89.41%	91.81%
CHEMBL1902	P62942	FK506-binding protein 1A	89.40%	97.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.92%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.30%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.09%	92.94%
CHEMBL217	P14416	Dopamine D2 receptor	85.45%	95.62%
CHEMBL2996	Q05655	Protein kinase C delta	85.16%	97.79%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.08%	95.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.20%	92.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.47%	86.33%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.99%	85.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 158570
• LOTUS: LTS0048224
• wikiData: Q105030781