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(13S)-13-[[(13R)-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]oxy]-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 41ad4d53-f109-4249-82fb-07eebd8f6877
Taxonomy Alkaloids and derivatives > Benzophenanthridine alkaloids > Dihydrobenzophenanthridine alkaloids
IUPAC Name (13S)-13-[[(13R)-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]oxy]-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H36N2O9/c1-43-37-25(9-7-21-15-31-33(17-27(21)37)51-19-49-31)23-11-13-29(45-3)39(47-5)35(23)41(43)53-42-36-24(12-14-30(46-4)40(36)48-6)26-10-8-22-16-32-34(52-20-50-32)18-28(22)38(26)44(42)2/h7-18,41-42H,19-20H2,1-6H3/t41-,42+
InChI Key DJYDLNNCOAXITG-ZRKBJOGQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H36N2O9
Molecular Weight 712.70 g/mol
Exact Mass 712.24208073 g/mol
Topological Polar Surface Area (TPSA) 89.60 Ų
XlogP 8.40
Atomic LogP (AlogP) 8.43
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (13S)-13-[[(13R)-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]oxy]-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 + 0.8779 87.79%
Caco-2 - 0.5567 55.67%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.3824 38.24%
OATP2B1 inhibitior - 0.8556 85.56%
OATP1B1 inhibitior + 0.9292 92.92%
OATP1B3 inhibitior + 0.9485 94.85%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9893 98.93%
P-glycoprotein inhibitior + 0.9313 93.13%
P-glycoprotein substrate + 0.5775 57.75%
CYP3A4 substrate + 0.5890 58.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3798 37.98%
CYP3A4 inhibition + 0.7871 78.71%
CYP2C9 inhibition - 0.6530 65.30%
CYP2C19 inhibition + 0.7167 71.67%
CYP2D6 inhibition - 0.6750 67.50%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.5206 52.06%
CYP inhibitory promiscuity + 0.8168 81.68%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4741 47.41%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9122 91.22%
Skin irritation - 0.8169 81.69%
Skin corrosion - 0.9523 95.23%
Ames mutagenesis + 0.6246 62.46%
Human Ether-a-go-go-Related Gene inhibition + 0.9547 95.47%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5534 55.34%
skin sensitisation - 0.8857 88.57%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7654 76.54%
Acute Oral Toxicity (c) III 0.7095 70.95%
Estrogen receptor binding + 0.8494 84.94%
Androgen receptor binding + 0.8254 82.54%
Thyroid receptor binding + 0.7062 70.62%
Glucocorticoid receptor binding + 0.8559 85.59%
Aromatase binding + 0.6358 63.58%
PPAR gamma + 0.7428 74.28%
Honey bee toxicity - 0.8918 89.18%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.8095 80.95%

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 95.26% 96.77%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 94.87% 89.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 94.63% 92.62%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 94.54% 96.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.57% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.13% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.20% 94.00%
CHEMBL2581 P07339 Cathepsin D 89.98% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.74% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.26% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.92% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.90% 89.00%
CHEMBL2535 P11166 Glucose transporter 85.86% 98.75%
CHEMBL5747 Q92793 CREB-binding protein 85.79% 95.12%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.82% 91.11%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 84.45% 82.67%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.58% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.82% 97.09%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.30% 85.49%
CHEMBL2056 P21728 Dopamine D1 receptor 81.20% 91.00%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 80.84% 92.38%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.77% 96.00%
CHEMBL4208 P20618 Proteasome component C5 80.47% 90.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.27% 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.
Garcinia xanthochymus
Macleaya microcarpa

Cross-Links

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PubChem 102464238
NPASS NPC266486
LOTUS LTS0260842
wikiData Q104982914