9-Methoxy-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9-trien-14-ol

Details

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Internal ID 50f0e7c1-fdbc-4b3e-8084-a41ddcdd42e6
Taxonomy Alkaloids and derivatives > Amaryllidaceae alkaloids > Galanthamine-type amaryllidaceae alkaloids
IUPAC Name 9-methoxy-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9-trien-14-ol
SMILES (Canonical) COC1=C2C3=C(CNCCC34CCC(CC4O2)O)C=C1
SMILES (Isomeric) COC1=C2C3=C(CNCCC34CCC(CC4O2)O)C=C1
InChI InChI=1S/C16H21NO3/c1-19-12-3-2-10-9-17-7-6-16-5-4-11(18)8-13(16)20-15(12)14(10)16/h2-3,11,13,17-18H,4-9H2,1H3
InChI Key LBIHNERKYNXGRF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H21NO3
Molecular Weight 275.34 g/mol
Exact Mass 275.15214353 g/mol
Topological Polar Surface Area (TPSA) 50.70 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.73
H-Bond Acceptor 4
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 9-Methoxy-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9-trien-14-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9955 99.55%
Caco-2 + 0.8016 80.16%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Lysosomes 0.4414 44.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9235 92.35%
OATP1B3 inhibitior + 0.9509 95.09%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.8315 83.15%
P-glycoprotein inhibitior - 0.9158 91.58%
P-glycoprotein substrate - 0.5139 51.39%
CYP3A4 substrate + 0.6405 64.05%
CYP2C9 substrate - 0.6406 64.06%
CYP2D6 substrate + 0.7300 73.00%
CYP3A4 inhibition - 0.7930 79.30%
CYP2C9 inhibition - 0.8957 89.57%
CYP2C19 inhibition - 0.7917 79.17%
CYP2D6 inhibition - 0.6084 60.84%
CYP1A2 inhibition - 0.8633 86.33%
CYP2C8 inhibition - 0.6796 67.96%
CYP inhibitory promiscuity - 0.8946 89.46%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5510 55.10%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9378 93.78%
Skin irritation - 0.7219 72.19%
Skin corrosion - 0.9124 91.24%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4731 47.31%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6672 66.72%
skin sensitisation - 0.7581 75.81%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8285 82.85%
Acute Oral Toxicity (c) III 0.4677 46.77%
Estrogen receptor binding - 0.7316 73.16%
Androgen receptor binding - 0.6423 64.23%
Thyroid receptor binding + 0.6319 63.19%
Glucocorticoid receptor binding - 0.6456 64.56%
Aromatase binding - 0.8202 82.02%
PPAR gamma - 0.5944 59.44%
Honey bee toxicity - 0.7888 78.88%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity - 0.8815 88.15%

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
CHEMBL3137262 O60341 LSD1/CoREST complex 97.72% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.66% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.75% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.55% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.55% 93.99%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.17% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.61% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.35% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.14% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.52% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.34% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.97% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.78% 95.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.00% 91.03%

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.
Ampelocissus leonensis
Hymenocallis rotata

Cross-Links

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PubChem 16666692
LOTUS LTS0064601
wikiData Q105149308