Gageotetrin B

Details

• Internal ID: f05dc807-cd06-4198-8db7-7f891b3c295a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(3R)-3-hydroxy-11-methyltridecanoyl]amino]-5-methoxy-5-oxopentanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoic acid
• SMILES (Canonical): CCC(C)CCCCCCCC(CC(=O)NC(CCC(=O)OC)C(=O)NC(CC(C)C)C(=O)NC(CC(C)C)C(=O)NC(CC(C)C)C(=O)O)O
• SMILES (Isomeric): CCC(C)CCCCCCC[C@H](CC(=O)N[C@@H](CCC(=O)OC)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O)O
• InChI: InChI=1S/C38H70N4O9/c1-10-27(8)16-14-12-11-13-15-17-28(43)23-33(44)39-29(18-19-34(45)51-9)35(46)40-30(20-24(2)3)36(47)41-31(21-25(4)5)37(48)42-32(38(49)50)22-26(6)7/h24-32,43H,10-23H2,1-9H3,(H,39,44)(H,40,46)(H,41,47)(H,42,48)(H,49,50)/t27?,28-,29+,30+,31+,32+/m1/s1
• InChI Key: XSDQAINHEGVCGQ-UJFCRIMHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₇₀N₄O₉
• Molecular Weight: 727.00 g/mol
• Exact Mass: 726.51427982 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 4.63
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 28

Synonyms

• (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(3R)-3-hydroxy-11-methyltridecanoyl]amino]-5-methoxy-5-oxopentanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoic acid
• (2S)-2-(((2S)-2-(((2S)-2-(((2S)-2-(((3R)-3-hydroxy-11-methyltridecanoyl)amino)-5-methoxy-5-oxopentanoyl)amino)-4-methylpentanoyl)amino)-4-methylpentanoyl)amino)-4-methylpentanoic acid
• RefChem:142101
• 1536405-81-8
• orb2277095
• CHEMBL4279909
• SCHEMBL31195704
• CHEBI:198694
• HY-P5705
• DA-63663
• CS-0889255
• T80386

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6708	67.08%
Caco-2	-	0.8549	85.49%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8047	80.47%
OATP2B1 inhibitior	+	0.5709	57.09%
OATP1B1 inhibitior	+	0.8671	86.71%
OATP1B3 inhibitior	+	0.9160	91.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8322	83.22%
BSEP inhibitior	+	0.7975	79.75%
P-glycoprotein inhibitior	+	0.7218	72.18%
P-glycoprotein substrate	+	0.6267	62.67%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.6884	68.84%
CYP2C9 inhibition	-	0.7817	78.17%
CYP2C19 inhibition	-	0.8341	83.41%
CYP2D6 inhibition	-	0.8948	89.48%
CYP1A2 inhibition	-	0.8706	87.06%
CYP2C8 inhibition	-	0.6680	66.80%
CYP inhibitory promiscuity	-	0.8968	89.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6863	68.63%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9064	90.64%
Skin irritation	-	0.8607	86.07%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5918	59.18%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.9167	91.67%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6486	64.86%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4501	45.01%
Acute Oral Toxicity (c)	III	0.7279	72.79%
Estrogen receptor binding	+	0.8046	80.46%
Androgen receptor binding	+	0.6047	60.47%
Thyroid receptor binding	-	0.5212	52.12%
Glucocorticoid receptor binding	+	0.6754	67.54%
Aromatase binding	+	0.6613	66.13%
PPAR gamma	+	0.6506	65.06%
Honey bee toxicity	-	0.8561	85.61%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5376	53.76%
Fish aquatic toxicity	+	0.7509	75.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.06%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.43%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.21%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.72%	96.09%
CHEMBL3837	P07711	Cathepsin L	94.47%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	93.75%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.64%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	91.35%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.70%	91.11%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.31%	98.05%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	89.30%	93.85%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.81%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.65%	97.21%
CHEMBL3776	Q14790	Caspase-8	88.39%	97.06%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.10%	97.29%
CHEMBL236	P41143	Delta opioid receptor	87.76%	99.35%
CHEMBL1255126	O15151	Protein Mdm4	87.29%	90.20%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.99%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.73%	96.47%
CHEMBL237	P41145	Kappa opioid receptor	86.24%	98.10%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.06%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.61%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.47%	96.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.63%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.31%	95.89%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.85%	98.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.46%	94.45%
CHEMBL2514	O95665	Neurotensin receptor 2	81.37%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.09%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102225144
• LOTUS: LTS0071421
• wikiData: Q75062788