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Lugdunomycin

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 0701effd-f1ef-4357-ae7c-774be604a4fd
Taxonomy Lignans, neolignans and related compounds > Aryltetralin lignans
IUPAC Name (1R,2S,9R,10S,15R)-5',9,15-trihydroxy-7-methoxy-10'-methylspiro[12-azatetracyclo[8.3.3.01,10.03,8]hexadeca-3(8),4,6-triene-2,3'-2-oxatricyclo[6.3.1.04,12]dodeca-1(11),4,6,8(12),9-pentaene]-11,13-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H23NO7/c1-12-8-13-6-7-16(30)21-19(13)18(9-12)35-27(21)15-4-3-5-17(34-2)20(15)22(31)25-10-14(29)11-26(25,27)24(33)28-23(25)32/h3-9,14,22,29-31H,10-11H2,1-2H3,(H,28,32,33)/t14-,22-,25+,26-,27+/m1/s1
InChI Key XNEKJJPKHQQNCM-WAFGBUBYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H23NO7
Molecular Weight 473.50 g/mol
Exact Mass 473.14745207 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.33
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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(1R,2S,9R,10S,15R)-5',9,15-trihydroxy-7-methoxy-10'-methylspiro[12-azatetracyclo[8.3.3.01,10.03,8]hexadeca-3(8),4,6-triene-2,3'-2-oxatricyclo[6.3.1.04,12]dodeca-1(11),4,6,8(12),9-pentaene]-11,13-dione
(1R,2S,9R,10S,15R)-5',9,15-trihydroxy-7-methoxy-10'-methylspiro(12-azatetracyclo(8.3.3.01,10.03,8)hexadeca-3(8),4,6-triene-2,3'-2-oxatricyclo(6.3.1.04,12)dodeca-1(11),4,6,8(12),9-pentaene)-11,13-dione
RefChem:154267
SCHEMBL31507389
CHEBI:226319

2D Structure

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2D Structure of Lugdunomycin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9670 96.70%
Caco-2 - 0.7170 71.70%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6626 66.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9104 91.04%
OATP1B3 inhibitior + 0.9443 94.43%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7294 72.94%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5096 50.96%
CYP3A4 substrate + 0.6781 67.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6999 69.99%
CYP3A4 inhibition - 0.9102 91.02%
CYP2C9 inhibition - 0.8475 84.75%
CYP2C19 inhibition - 0.8869 88.69%
CYP2D6 inhibition - 0.8736 87.36%
CYP1A2 inhibition - 0.7634 76.34%
CYP2C8 inhibition + 0.7153 71.53%
CYP inhibitory promiscuity - 0.7544 75.44%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4156 41.56%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9256 92.56%
Skin irritation - 0.8360 83.60%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4540 45.40%
Micronuclear + 0.8000 80.00%
Hepatotoxicity - 0.5507 55.07%
skin sensitisation - 0.8906 89.06%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.5793 57.93%
Acute Oral Toxicity (c) III 0.6317 63.17%
Estrogen receptor binding + 0.6977 69.77%
Androgen receptor binding + 0.7609 76.09%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7071 70.71%
Aromatase binding + 0.5342 53.42%
PPAR gamma + 0.7653 76.53%
Honey bee toxicity - 0.8326 83.26%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.6834 68.34%

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 98.16% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.49% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.78% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.44% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.74% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.51% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.31% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.67% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.62% 86.33%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 91.08% 96.39%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.46% 89.00%
CHEMBL4208 P20618 Proteasome component C5 88.43% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.06% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.98% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.94% 99.15%
CHEMBL1937 Q92769 Histone deacetylase 2 86.55% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.46% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.74% 93.03%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 83.53% 100.00%
CHEMBL2535 P11166 Glucose transporter 83.48% 98.75%
CHEMBL4581 P52732 Kinesin-like protein 1 83.46% 93.18%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.81% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.57% 92.94%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.08% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.26% 82.38%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.53% 95.56%

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 141687097
LOTUS LTS0045859
wikiData Q105331599