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(1R,16S,20S,22S)-5,22-dihydroxy-8-methoxy-24-azapentacyclo[14.7.1.12,6.17,11.020,24]hexacosa-2(26),3,5,7,9,11(25)-hexaen-14-one

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 948c962e-61bc-43e0-8036-7c85386fa28e
Taxonomy Organoheterocyclic compounds > Quinolizidines
IUPAC Name (1R,16S,20S,22S)-5,22-dihydroxy-8-methoxy-24-azapentacyclo[14.7.1.12,6.17,11.020,24]hexacosa-2(26),3,5,7,9,11(25)-hexaen-14-one
SMILES (Canonical) COC1=C2C=C(CCC(=O)CC3CCCC4N3C(CC(C4)O)C5=CC2=C(C=C5)O)C=C1
SMILES (Isomeric) COC1=C2C=C(CCC(=O)C[C@@H]3CCC[C@@H]4N3[C@H](C[C@H](C4)O)C5=CC2=C(C=C5)O)C=C1
InChI InChI=1S/C26H31NO4/c1-31-26-10-6-16-5-8-20(28)13-18-3-2-4-19-14-21(29)15-24(27(18)19)17-7-9-25(30)22(12-17)23(26)11-16/h6-7,9-12,18-19,21,24,29-30H,2-5,8,13-15H2,1H3/t18-,19-,21-,24+/m0/s1
InChI Key IHNAIUPQWWANIH-OEEHMVQOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H31NO4
Molecular Weight 421.50 g/mol
Exact Mass 421.22530847 g/mol
Topological Polar Surface Area (TPSA) 70.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.39
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,16S,20S,22S)-5,22-dihydroxy-8-methoxy-24-azapentacyclo[14.7.1.12,6.17,11.020,24]hexacosa-2(26),3,5,7,9,11(25)-hexaen-14-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9763 97.63%
Caco-2 - 0.5988 59.88%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8415 84.15%
OATP2B1 inhibitior - 0.8594 85.94%
OATP1B1 inhibitior + 0.9117 91.17%
OATP1B3 inhibitior + 0.9600 96.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5151 51.51%
BSEP inhibitior + 0.9870 98.70%
P-glycoprotein inhibitior + 0.6427 64.27%
P-glycoprotein substrate - 0.5618 56.18%
CYP3A4 substrate + 0.6676 66.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.6463 64.63%
CYP3A4 inhibition - 0.6034 60.34%
CYP2C9 inhibition - 0.8855 88.55%
CYP2C19 inhibition - 0.7488 74.88%
CYP2D6 inhibition + 0.5297 52.97%
CYP1A2 inhibition + 0.5582 55.82%
CYP2C8 inhibition + 0.4681 46.81%
CYP inhibitory promiscuity - 0.7743 77.43%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6044 60.44%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9624 96.24%
Skin irritation - 0.7885 78.85%
Skin corrosion - 0.9549 95.49%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7776 77.76%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.5382 53.82%
skin sensitisation - 0.9212 92.12%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.4750 47.50%
Acute Oral Toxicity (c) III 0.7400 74.00%
Estrogen receptor binding + 0.6594 65.94%
Androgen receptor binding + 0.8058 80.58%
Thyroid receptor binding - 0.5721 57.21%
Glucocorticoid receptor binding + 0.6810 68.10%
Aromatase binding - 0.4944 49.44%
PPAR gamma - 0.5122 51.22%
Honey bee toxicity - 0.8551 85.51%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5051 50.51%
Fish aquatic toxicity - 0.5380 53.80%

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 97.10% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.82% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.68% 98.95%
CHEMBL3438 Q05513 Protein kinase C zeta 95.47% 88.48%
CHEMBL1951 P21397 Monoamine oxidase A 95.25% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.19% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.36% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.88% 91.11%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 89.86% 96.00%
CHEMBL1902 P62942 FK506-binding protein 1A 89.85% 97.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.78% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.72% 86.33%
CHEMBL2535 P11166 Glucose transporter 87.97% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.99% 99.15%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.35% 93.40%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.83% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.41% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 83.50% 91.19%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.46% 89.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.55% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.38% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.04% 82.69%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 80.48% 95.53%
CHEMBL217 P14416 Dopamine D2 receptor 80.08% 95.62%

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.
Lythrum alatum var. lanceolatum

Cross-Links

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PubChem 101281366
LOTUS LTS0154175
wikiData Q105113144