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Microcystin LA

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 d84b4666-8296-46b2-aee5-f975d42cbbc3
Taxonomy Organic acids and derivatives > Peptidomimetics > Hybrid peptides
IUPAC Name (5R,8S,11R,12S,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,15,19-pentamethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H67N7O12/c1-24(2)21-35-44(60)52-38(46(63)64)28(6)40(56)47-29(7)41(57)49-33(18-17-25(3)22-26(4)36(65-11)23-32-15-13-12-14-16-32)27(5)39(55)50-34(45(61)62)19-20-37(54)53(10)31(9)43(59)48-30(8)42(58)51-35/h12-18,22,24,26-30,33-36,38H,9,19-21,23H2,1-8,10-11H3,(H,47,56)(H,48,59)(H,49,57)(H,50,55)(H,51,58)(H,52,60)(H,61,62)(H,63,64)/b18-17+,25-22+/t26-,27-,28-,29-,30+,33-,34+,35-,36-,38+/m0/s1
InChI Key DIAQQISRBBDJIM-DRSCAGMXSA-N
Popularity 10 references in papers

Physical and Chemical Properties

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Molecular Formula C46H67N7O12
Molecular Weight 910.10 g/mol
Exact Mass 909.48477060 g/mol
Topological Polar Surface Area (TPSA) 279.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 1.58
H-Bond Acceptor 10
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

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Cyanoginosin LA
Microcystin LA
96180-79-9
MC-LA
Microcystin-leucine-alanine
Toxin BE 4 (Microcystis aeruginosa)
Cyanoginosin-LA
3E7C54U3SY
CHEMBL421377
(5R,8S,11R,12S,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,15,19-pentamethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Microcystin LA

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5056 50.56%
Caco-2 - 0.8653 86.53%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6914 69.14%
OATP2B1 inhibitior - 0.5738 57.38%
OATP1B1 inhibitior + 0.8348 83.48%
OATP1B3 inhibitior + 0.8996 89.96%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8890 88.90%
BSEP inhibitior + 0.8821 88.21%
P-glycoprotein inhibitior + 0.7493 74.93%
P-glycoprotein substrate + 0.8324 83.24%
CYP3A4 substrate + 0.7234 72.34%
CYP2C9 substrate + 0.5710 57.10%
CYP2D6 substrate - 0.8767 87.67%
CYP3A4 inhibition + 0.6257 62.57%
CYP2C9 inhibition - 0.7401 74.01%
CYP2C19 inhibition - 0.7188 71.88%
CYP2D6 inhibition - 0.9051 90.51%
CYP1A2 inhibition - 0.8162 81.62%
CYP2C8 inhibition + 0.6877 68.77%
CYP inhibitory promiscuity - 0.8064 80.64%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6201 62.01%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9047 90.47%
Skin irritation - 0.7687 76.87%
Skin corrosion - 0.9205 92.05%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6759 67.59%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5889 58.89%
skin sensitisation - 0.8533 85.33%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8402 84.02%
Acute Oral Toxicity (c) III 0.4955 49.55%
Estrogen receptor binding + 0.8022 80.22%
Androgen receptor binding + 0.7444 74.44%
Thyroid receptor binding + 0.5840 58.40%
Glucocorticoid receptor binding + 0.6450 64.50%
Aromatase binding + 0.5904 59.04%
PPAR gamma + 0.7823 78.23%
Honey bee toxicity - 0.6938 69.38%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9007 90.07%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.89% 83.82%
CHEMBL2581 P07339 Cathepsin D 99.82% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.42% 96.09%
CHEMBL4072 P07858 Cathepsin B 97.22% 93.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.63% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.52% 86.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 93.36% 91.71%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 90.51% 97.64%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.25% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.74% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.32% 90.08%
CHEMBL3837 P07711 Cathepsin L 86.39% 96.61%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.45% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.34% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.95% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.88% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.72% 95.89%
CHEMBL1255126 O15151 Protein Mdm4 83.15% 90.20%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.79% 97.33%
CHEMBL1937 Q92769 Histone deacetylase 2 82.59% 94.75%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.30% 93.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.83% 90.93%

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 6437382
LOTUS LTS0186802
wikiData Q27894661