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Lyngbyatoxin C

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 1967760d-11a7-44a7-91b9-231795a7832a
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid amides
IUPAC Name (10S,13S)-5-[(3R,5E)-7-hydroxy-3,7-dimethylocta-1,5-dien-3-yl]-13-(hydroxymethyl)-9-methyl-10-propan-2-yl-3,9,12-triazatricyclo[6.6.1.04,15]pentadeca-1,4,6,8(15)-tetraen-11-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H39N3O3/c1-8-27(6,13-9-12-26(4,5)33)20-10-11-21-22-18(15-28-23(20)22)14-19(16-31)29-25(32)24(17(2)3)30(21)7/h8-12,15,17,19,24,28,31,33H,1,13-14,16H2,2-7H3,(H,29,32)/b12-9+/t19-,24-,27-/m0/s1
InChI Key VMLLPMJDAXPWAA-PIKNDIPASA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C27H39N3O3
Molecular Weight 453.60 g/mol
Exact Mass 453.29914211 g/mol
Topological Polar Surface Area (TPSA) 88.60 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.82
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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133084-53-4
(10S,13S)-5-[(3R,5E)-7-hydroxy-3,7-dimethylocta-1,5-dien-3-yl]-13-(hydroxymethyl)-9-methyl-10-propan-2-yl-3,9,12-triazatricyclo[6.6.1.04,15]pentadeca-1,4,6,8(15)-tetraen-11-one
CHEMBL517150
CHEBI:188705
DTXSID701046143
3H-Pyrrolo(4,3,2-gh)-1,4-benzodiazonin-3-one, 9-(1-ethenyl-5-hydroxy-1,5-dimethyl-3-hexenyl)-1,2,4,5,6,8-hexahydro-5-(hydroxymethyl)-1-methyl-2-(1-methylethyl)-, (2S-(2R*,5R*,9(S*)))-

2D Structure

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2D Structure of Lyngbyatoxin C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9494 94.94%
Caco-2 - 0.6664 66.64%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4551 45.51%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.8650 86.50%
OATP1B3 inhibitior + 0.9350 93.50%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9652 96.52%
P-glycoprotein inhibitior + 0.6437 64.37%
P-glycoprotein substrate + 0.6471 64.71%
CYP3A4 substrate + 0.6579 65.79%
CYP2C9 substrate - 0.8150 81.50%
CYP2D6 substrate - 0.7991 79.91%
CYP3A4 inhibition + 0.5651 56.51%
CYP2C9 inhibition - 0.6824 68.24%
CYP2C19 inhibition - 0.6848 68.48%
CYP2D6 inhibition - 0.8012 80.12%
CYP1A2 inhibition - 0.6388 63.88%
CYP2C8 inhibition - 0.5841 58.41%
CYP inhibitory promiscuity - 0.5819 58.19%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6302 63.02%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9719 97.19%
Skin irritation - 0.7777 77.77%
Skin corrosion - 0.9207 92.07%
Ames mutagenesis + 0.5436 54.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7940 79.40%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.5978 59.78%
skin sensitisation - 0.8512 85.12%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8940 89.40%
Acute Oral Toxicity (c) III 0.5817 58.17%
Estrogen receptor binding + 0.6427 64.27%
Androgen receptor binding + 0.5792 57.92%
Thyroid receptor binding + 0.7016 70.16%
Glucocorticoid receptor binding + 0.7218 72.18%
Aromatase binding + 0.6117 61.17%
PPAR gamma + 0.6716 67.16%
Honey bee toxicity - 0.7212 72.12%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.8731 87.31%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.50% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.16% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.59% 98.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 95.72% 89.34%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.30% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 94.14% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.42% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.89% 90.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.62% 95.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.24% 91.03%
CHEMBL4208 P20618 Proteasome component C5 87.56% 90.00%
CHEMBL3384 Q16512 Protein kinase N1 87.30% 80.71%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.46% 93.03%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 86.12% 92.68%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.92% 88.56%
CHEMBL299 P17252 Protein kinase C alpha 85.34% 98.03%
CHEMBL213 P08588 Beta-1 adrenergic receptor 83.26% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.73% 100.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 82.48% 85.94%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.36% 89.67%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.24% 89.62%
CHEMBL217 P14416 Dopamine D2 receptor 81.96% 95.62%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 80.79% 85.83%
CHEMBL3401 O75469 Pregnane X receptor 80.53% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 80.23% 91.49%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 6441239
LOTUS LTS0120640
wikiData Q76386807