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Sinomendine

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 1c595fc6-3cc6-419e-aeab-3ed903c2b1c7
Taxonomy Alkaloids and derivatives > Aporphines
IUPAC Name 5,6,15-trimethoxy-8-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),3,5,9,11,13,15-octaen-8-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H19NO4/c1-20(22)17-13(5-6-15(24-3)18(17)25-4)14-10-12(23-2)9-11-7-8-21-19(20)16(11)14/h5-10,22H,1-4H3
InChI Key LQGMCNYUEUTNAW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H19NO4
Molecular Weight 337.40 g/mol
Exact Mass 337.13140809 g/mol
Topological Polar Surface Area (TPSA) 60.80 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.50
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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CHEBI:132720
2,8,9-trimethoxy-7-methyl-7H-dibenzo[de,g]quinolin-7-ol
2,8,9-trimethoxy-7-methyl-7H-dibenzo(de,g)quinolin-7-ol
RefChem:183168
5,6,15-trimethoxy-8-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),3,5,9,11,13,15-octaen-8-ol

2D Structure

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2D Structure of Sinomendine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9775 97.75%
Caco-2 + 0.6975 69.75%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.4819 48.19%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.9314 93.14%
OATP1B3 inhibitior + 0.9761 97.61%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6726 67.26%
P-glycoprotein inhibitior + 0.5959 59.59%
P-glycoprotein substrate - 0.5893 58.93%
CYP3A4 substrate + 0.5862 58.62%
CYP2C9 substrate - 0.8120 81.20%
CYP2D6 substrate - 0.6991 69.91%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.9601 96.01%
CYP2C19 inhibition - 0.5729 57.29%
CYP2D6 inhibition - 0.7881 78.81%
CYP1A2 inhibition + 0.5403 54.03%
CYP2C8 inhibition + 0.7986 79.86%
CYP inhibitory promiscuity + 0.5298 52.98%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6233 62.33%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.5886 58.86%
Skin irritation - 0.8128 81.28%
Skin corrosion - 0.9648 96.48%
Ames mutagenesis + 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6563 65.63%
Micronuclear + 0.6059 60.59%
Hepatotoxicity + 0.6014 60.14%
skin sensitisation - 0.9175 91.75%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity + 0.4770 47.70%
Acute Oral Toxicity (c) III 0.4485 44.85%
Estrogen receptor binding + 0.9211 92.11%
Androgen receptor binding + 0.6892 68.92%
Thyroid receptor binding + 0.8908 89.08%
Glucocorticoid receptor binding + 0.8721 87.21%
Aromatase binding + 0.8610 86.10%
PPAR gamma + 0.7510 75.10%
Honey bee toxicity - 0.9433 94.33%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity - 0.6617 66.17%

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
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.71% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.48% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.87% 96.09%
CHEMBL3492 P49721 Proteasome Macropain subunit 92.39% 90.24%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.92% 99.15%
CHEMBL1907 P15144 Aminopeptidase N 91.78% 93.31%
CHEMBL5747 Q92793 CREB-binding protein 91.46% 95.12%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.28% 96.00%
CHEMBL2535 P11166 Glucose transporter 91.23% 98.75%
CHEMBL235 P37231 Peroxisome proliferator-activated receptor gamma 90.31% 95.39%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.38% 95.78%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 88.33% 96.09%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 88.22% 96.67%
CHEMBL1255126 O15151 Protein Mdm4 87.57% 90.20%
CHEMBL4208 P20618 Proteasome component C5 87.21% 90.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 86.92% 97.53%
CHEMBL1937 Q92769 Histone deacetylase 2 86.21% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.86% 95.50%
CHEMBL4302 P08183 P-glycoprotein 1 85.56% 92.98%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 85.05% 92.68%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.87% 100.00%
CHEMBL3085 P43003 Excitatory amino acid transporter 1 84.83% 94.67%
CHEMBL2056 P21728 Dopamine D1 receptor 84.15% 91.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.80% 91.11%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 83.53% 100.00%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 83.50% 94.03%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.63% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.58% 95.56%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.61% 94.42%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.37% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 80.70% 91.49%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 80.45% 96.47%

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.
Sinomenium acutum

Cross-Links

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PubChem 11759516
NPASS NPC185627