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(1S,17S,20R)-20-methoxy-5,7-dioxa-14-azapentacyclo[12.7.0.01,17.02,10.04,8]henicosa-2,4(8),9,18-tetraene

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 25585aa5-967a-4811-9044-0a3ace91ef07
Taxonomy Alkaloids and derivatives > Erythrina alkaloids > Homoerythrinane alkaloids
IUPAC Name (1S,17S,20R)-20-methoxy-5,7-dioxa-14-azapentacyclo[12.7.0.01,17.02,10.04,8]henicosa-2,4(8),9,18-tetraene
SMILES (Canonical) COC1CC23C(CCN2CCCC4=CC5=C(C=C34)OCO5)C=C1
SMILES (Isomeric) CO[C@@H]1C[C@@]23[C@@H](CCN2CCCC4=CC5=C(C=C34)OCO5)C=C1
InChI InChI=1S/C19H23NO3/c1-21-15-5-4-14-6-8-20-7-2-3-13-9-17-18(23-12-22-17)10-16(13)19(14,20)11-15/h4-5,9-10,14-15H,2-3,6-8,11-12H2,1H3/t14-,15+,19+/m1/s1
InChI Key PMBXAKHNZRLXJE-VCBZYWHSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H23NO3
Molecular Weight 313.40 g/mol
Exact Mass 313.16779360 g/mol
Topological Polar Surface Area (TPSA) 30.90 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.85
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,17S,20R)-20-methoxy-5,7-dioxa-14-azapentacyclo[12.7.0.01,17.02,10.04,8]henicosa-2,4(8),9,18-tetraene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9954 99.54%
Caco-2 + 0.9213 92.13%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.4557 45.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9058 90.58%
OATP1B3 inhibitior + 0.9507 95.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8990 89.90%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.7067 70.67%
CYP3A4 substrate + 0.5994 59.94%
CYP2C9 substrate - 0.6108 61.08%
CYP2D6 substrate + 0.5000 50.00%
CYP3A4 inhibition + 0.6485 64.85%
CYP2C9 inhibition - 0.8675 86.75%
CYP2C19 inhibition + 0.5676 56.76%
CYP2D6 inhibition + 0.7061 70.61%
CYP1A2 inhibition - 0.5770 57.70%
CYP2C8 inhibition - 0.7983 79.83%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4957 49.57%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9894 98.94%
Skin irritation - 0.7981 79.81%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8547 85.47%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.5591 55.91%
skin sensitisation - 0.7989 79.89%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6416 64.16%
Acute Oral Toxicity (c) III 0.6029 60.29%
Estrogen receptor binding + 0.6473 64.73%
Androgen receptor binding + 0.5219 52.19%
Thyroid receptor binding + 0.7322 73.22%
Glucocorticoid receptor binding + 0.6586 65.86%
Aromatase binding - 0.5088 50.88%
PPAR gamma + 0.5700 57.00%
Honey bee toxicity - 0.8211 82.11%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.8138 81.38%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.82% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.46% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.25% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.11% 91.11%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 91.77% 82.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.31% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.88% 92.62%
CHEMBL2581 P07339 Cathepsin D 89.15% 98.95%
CHEMBL5203 P33316 dUTP pyrophosphatase 88.97% 99.18%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.87% 93.40%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.69% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.27% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.03% 93.04%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 87.67% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.47% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.49% 92.94%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 85.40% 80.96%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 84.47% 96.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.33% 85.14%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 83.98% 90.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.68% 95.56%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.47% 94.78%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.12% 82.38%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.37% 89.62%
CHEMBL1938212 Q9UPP1 Histone lysine demethylase PHF8 81.15% 98.33%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.92% 96.39%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 80.11% 91.43%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.06% 95.78%

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.
Phelline comosa

Cross-Links

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PubChem 163186960
LOTUS LTS0080482
wikiData Q105211381