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11-Hydroxy-2',10-dimethoxy-5-methylspiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,4'-cyclohex-2-ene]-1'-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 43cbc2d7-ebe7-4440-ab1d-27d0be9a236b
Taxonomy Alkaloids and derivatives > Proaporphines
IUPAC Name 11-hydroxy-2',10-dimethoxy-5-methylspiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,4'-cyclohex-2-ene]-1'-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C19H23NO4/c1-20-7-5-11-8-14(23-2)18(22)17-16(11)12(20)9-19(17)6-4-13(21)15(10-19)24-3/h8,10,12,22H,4-7,9H2,1-3H3
InChI Key MHXSUTPVPBOLJW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H23NO4
Molecular Weight 329.40 g/mol
Exact Mass 329.16270821 g/mol
Topological Polar Surface Area (TPSA) 59.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.46
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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6392-31-0
Spiro[2-cyclohexene-1,7'(1'H)-cyclopent[ij]isoquinolin]-4-one, 2',3',8',8'a-tetrahydro-6'-hydroxy-3,5'-dimethoxy-1'-methyl-, (7'R-cis)-

2D Structure

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2D Structure of 11-Hydroxy-2',10-dimethoxy-5-methylspiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,4'-cyclohex-2-ene]-1'-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9574 95.74%
Caco-2 + 0.7742 77.42%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6380 63.80%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.9326 93.26%
OATP1B3 inhibitior + 0.9414 94.14%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.5193 51.93%
P-glycoprotein inhibitior - 0.8158 81.58%
P-glycoprotein substrate + 0.5643 56.43%
CYP3A4 substrate + 0.6639 66.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4444 44.44%
CYP3A4 inhibition - 0.8044 80.44%
CYP2C9 inhibition - 0.8789 87.89%
CYP2C19 inhibition - 0.8884 88.84%
CYP2D6 inhibition + 0.6649 66.49%
CYP1A2 inhibition - 0.7092 70.92%
CYP2C8 inhibition - 0.7588 75.88%
CYP inhibitory promiscuity - 0.8880 88.80%
UGT catelyzed + 0.6362 63.62%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6440 64.40%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9281 92.81%
Skin irritation - 0.7538 75.38%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.5824 58.24%
Human Ether-a-go-go-Related Gene inhibition - 0.5510 55.10%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.7849 78.49%
skin sensitisation - 0.8721 87.21%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8687 86.87%
Acute Oral Toxicity (c) III 0.7239 72.39%
Estrogen receptor binding + 0.5499 54.99%
Androgen receptor binding + 0.5404 54.04%
Thyroid receptor binding - 0.5702 57.02%
Glucocorticoid receptor binding + 0.6629 66.29%
Aromatase binding - 0.6876 68.76%
PPAR gamma + 0.6053 60.53%
Honey bee toxicity - 0.8162 81.62%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9249 92.49%

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 99.40% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.37% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.38% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.80% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.93% 93.40%
CHEMBL2581 P07339 Cathepsin D 92.18% 98.95%
CHEMBL2056 P21728 Dopamine D1 receptor 91.89% 91.00%
CHEMBL217 P14416 Dopamine D2 receptor 91.70% 95.62%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 91.64% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.69% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.34% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.95% 86.33%
CHEMBL2535 P11166 Glucose transporter 88.94% 98.75%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 87.76% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.41% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.36% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.81% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.99% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.60% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.78% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.40% 95.89%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.23% 82.38%
CHEMBL4208 P20618 Proteasome component C5 83.11% 90.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.63% 93.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.62% 89.00%
CHEMBL4072 P07858 Cathepsin B 81.36% 93.67%
CHEMBL259 P32245 Melanocortin receptor 4 80.47% 95.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.07% 97.09%

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.
There are no matching plants.

Cross-Links

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PubChem 13820701
LOTUS LTS0257297
wikiData Q105164383