2-[2-[19-Amino-6-(3,4-dicarboxybutanoyloxy)-16,17,18-trihydroxy-5,9-dimethylicosan-7-yl]oxy-2-oxoethyl]butanedioic acid

Details

• Internal ID: 45a4e8e5-e46f-446a-8e9e-70f6f44c1a8b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Fumonisins
• IUPAC Name: 2-[2-[19-amino-6-(3,4-dicarboxybutanoyloxy)-16,17,18-trihydroxy-5,9-dimethylicosan-7-yl]oxy-2-oxoethyl]butanedioic acid
• SMILES (Canonical): CCCCC(C)C(C(CC(C)CCCCCCC(C(C(C(C)N)O)O)O)OC(=O)CC(CC(=O)O)C(=O)O)OC(=O)CC(CC(=O)O)C(=O)O
• SMILES (Isomeric): CCCCC(C)C(C(CC(C)CCCCCCC(C(C(C(C)N)O)O)O)OC(=O)CC(CC(=O)O)C(=O)O)OC(=O)CC(CC(=O)O)C(=O)O
• InChI: InChI=1S/C34H59NO15/c1-5-6-12-20(3)32(50-29(42)18-23(34(47)48)16-27(39)40)25(49-28(41)17-22(33(45)46)15-26(37)38)14-19(2)11-9-7-8-10-13-24(36)31(44)30(43)21(4)35/h19-25,30-32,36,43-44H,5-18,35H2,1-4H3,(H,37,38)(H,39,40)(H,45,46)(H,47,48)
• InChI Key: WQXBMSIHHKRGPX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₉NO₁₅
• Molecular Weight: 721.80 g/mol
• Exact Mass: 721.38847018 g/mol
• Topological Polar Surface Area (TPSA): 289.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 29

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6053	60.53%
Caco-2	-	0.8558	85.58%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5883	58.83%
OATP2B1 inhibitior	-	0.5666	56.66%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.9196	91.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5091	50.91%
P-glycoprotein inhibitior	+	0.7105	71.05%
P-glycoprotein substrate	-	0.7155	71.55%
CYP3A4 substrate	+	0.6061	60.61%
CYP2C9 substrate	+	0.5865	58.65%
CYP2D6 substrate	-	0.8023	80.23%
CYP3A4 inhibition	-	0.6738	67.38%
CYP2C9 inhibition	-	0.8286	82.86%
CYP2C19 inhibition	-	0.8163	81.63%
CYP2D6 inhibition	-	0.8495	84.95%
CYP1A2 inhibition	-	0.6048	60.48%
CYP2C8 inhibition	-	0.6016	60.16%
CYP inhibitory promiscuity	-	0.9451	94.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6392	63.92%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.8750	87.50%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6511	65.11%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.8866	88.66%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.7455	74.55%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5597	55.97%
Acute Oral Toxicity (c)	III	0.6749	67.49%
Estrogen receptor binding	+	0.7772	77.72%
Androgen receptor binding	+	0.6920	69.20%
Thyroid receptor binding	-	0.5332	53.32%
Glucocorticoid receptor binding	+	0.6809	68.09%
Aromatase binding	+	0.5900	59.00%
PPAR gamma	+	0.5787	57.87%
Honey bee toxicity	-	0.9014	90.14%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7619	76.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.34%	90.17%
CHEMBL2581	P07339	Cathepsin D	98.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.73%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.32%	83.82%
CHEMBL236	P41143	Delta opioid receptor	96.07%	99.35%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.95%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.90%	97.29%
CHEMBL1907	P15144	Aminopeptidase N	94.85%	93.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.26%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.86%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.80%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.58%	96.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.35%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.64%	96.47%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.04%	92.86%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.07%	94.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.92%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.57%	100.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.92%	100.00%
CHEMBL3776	Q14790	Caspase-8	84.00%	97.06%
CHEMBL2514	O95665	Neurotensin receptor 2	82.62%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.46%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.71%	95.50%
CHEMBL268	P43235	Cathepsin K	81.37%	96.85%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.22%	96.00%

Plants that contains it

• Artemisia dracunculus
• Robinia pseudoacacia
• Vicia sativa

Cross-Links

• PubChem: 101505417
• LOTUS: LTS0227312
• wikiData: Q105131394