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(1S,12S)-9,15,16-trimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[10.7.1.02,10.04,8.013,18]icosa-2,4(8),9,13,15,17-hexaene

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 088ce005-5dea-401d-93c1-4790c3b16da6
Taxonomy Alkaloids and derivatives > Pavine alkaloids
IUPAC Name (1S,12S)-9,15,16-trimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[10.7.1.02,10.04,8.013,18]icosa-2,4(8),9,13,15,17-hexaene
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H23NO5/c1-22-15-5-11-6-17(23-2)18(24-3)8-12(11)16(22)7-14-13(15)9-19-21(20(14)25-4)27-10-26-19/h6,8-9,15-16H,5,7,10H2,1-4H3/t15-,16-/m0/s1
InChI Key CWXDRARLYHCBSJ-HOTGVXAUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H23NO5
Molecular Weight 369.40 g/mol
Exact Mass 369.15762283 g/mol
Topological Polar Surface Area (TPSA) 49.40 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.27
H-Bond Acceptor 6
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 (1S,12S)-9,15,16-trimethoxy-20-methyl-5,7-dioxa-20-azapentacyclo[10.7.1.02,10.04,8.013,18]icosa-2,4(8),9,13,15,17-hexaene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9569 95.69%
Caco-2 + 0.9417 94.17%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Lysosomes 0.4467 44.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9306 93.06%
OATP1B3 inhibitior + 0.9446 94.46%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7466 74.66%
P-glycoprotein inhibitior + 0.6179 61.79%
P-glycoprotein substrate - 0.7041 70.41%
CYP3A4 substrate + 0.5753 57.53%
CYP2C9 substrate - 0.6129 61.29%
CYP2D6 substrate + 0.7342 73.42%
CYP3A4 inhibition + 0.5445 54.45%
CYP2C9 inhibition - 0.8056 80.56%
CYP2C19 inhibition + 0.6858 68.58%
CYP2D6 inhibition + 0.5259 52.59%
CYP1A2 inhibition + 0.5910 59.10%
CYP2C8 inhibition - 0.8229 82.29%
CYP inhibitory promiscuity + 0.7187 71.87%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5500 55.00%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9170 91.70%
Skin irritation - 0.8039 80.39%
Skin corrosion - 0.9499 94.99%
Ames mutagenesis + 0.5046 50.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7043 70.43%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.5966 59.66%
skin sensitisation - 0.8550 85.50%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6463 64.63%
Acute Oral Toxicity (c) III 0.6394 63.94%
Estrogen receptor binding + 0.7714 77.14%
Androgen receptor binding - 0.5639 56.39%
Thyroid receptor binding + 0.6959 69.59%
Glucocorticoid receptor binding + 0.8472 84.72%
Aromatase binding - 0.6490 64.90%
PPAR gamma + 0.6395 63.95%
Honey bee toxicity - 0.7344 73.44%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9100 91.00%

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 98.36% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.75% 96.77%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 94.36% 89.62%
CHEMBL2581 P07339 Cathepsin D 92.57% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.96% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.82% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.42% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.98% 89.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.75% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.54% 93.40%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 87.52% 82.67%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 86.79% 80.96%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 86.55% 96.86%
CHEMBL2535 P11166 Glucose transporter 85.76% 98.75%
CHEMBL217 P14416 Dopamine D2 receptor 85.26% 95.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.08% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.02% 95.89%
CHEMBL5747 Q92793 CREB-binding protein 84.89% 95.12%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.60% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.85% 93.99%
CHEMBL3438 Q05513 Protein kinase C zeta 82.64% 88.48%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.50% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.58% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.56% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.42% 95.89%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 80.39% 99.09%

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 163185233
LOTUS LTS0267858
wikiData Q104971658