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Lagerstroemine

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 ce408440-fb93-4da0-8372-2978deec0d7d
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name 9-hydroxy-5,6-dimethoxy-16-oxa-24-azapentacyclo[15.7.1.18,12.02,7.019,24]hexacosa-2(7),3,5,8,10,12(26)-hexaen-15-one
SMILES (Canonical) COC1=C(C2=C(C=C1)C3CC(CC4N3CCCC4)OC(=O)CCC5=CC2=C(C=C5)O)OC
SMILES (Isomeric) COC1=C(C2=C(C=C1)C3CC(CC4N3CCCC4)OC(=O)CCC5=CC2=C(C=C5)O)OC
InChI InChI=1S/C26H31NO5/c1-30-23-10-8-19-21-15-18(14-17-5-3-4-12-27(17)21)32-24(29)11-7-16-6-9-22(28)20(13-16)25(19)26(23)31-2/h6,8-10,13,17-18,21,28H,3-5,7,11-12,14-15H2,1-2H3
InChI Key RYMSMTOEKVDTDB-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H31NO5
Molecular Weight 437.50 g/mol
Exact Mass 437.22022309 g/mol
Topological Polar Surface Area (TPSA) 68.20 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.62
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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Lagerstremine
Indicamine?
CHEBI:185104
9-hydroxy-5,6-dimethoxy-16-oxa-24-azapentacyclo[15.7.1.18,12.02,7.019,24]hexacosa-2(7),3,5,8,10,12(26)-hexaen-15-one

2D Structure

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2D Structure of Lagerstroemine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8372 83.72%
Caco-2 + 0.6126 61.26%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7794 77.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8961 89.61%
OATP1B3 inhibitior + 0.9341 93.41%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9855 98.55%
P-glycoprotein inhibitior + 0.7385 73.85%
P-glycoprotein substrate + 0.5081 50.81%
CYP3A4 substrate + 0.6904 69.04%
CYP2C9 substrate - 0.8080 80.80%
CYP2D6 substrate + 0.5273 52.73%
CYP3A4 inhibition - 0.8133 81.33%
CYP2C9 inhibition - 0.9265 92.65%
CYP2C19 inhibition - 0.6143 61.43%
CYP2D6 inhibition - 0.5172 51.72%
CYP1A2 inhibition + 0.5773 57.73%
CYP2C8 inhibition + 0.6028 60.28%
CYP inhibitory promiscuity - 0.8507 85.07%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6342 63.42%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9727 97.27%
Skin irritation - 0.8057 80.57%
Skin corrosion - 0.9663 96.63%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7242 72.42%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8900 89.00%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.5767 57.67%
Acute Oral Toxicity (c) III 0.7648 76.48%
Estrogen receptor binding + 0.6266 62.66%
Androgen receptor binding + 0.8177 81.77%
Thyroid receptor binding - 0.5620 56.20%
Glucocorticoid receptor binding + 0.8222 82.22%
Aromatase binding - 0.5467 54.67%
PPAR gamma - 0.5536 55.36%
Honey bee toxicity - 0.8572 85.72%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5451 54.51%
Fish aquatic toxicity + 0.6969 69.69%

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 95.28% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.14% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.86% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.05% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.82% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.79% 86.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.57% 93.40%
CHEMBL2535 P11166 Glucose transporter 90.63% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.24% 89.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 89.49% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.46% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.33% 91.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.02% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.40% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.32% 92.88%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.43% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.52% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.21% 94.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.61% 94.78%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.61% 96.38%
CHEMBL5203 P33316 dUTP pyrophosphatase 83.60% 99.18%
CHEMBL4208 P20618 Proteasome component C5 83.43% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.22% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.88% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.83% 82.69%
CHEMBL1902 P62942 FK506-binding protein 1A 82.70% 97.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.59% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.99% 92.94%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.64% 82.38%
CHEMBL1873 P00750 Tissue-type plasminogen activator 81.21% 93.33%
CHEMBL3474 P14555 Phospholipase A2 group IIA 80.60% 94.05%
CHEMBL3820 P35557 Hexokinase type IV 80.18% 91.96%
CHEMBL2056 P21728 Dopamine D1 receptor 80.05% 91.00%

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.
Lagerstroemia indica
Lagerstroemia speciosa

Cross-Links

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PubChem 78385190
LOTUS LTS0199680
wikiData Q105247708