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(13R)-13-[(2S)-2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine

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 99a44a72-5a68-47b6-83f2-7206e14c0883
Taxonomy Alkaloids and derivatives > Benzophenanthridine alkaloids > Dihydrobenzophenanthridine alkaloids
IUPAC Name (13R)-13-[(2S)-2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
SMILES (Canonical) CCOC(CC1C2=C(C=CC(=C2OC)OC)C3=C(N1C)C4=CC5=C(C=C4C=C3)OCO5)C6=CC(=C(C=C6OC)OC)OC
SMILES (Isomeric) CCO[C@@H](C[C@@H]1C2=C(C=CC(=C2OC)OC)C3=C(N1C)C4=CC5=C(C=C4C=C3)OCO5)C6=CC(=C(C=C6OC)OC)OC
InChI InChI=1S/C34H37NO8/c1-8-41-27(23-15-28(38-5)29(39-6)17-26(23)37-4)16-24-32-20(11-12-25(36-3)34(32)40-7)21-10-9-19-13-30-31(43-18-42-30)14-22(19)33(21)35(24)2/h9-15,17,24,27H,8,16,18H2,1-7H3/t24-,27+/m1/s1
InChI Key QJWLGHORUXMFQR-SQHAQQRYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H37NO8
Molecular Weight 587.70 g/mol
Exact Mass 587.25191714 g/mol
Topological Polar Surface Area (TPSA) 77.10 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.94
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (13R)-13-[(2S)-2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9499 94.99%
Caco-2 + 0.6212 62.12%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.4614 46.14%
OATP2B1 inhibitior - 0.7243 72.43%
OATP1B1 inhibitior + 0.8875 88.75%
OATP1B3 inhibitior + 0.9369 93.69%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9937 99.37%
P-glycoprotein inhibitior + 0.9685 96.85%
P-glycoprotein substrate + 0.7489 74.89%
CYP3A4 substrate + 0.6482 64.82%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate + 0.4913 49.13%
CYP3A4 inhibition + 0.7136 71.36%
CYP2C9 inhibition - 0.7144 71.44%
CYP2C19 inhibition + 0.7758 77.58%
CYP2D6 inhibition - 0.5568 55.68%
CYP1A2 inhibition + 0.5162 51.62%
CYP2C8 inhibition + 0.6366 63.66%
CYP inhibitory promiscuity + 0.7788 77.88%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4759 47.59%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9388 93.88%
Skin irritation - 0.8270 82.70%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9384 93.84%
Micronuclear + 0.5900 59.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8583 85.83%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8155 81.55%
Acute Oral Toxicity (c) III 0.7260 72.60%
Estrogen receptor binding + 0.8270 82.70%
Androgen receptor binding + 0.7676 76.76%
Thyroid receptor binding + 0.7299 72.99%
Glucocorticoid receptor binding + 0.8507 85.07%
Aromatase binding + 0.5519 55.19%
PPAR gamma + 0.7020 70.20%
Honey bee toxicity - 0.7954 79.54%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9131 91.31%

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 97.96% 96.77%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 97.17% 89.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.75% 96.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 95.62% 92.62%
CHEMBL2581 P07339 Cathepsin D 94.10% 98.95%
CHEMBL5747 Q92793 CREB-binding protein 93.72% 95.12%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.53% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.24% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.95% 93.99%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.52% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.39% 99.17%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 86.88% 96.09%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 85.90% 92.38%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.56% 89.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.18% 97.09%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 84.92% 92.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.85% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.91% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.37% 94.75%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 82.92% 92.50%
CHEMBL2535 P11166 Glucose transporter 82.83% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.59% 95.56%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.21% 85.49%
CHEMBL4208 P20618 Proteasome component C5 80.29% 90.00%

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.
Zanthoxylum buesgenii

Cross-Links

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PubChem 163186902
LOTUS LTS0217214
wikiData Q105222940