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(2R,4S)-2',10,11-trimethoxy-5-methylspiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,4'-cyclohexa-2,5-diene]-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 053ca87d-440f-4795-8c1c-1ba5554f51b1
Taxonomy Alkaloids and derivatives > Proaporphines
IUPAC Name (2R,4S)-2',10,11-trimethoxy-5-methylspiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,4'-cyclohexa-2,5-diene]-1'-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H23NO4/c1-21-8-6-12-9-15(23-2)19(25-4)18-17(12)13(21)10-20(18)7-5-14(22)16(11-20)24-3/h5,7,9,11,13H,6,8,10H2,1-4H3/t13-,20-/m0/s1
InChI Key CSVKKCKGHNZGOJ-RBZFPXEDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H23NO4
Molecular Weight 341.40 g/mol
Exact Mass 341.16270821 g/mol
Topological Polar Surface Area (TPSA) 48.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.54
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4S)-2',10,11-trimethoxy-5-methylspiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,4'-cyclohexa-2,5-diene]-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 + 0.9878 98.78%
Caco-2 + 0.8498 84.98%
Blood Brain Barrier + 1.0000 100.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5951 59.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9495 94.95%
OATP1B3 inhibitior + 0.9507 95.07%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6476 64.76%
P-glycoprotein inhibitior - 0.6412 64.12%
P-glycoprotein substrate - 0.5305 53.05%
CYP3A4 substrate + 0.6818 68.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3888 38.88%
CYP3A4 inhibition - 0.5957 59.57%
CYP2C9 inhibition - 0.7610 76.10%
CYP2C19 inhibition - 0.8535 85.35%
CYP2D6 inhibition + 0.7296 72.96%
CYP1A2 inhibition - 0.7311 73.11%
CYP2C8 inhibition - 0.7586 75.86%
CYP inhibitory promiscuity - 0.7257 72.57%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6418 64.18%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9718 97.18%
Skin irritation - 0.7634 76.34%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis + 0.5430 54.30%
Human Ether-a-go-go-Related Gene inhibition + 0.7372 73.72%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8562 85.62%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7419 74.19%
Acute Oral Toxicity (c) III 0.7365 73.65%
Estrogen receptor binding - 0.4928 49.28%
Androgen receptor binding + 0.6325 63.25%
Thyroid receptor binding - 0.5651 56.51%
Glucocorticoid receptor binding + 0.6294 62.94%
Aromatase binding - 0.5000 50.00%
PPAR gamma - 0.5107 51.07%
Honey bee toxicity - 0.7708 77.08%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9662 96.62%

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 98.39% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.16% 93.40%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.14% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.37% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.75% 96.77%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 92.52% 91.03%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.48% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.14% 86.33%
CHEMBL2535 P11166 Glucose transporter 89.19% 98.75%
CHEMBL217 P14416 Dopamine D2 receptor 87.98% 95.62%
CHEMBL2056 P21728 Dopamine D1 receptor 87.52% 91.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.70% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.60% 94.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.40% 82.38%
CHEMBL4208 P20618 Proteasome component C5 85.10% 90.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.91% 99.18%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.40% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.18% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.89% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.53% 97.14%
CHEMBL2581 P07339 Cathepsin D 82.47% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.29% 90.71%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 82.24% 92.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.20% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.61% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.40% 90.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.28% 89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 13820700
LOTUS LTS0186340
wikiData Q104969590