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(+/-)-Tortuosamine

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 28c507eb-4821-4420-86f5-13f6af378f8a
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Phenylquinolines
IUPAC Name 2-[6-(3,4-dimethoxyphenyl)-7,8-dihydro-5H-quinolin-6-yl]-N-methylethanamine
SMILES (Canonical) CNCCC1(CCC2=C(C1)C=CC=N2)C3=CC(=C(C=C3)OC)OC
SMILES (Isomeric) CNCCC1(CCC2=C(C1)C=CC=N2)C3=CC(=C(C=C3)OC)OC
InChI InChI=1S/C20H26N2O2/c1-21-12-10-20(9-8-17-15(14-20)5-4-11-22-17)16-6-7-18(23-2)19(13-16)24-3/h4-7,11,13,21H,8-10,12,14H2,1-3H3
InChI Key QFRVOGLOHJOHAY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H26N2O2
Molecular Weight 326.40 g/mol
Exact Mass 326.199428076 g/mol
Topological Polar Surface Area (TPSA) 43.40 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.14
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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Tortuosamine, (+/-)-
XH338JMK8P
UNII-XH338JMK8P
79517-20-7
6-(3,4-Dimethoxyphenyl)-5,6,7,8-tetrahydro-N-methyl-6-quinolineethanamine
6-Quinolineethanamine, 6-(3,4-dimethoxyphenyl)-5,6,7,8-tetrahydro-N-methyl-
6-Quinolineethanamine, 6-(3,4-dimethoxyphenyl)-5,6,7,8-tetrahydro-N-methyl-, (+/-)-
(+-)-Tortuosamine
DTXSID501045656

2D Structure

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2D Structure of (+/-)-Tortuosamine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9964 99.64%
Caco-2 + 0.8227 82.27%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.6944 69.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9261 92.61%
OATP1B3 inhibitior + 0.9422 94.22%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.5793 57.93%
P-glycoprotein substrate + 0.7809 78.09%
CYP3A4 substrate + 0.6464 64.64%
CYP2C9 substrate - 0.8110 81.10%
CYP2D6 substrate + 0.6401 64.01%
CYP3A4 inhibition + 0.5755 57.55%
CYP2C9 inhibition - 0.7500 75.00%
CYP2C19 inhibition - 0.7161 71.61%
CYP2D6 inhibition - 0.6422 64.22%
CYP1A2 inhibition - 0.6918 69.18%
CYP2C8 inhibition + 0.5718 57.18%
CYP inhibitory promiscuity - 0.5326 53.26%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6908 69.08%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9763 97.63%
Skin irritation - 0.7048 70.48%
Skin corrosion - 0.9050 90.50%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9529 95.29%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5178 51.78%
skin sensitisation - 0.8633 86.33%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7036 70.36%
Acute Oral Toxicity (c) II 0.5132 51.32%
Estrogen receptor binding + 0.6115 61.15%
Androgen receptor binding + 0.7167 71.67%
Thyroid receptor binding + 0.7213 72.13%
Glucocorticoid receptor binding - 0.7567 75.67%
Aromatase binding - 0.5464 54.64%
PPAR gamma + 0.5338 53.38%
Honey bee toxicity - 0.8274 82.74%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.6449 64.49%

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 97.92% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.40% 95.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.40% 85.14%
CHEMBL2243 O00519 Anandamide amidohydrolase 92.14% 97.53%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.88% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.33% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.05% 86.33%
CHEMBL4699 O60725 Isoprenylcysteine carboxyl methyltransferase 90.85% 100.00%
CHEMBL2535 P11166 Glucose transporter 89.59% 98.75%
CHEMBL3524 P56524 Histone deacetylase 4 89.34% 92.97%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 88.62% 94.03%
CHEMBL2581 P07339 Cathepsin D 88.08% 98.95%
CHEMBL4208 P20618 Proteasome component C5 86.99% 90.00%
CHEMBL4302 P08183 P-glycoprotein 1 86.43% 92.98%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 86.22% 85.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.45% 94.45%
CHEMBL5747 Q92793 CREB-binding protein 84.92% 95.12%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.58% 91.07%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.52% 96.00%
CHEMBL222 P23975 Norepinephrine transporter 83.40% 96.06%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.29% 96.00%
CHEMBL288 Q08499 Phosphodiesterase 4D 81.70% 97.50%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 81.44% 91.79%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.41% 96.67%
CHEMBL3085 P43003 Excitatory amino acid transporter 1 80.82% 94.67%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.34% 92.62%
CHEMBL3891 P07384 Calpain 1 80.15% 93.04%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 80.03% 92.38%

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.
Mesembryanthemum tortuosum

Cross-Links

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PubChem 10947372
LOTUS LTS0157047
wikiData Q105219728