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(13R)-1,2,4-trimethoxy-12-methyl-13-[[(13S)-1,2,4-trimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]oxy]-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 6631b1af-0e95-4469-a4e5-e7a624690710
Taxonomy Alkaloids and derivatives > Benzophenanthridine alkaloids > Dihydrobenzophenanthridine alkaloids
IUPAC Name (13S)-1,2,4-trimethoxy-12-methyl-13-[[(13R)-1,2,4-trimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]oxy]-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H40N2O11/c1-45-39-23(11-9-21-13-27-29(15-25(21)39)55-19-53-27)35-31(47-3)17-33(49-5)41(51-7)37(35)43(45)57-44-38-36(32(48-4)18-34(50-6)42(38)52-8)24-12-10-22-14-28-30(56-20-54-28)16-26(22)40(24)46(44)2/h9-18,43-44H,19-20H2,1-8H3/t43-,44+
InChI Key ORNANJMWOIBEIO-PIYFIQLCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H40N2O11
Molecular Weight 772.80 g/mol
Exact Mass 772.26321010 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 8.30
Atomic LogP (AlogP) 8.45
H-Bond Acceptor 13
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (13R)-1,2,4-trimethoxy-12-methyl-13-[[(13S)-1,2,4-trimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]oxy]-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 - 0.6066 60.66%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.3824 38.24%
OATP2B1 inhibitior - 0.8542 85.42%
OATP1B1 inhibitior + 0.9143 91.43%
OATP1B3 inhibitior + 0.9485 94.85%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9870 98.70%
P-glycoprotein inhibitior + 0.9016 90.16%
P-glycoprotein substrate + 0.5746 57.46%
CYP3A4 substrate + 0.6062 60.62%
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 + 0.6000 60.00%
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 - 0.8980 89.80%
Skin irritation - 0.8169 81.69%
Skin corrosion - 0.9523 95.23%
Ames mutagenesis + 0.6446 64.46%
Human Ether-a-go-go-Related Gene inhibition + 0.9362 93.62%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8857 88.57%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7809 78.09%
Acute Oral Toxicity (c) III 0.7095 70.95%
Estrogen receptor binding + 0.8300 83.00%
Androgen receptor binding + 0.8019 80.19%
Thyroid receptor binding + 0.7108 71.08%
Glucocorticoid receptor binding + 0.8473 84.73%
Aromatase binding + 0.6391 63.91%
PPAR gamma + 0.7470 74.70%
Honey bee toxicity - 0.8857 88.57%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.7100 71.00%
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 96.50% 96.77%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 94.55% 89.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.68% 92.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.07% 93.99%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 92.47% 96.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.13% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.39% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.09% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.05% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.85% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.81% 94.00%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 88.35% 85.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.12% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.62% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.59% 96.00%
CHEMBL2535 P11166 Glucose transporter 86.36% 98.75%
CHEMBL1907 P15144 Aminopeptidase N 85.91% 93.31%
CHEMBL5203 P33316 dUTP pyrophosphatase 85.57% 99.18%
CHEMBL5747 Q92793 CREB-binding protein 85.46% 95.12%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 85.37% 82.67%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 84.59% 80.96%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.82% 97.09%
CHEMBL4208 P20618 Proteasome component C5 83.54% 90.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.06% 89.44%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.96% 99.17%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 81.23% 91.43%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.16% 82.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.68% 92.94%
CHEMBL1951 P21397 Monoamine oxidase A 80.58% 91.49%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 80.10% 96.86%

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.
Sanguinaria canadensis

Cross-Links

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PubChem 163070816
LOTUS LTS0042978
wikiData Q105198051