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(13aS)-3,6,7-trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine

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 d695ebd0-48be-4dbf-8042-d32cacf78a7f
Taxonomy Benzenoids > Phenanthrenes and derivatives > Phenanthroindolizidines
IUPAC Name (13aS)-3,6,7-trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine
SMILES (Canonical) COC1=CC2=C(C=C1)C3=C(CN4CCCC4C3)C5=CC(=C(C=C52)OC)OC
SMILES (Isomeric) COC1=CC2=C(C=C1)C3=C(CN4CCC[C@H]4C3)C5=CC(=C(C=C52)OC)OC
InChI InChI=1S/C23H25NO3/c1-25-15-6-7-16-17-9-14-5-4-8-24(14)13-21(17)20-12-23(27-3)22(26-2)11-19(20)18(16)10-15/h6-7,10-12,14H,4-5,8-9,13H2,1-3H3/t14-/m0/s1
InChI Key RFPUTOSCASFEEO-AWEZNQCLSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C23H25NO3
Molecular Weight 363.40 g/mol
Exact Mass 363.18344366 g/mol
Topological Polar Surface Area (TPSA) 30.90 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.54
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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CHEMBL1833978

2D Structure

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2D Structure of (13aS)-3,6,7-trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9903 99.03%
Caco-2 + 0.9148 91.48%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7592 75.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9255 92.55%
OATP1B3 inhibitior + 0.9521 95.21%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.6500 65.00%
BSEP inhibitior + 0.9562 95.62%
P-glycoprotein inhibitior + 0.8516 85.16%
P-glycoprotein substrate + 0.6246 62.46%
CYP3A4 substrate + 0.5645 56.45%
CYP2C9 substrate + 0.7753 77.53%
CYP2D6 substrate + 0.8760 87.60%
CYP3A4 inhibition - 0.7703 77.03%
CYP2C9 inhibition - 0.8587 85.87%
CYP2C19 inhibition - 0.6365 63.65%
CYP2D6 inhibition + 0.8931 89.31%
CYP1A2 inhibition + 0.6404 64.04%
CYP2C8 inhibition - 0.6545 65.45%
CYP inhibitory promiscuity + 0.5345 53.45%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6104 61.04%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9729 97.29%
Skin irritation - 0.7808 78.08%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8670 86.70%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.8000 80.00%
skin sensitisation - 0.8959 89.59%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7182 71.82%
Acute Oral Toxicity (c) II 0.8085 80.85%
Estrogen receptor binding + 0.8131 81.31%
Androgen receptor binding + 0.6648 66.48%
Thyroid receptor binding + 0.7007 70.07%
Glucocorticoid receptor binding + 0.7654 76.54%
Aromatase binding + 0.6646 66.46%
PPAR gamma - 0.6044 60.44%
Honey bee toxicity - 0.8788 87.88%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.7800 78.00%
Fish aquatic toxicity + 0.6678 66.78%

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
CHEMBL3438 Q05513 Protein kinase C zeta 95.36% 88.48%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.90% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.98% 92.94%
CHEMBL5203 P33316 dUTP pyrophosphatase 93.96% 99.18%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.58% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.00% 96.09%
CHEMBL5747 Q92793 CREB-binding protein 92.60% 95.12%
CHEMBL2535 P11166 Glucose transporter 92.53% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.76% 89.62%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 90.79% 91.43%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 89.53% 90.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.23% 97.09%
CHEMBL1907 P15144 Aminopeptidase N 89.00% 93.31%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.96% 91.11%
CHEMBL4208 P20618 Proteasome component C5 88.70% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.54% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.11% 93.99%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.37% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.80% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.36% 92.62%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 82.15% 96.86%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 82.05% 95.53%
CHEMBL2581 P07339 Cathepsin D 81.97% 98.95%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.69% 91.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.27% 94.45%
CHEMBL1871 P10275 Androgen Receptor 81.25% 96.43%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 81.01% 92.38%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 80.72% 91.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.63% 97.14%

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.
Ficus septica

Cross-Links

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PubChem 49868734
LOTUS LTS0148172
wikiData Q105235534