(1S,9R,17S)-4-methoxy-1-azoniahexacyclo[15.8.0.01,9.02,7.010,15.018,23]pentacosa-2,4,6,10,12,14,18,20,22-nonaene-5,12,13,20,21-pentol

Details

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Internal ID 9a229135-9e37-4fc2-8ed1-c47a37e77561
Taxonomy Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name (1S,9R,17S)-4-methoxy-1-azoniahexacyclo[15.8.0.01,9.02,7.010,15.018,23]pentacosa-2,4,6,10,12,14,18,20,22-nonaene-5,12,13,20,21-pentol
SMILES (Canonical) COC1=C(C=C2CC3C4=CC(=C(C=C4CC5[N+]3(C2=C1)CCC6=CC(=C(C=C56)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=C2C[C@@H]3C4=CC(=C(C=C4C[C@@H]5[N@@+]3(C2=C1)CCC6=CC(=C(C=C56)O)O)O)O)O
InChI InChI=1S/C25H23NO6/c1-32-25-11-17-14(8-24(25)31)5-19-16-10-23(30)21(28)7-13(16)4-18-15-9-22(29)20(27)6-12(15)2-3-26(17,18)19/h6-11,18-19H,2-5H2,1H3,(H4-,27,28,29,30,31)/p+1/t18-,19+,26-/m0/s1
InChI Key QAXHHTKPOZDKNR-ANSQWYIGSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H24NO6+
Molecular Weight 434.50 g/mol
Exact Mass 434.16036249 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.68
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 1

Synonyms

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BDBM50377943

2D Structure

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2D Structure of (1S,9R,17S)-4-methoxy-1-azoniahexacyclo[15.8.0.01,9.02,7.010,15.018,23]pentacosa-2,4,6,10,12,14,18,20,22-nonaene-5,12,13,20,21-pentol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9280 92.80%
Caco-2 - 0.7172 71.72%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7374 73.74%
OATP2B1 inhibitior - 0.5719 57.19%
OATP1B1 inhibitior + 0.9251 92.51%
OATP1B3 inhibitior + 0.9519 95.19%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.6314 63.14%
P-glycoprotein inhibitior - 0.4358 43.58%
P-glycoprotein substrate - 0.7374 73.74%
CYP3A4 substrate + 0.5586 55.86%
CYP2C9 substrate - 0.5936 59.36%
CYP2D6 substrate + 0.4182 41.82%
CYP3A4 inhibition - 0.8679 86.79%
CYP2C9 inhibition - 0.8411 84.11%
CYP2C19 inhibition - 0.6249 62.49%
CYP2D6 inhibition + 0.5056 50.56%
CYP1A2 inhibition + 0.5323 53.23%
CYP2C8 inhibition + 0.6172 61.72%
CYP inhibitory promiscuity - 0.7238 72.38%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5699 56.99%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.7210 72.10%
Skin irritation - 0.7619 76.19%
Skin corrosion - 0.9305 93.05%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8050 80.50%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8618 86.18%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8431 84.31%
Acute Oral Toxicity (c) III 0.5245 52.45%
Estrogen receptor binding + 0.7847 78.47%
Androgen receptor binding + 0.6464 64.64%
Thyroid receptor binding + 0.7345 73.45%
Glucocorticoid receptor binding + 0.7366 73.66%
Aromatase binding + 0.5738 57.38%
PPAR gamma + 0.6690 66.90%
Honey bee toxicity - 0.8170 81.70%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5751 57.51%
Fish aquatic toxicity + 0.8511 85.11%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.32% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.39% 92.94%
CHEMBL217 P14416 Dopamine D2 receptor 91.58% 95.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.79% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.58% 99.17%
CHEMBL2056 P21728 Dopamine D1 receptor 86.49% 91.00%
CHEMBL2581 P07339 Cathepsin D 86.02% 98.95%
CHEMBL3438 Q05513 Protein kinase C zeta 85.81% 88.48%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.77% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.41% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.78% 86.33%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 83.54% 91.79%
CHEMBL2535 P11166 Glucose transporter 82.83% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.41% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.88% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.01% 93.99%

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.
Gnetum latifolium

Cross-Links

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PubChem 11353317
LOTUS LTS0007847
wikiData Q105217657