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1-(1,2-dimethoxy-12,13-dihydro-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl)-3-(1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl)propan-2-one

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 6eeaab20-fe02-4b53-a3cb-72fea2a1b6b2
Taxonomy Alkaloids and derivatives > Benzophenanthridine alkaloids > Dihydrobenzophenanthridine alkaloids
IUPAC Name 1-(1,2-dimethoxy-12,13-dihydro-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl)-3-(1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl)propan-2-one
SMILES (Canonical) CN1C(C2=C(C=CC(=C2OC)OC)C3=C1C4=CC5=C(C=C4C=C3)OCO5)CC(=O)CC6C7=C(C=CC(=C7OC)OC)C8=C(N6)C9=CC1=C(C=C9C=C8)OCO1
SMILES (Isomeric) CN1C(C2=C(C=CC(=C2OC)OC)C3=C1C4=CC5=C(C=C4C=C3)OCO5)CC(=O)CC6C7=C(C=CC(=C7OC)OC)C8=C(N6)C9=CC1=C(C=C9C=C8)OCO1
InChI InChI=1S/C44H38N2O9/c1-46-32(40-26(11-13-34(49-3)44(40)51-5)28-9-7-23-15-36-38(55-21-53-36)19-30(23)42(28)46)17-24(47)16-31-39-25(10-12-33(48-2)43(39)50-4)27-8-6-22-14-35-37(54-20-52-35)18-29(22)41(27)45-31/h6-15,18-19,31-32,45H,16-17,20-21H2,1-5H3
InChI Key HYXNRNYIGSYSGV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H38N2O9
Molecular Weight 738.80 g/mol
Exact Mass 738.25773079 g/mol
Topological Polar Surface Area (TPSA) 106.00 Ų
XlogP 7.80
Atomic LogP (AlogP) 8.83
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-(1,2-dimethoxy-12,13-dihydro-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl)-3-(1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl)propan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9288 92.88%
Caco-2 - 0.7329 73.29%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Lysosomes 0.6124 61.24%
OATP2B1 inhibitior - 0.6997 69.97%
OATP1B1 inhibitior + 0.8932 89.32%
OATP1B3 inhibitior + 0.9373 93.73%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9966 99.66%
P-glycoprotein inhibitior + 0.9273 92.73%
P-glycoprotein substrate + 0.7847 78.47%
CYP3A4 substrate + 0.6370 63.70%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate + 0.4316 43.16%
CYP3A4 inhibition + 0.7723 77.23%
CYP2C9 inhibition - 0.6678 66.78%
CYP2C19 inhibition + 0.7662 76.62%
CYP2D6 inhibition - 0.5560 55.60%
CYP1A2 inhibition - 0.5510 55.10%
CYP2C8 inhibition + 0.6709 67.09%
CYP inhibitory promiscuity + 0.7899 78.99%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5067 50.67%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9355 93.55%
Skin irritation - 0.7994 79.94%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis + 0.5292 52.92%
Human Ether-a-go-go-Related Gene inhibition + 0.9606 96.06%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.5534 55.34%
skin sensitisation - 0.8822 88.22%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8311 83.11%
Acute Oral Toxicity (c) III 0.6894 68.94%
Estrogen receptor binding + 0.8227 82.27%
Androgen receptor binding + 0.7972 79.72%
Thyroid receptor binding + 0.6781 67.81%
Glucocorticoid receptor binding + 0.8606 86.06%
Aromatase binding + 0.5884 58.84%
PPAR gamma + 0.7705 77.05%
Honey bee toxicity - 0.8598 85.98%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8130 81.30%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.72% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.20% 96.77%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 95.26% 89.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.97% 92.62%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 93.19% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.18% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.12% 94.00%
CHEMBL4208 P20618 Proteasome component C5 91.83% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.43% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.32% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.25% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.39% 96.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.59% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.30% 99.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.28% 89.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.82% 95.56%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.25% 89.44%
CHEMBL4040 P28482 MAP kinase ERK2 83.86% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.64% 97.09%
CHEMBL2535 P11166 Glucose transporter 83.48% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.34% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.15% 91.11%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 82.22% 90.95%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.64% 85.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.21% 85.14%

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.
Zanthoxylum asiaticum

Cross-Links

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PubChem 162867030
LOTUS LTS0184274
wikiData Q105035515