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(2R)-2-[2-[(5R,6R,7S,9S,11R,17R,18R,19S)-19-amino-6-[(3R)-3,4-dicarboxybutanoyl]oxy-11,17,18-trihydroxy-5,9-dimethylicosan-7-yl]oxy-2-oxoethyl]butanedioic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID e0d10770-a5a3-4b4f-9fbe-e25c593ab3c8
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Fumonisins
IUPAC Name (2R)-2-[2-[(5R,6R,7S,9S,11R,17R,18R,19S)-19-amino-6-[(3R)-3,4-dicarboxybutanoyl]oxy-11,17,18-trihydroxy-5,9-dimethylicosan-7-yl]oxy-2-oxoethyl]butanedioic acid
SMILES (Canonical) CCCCC(C)C(C(CC(C)CC(CCCCCC(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) CCCC[C@@H](C)[C@H]([C@H](C[C@@H](C)C[C@@H](CCCCC[C@H]([C@@H]([C@H](C)N)O)O)O)OC(=O)C[C@@H](CC(=O)O)C(=O)O)OC(=O)C[C@@H](CC(=O)O)C(=O)O
InChI InChI=1S/C34H59NO15/c1-5-6-10-20(3)32(50-30(43)18-23(34(47)48)16-28(40)41)26(49-29(42)17-22(33(45)46)15-27(38)39)14-19(2)13-24(36)11-8-7-9-12-25(37)31(44)21(4)35/h19-26,31-32,36-37,44H,5-18,35H2,1-4H3,(H,38,39)(H,40,41)(H,45,46)(H,47,48)/t19-,20+,21-,22+,23+,24+,25+,26-,31+,32+/m0/s1
InChI Key IYHQYIAATKLXJR-NNYRAOGSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H59NO15
Molecular Weight 721.80 g/mol
Exact Mass 721.38847018 g/mol
Topological Polar Surface Area (TPSA) 289.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 2.56
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 29

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[2-[(5R,6R,7S,9S,11R,17R,18R,19S)-19-amino-6-[(3R)-3,4-dicarboxybutanoyl]oxy-11,17,18-trihydroxy-5,9-dimethylicosan-7-yl]oxy-2-oxoethyl]butanedioic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6389 63.89%
Caco-2 - 0.8541 85.41%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6113 61.13%
OATP2B1 inhibitior - 0.5667 56.67%
OATP1B1 inhibitior + 0.8881 88.81%
OATP1B3 inhibitior + 0.9251 92.51%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6379 63.79%
P-glycoprotein inhibitior + 0.7113 71.13%
P-glycoprotein substrate - 0.7469 74.69%
CYP3A4 substrate + 0.6173 61.73%
CYP2C9 substrate + 0.5865 58.65%
CYP2D6 substrate - 0.8023 80.23%
CYP3A4 inhibition - 0.7423 74.23%
CYP2C9 inhibition - 0.8333 83.33%
CYP2C19 inhibition - 0.8322 83.22%
CYP2D6 inhibition - 0.8744 87.44%
CYP1A2 inhibition - 0.6205 62.05%
CYP2C8 inhibition - 0.6442 64.42%
CYP inhibitory promiscuity - 0.9427 94.27%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6709 67.09%
Eye corrosion - 0.9762 97.62%
Eye irritation - 0.9009 90.09%
Skin irritation - 0.8816 88.16%
Skin corrosion - 0.9642 96.42%
Ames mutagenesis - 0.9900 99.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3669 36.69%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.8628 86.28%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity - 0.7455 74.55%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity + 0.5575 55.75%
Acute Oral Toxicity (c) III 0.6998 69.98%
Estrogen receptor binding + 0.8057 80.57%
Androgen receptor binding + 0.7205 72.05%
Thyroid receptor binding - 0.5528 55.28%
Glucocorticoid receptor binding + 0.6627 66.27%
Aromatase binding + 0.5919 59.19%
PPAR gamma + 0.5886 58.86%
Honey bee toxicity - 0.8788 87.88%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.7814 78.14%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL221 P23219 Cyclooxygenase-1 98.96% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.70% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.97% 98.95%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 96.21% 97.29%
CHEMBL1907 P15144 Aminopeptidase N 95.66% 93.31%
CHEMBL236 P41143 Delta opioid receptor 94.61% 99.35%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.36% 93.56%
CHEMBL4040 P28482 MAP kinase ERK2 92.90% 83.82%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.20% 97.21%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.09% 96.47%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.42% 92.86%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.97% 94.08%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.62% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.49% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.37% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.95% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.91% 91.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.80% 90.71%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 85.79% 96.00%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 84.41% 100.00%
CHEMBL3776 Q14790 Caspase-8 83.07% 97.06%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.61% 94.97%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.57% 95.50%
CHEMBL2514 O95665 Neurotensin receptor 2 81.01% 100.00%
CHEMBL2885 P07451 Carbonic anhydrase III 80.69% 87.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.50% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.46% 94.45%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 162867716
LOTUS LTS0097288
wikiData Q105122756