[(11S,12S,17S)-12-[(1S)-1-hydroxyethyl]-14-methyl-8-aza-14-azoniapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraen-10-ylidene]-methoxymethanolate

Details

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Internal ID 32575af4-8213-4756-9085-0a01e9d97a4b
Taxonomy Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name [(11S,12S,17S)-12-[(1S)-1-hydroxyethyl]-14-methyl-8-aza-14-azoniapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraen-10-ylidene]-methoxymethanolate
SMILES (Canonical) CC(C1C[N+]2(CCC34C2CC1C(=C([O-])OC)C3=NC5=CC=CC=C45)C)O
SMILES (Isomeric) C[C@@H]([C@@H]1C[N+]2(CCC34[C@@H]2C[C@@H]1C(=C([O-])OC)C3=NC5=CC=CC=C45)C)O
InChI InChI=1S/C21H26N2O3/c1-12(24)14-11-23(2)9-8-21-15-6-4-5-7-16(15)22-19(21)18(20(25)26-3)13(14)10-17(21)23/h4-7,12-14,17,24H,8-11H2,1-3H3/t12-,13-,14-,17-,21?,23?/m0/s1
InChI Key MWWSQCMVKUHOFF-WLURHRSZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H26N2O3
Molecular Weight 354.40 g/mol
Exact Mass 354.19434270 g/mol
Topological Polar Surface Area (TPSA) 64.90 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.48
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(11S,12S,17S)-12-[(1S)-1-hydroxyethyl]-14-methyl-8-aza-14-azoniapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraen-10-ylidene]-methoxymethanolate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8571 85.71%
Caco-2 + 0.6763 67.63%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4442 44.42%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9057 90.57%
OATP1B3 inhibitior + 0.9330 93.30%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior - 0.7905 79.05%
P-glycoprotein inhibitior - 0.6196 61.96%
P-glycoprotein substrate + 0.5180 51.80%
CYP3A4 substrate + 0.6435 64.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7733 77.33%
CYP3A4 inhibition - 0.5440 54.40%
CYP2C9 inhibition - 0.7508 75.08%
CYP2C19 inhibition - 0.7869 78.69%
CYP2D6 inhibition - 0.5139 51.39%
CYP1A2 inhibition - 0.7203 72.03%
CYP2C8 inhibition + 0.4437 44.37%
CYP inhibitory promiscuity - 0.9115 91.15%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6508 65.08%
Eye corrosion - 0.9824 98.24%
Eye irritation - 0.9833 98.33%
Skin irritation - 0.7571 75.71%
Skin corrosion - 0.9130 91.30%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4305 43.05%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5436 54.36%
skin sensitisation - 0.8278 82.78%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7849 78.49%
Acute Oral Toxicity (c) III 0.5980 59.80%
Estrogen receptor binding - 0.5835 58.35%
Androgen receptor binding + 0.6468 64.68%
Thyroid receptor binding + 0.7230 72.30%
Glucocorticoid receptor binding + 0.6486 64.86%
Aromatase binding + 0.6376 63.76%
PPAR gamma - 0.5274 52.74%
Honey bee toxicity - 0.7961 79.61%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9763 97.63%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.49% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.12% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.69% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.29% 94.45%
CHEMBL3902 P09211 Glutathione S-transferase Pi 90.70% 93.81%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.47% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.97% 94.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 88.92% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.35% 95.56%
CHEMBL2535 P11166 Glucose transporter 88.33% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.81% 97.09%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 85.79% 94.97%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.95% 95.83%
CHEMBL4072 P07858 Cathepsin B 84.71% 93.67%
CHEMBL240 Q12809 HERG 84.63% 89.76%
CHEMBL2581 P07339 Cathepsin D 84.52% 98.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.34% 94.23%
CHEMBL5028 O14672 ADAM10 82.21% 97.50%

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.
Alstonia angustifolia

Cross-Links

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PubChem 163194048
LOTUS LTS0016798
wikiData Q105173834