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Thalifaberidine

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 fe6c6f7f-debc-4ed5-9ae3-20cfe4a673fa
Taxonomy Alkaloids and derivatives > Aporphines
IUPAC Name (6aS)-8-[4-[[(1S)-6-hydroxy-7-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]-1,2,3,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-ol
SMILES (Canonical) CN1CCC2=C3C1CC4=C(C(=C(C=C4C3=C(C(=C2OC)OC)OC)OC)O)OC5=CC=C(C=C5)CC6C7=CC(=C(C=C7CCN6C)O)OC
SMILES (Isomeric) CN1CCC2=C3[C@@H]1CC4=C(C(=C(C=C4C3=C(C(=C2OC)OC)OC)OC)O)OC5=CC=C(C=C5)C[C@H]6C7=CC(=C(C=C7CCN6C)O)OC
InChI InChI=1S/C39H44N2O8/c1-40-14-12-22-17-30(42)31(44-3)19-25(22)28(40)16-21-8-10-23(11-9-21)49-36-27-18-29-33-24(13-15-41(29)2)37(46-5)39(48-7)38(47-6)34(33)26(27)20-32(45-4)35(36)43/h8-11,17,19-20,28-29,42-43H,12-16,18H2,1-7H3/t28-,29-/m0/s1
InChI Key ASHXFBBPKYCWEY-VMPREFPWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H44N2O8
Molecular Weight 668.80 g/mol
Exact Mass 668.30976637 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.46
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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160568-13-8
6',8-Desmethylthalifaberine
CHEMBL446572
DTXSID00166938
NSC676431
NSC-676431
NCI60_027040
(6aS)-8-[4-[[(1S)-6-hydroxy-7-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]-1,2,3,10-tetramethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-9-ol
4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,3,10-tetramethoxy-6-methyl-8-(4-((1,2,3,4-tetrahydro-6-hydroxy-7-methoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-, (S-(R*,R*))-

2D Structure

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2D Structure of Thalifaberidine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5972 59.72%
Caco-2 - 0.7620 76.20%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6006 60.06%
OATP2B1 inhibitior - 0.5597 55.97%
OATP1B1 inhibitior + 0.8609 86.09%
OATP1B3 inhibitior + 0.9275 92.75%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9871 98.71%
P-glycoprotein inhibitior + 0.8822 88.22%
P-glycoprotein substrate + 0.5825 58.25%
CYP3A4 substrate + 0.7394 73.94%
CYP2C9 substrate + 0.7865 78.65%
CYP2D6 substrate + 0.7818 78.18%
CYP3A4 inhibition - 0.9406 94.06%
CYP2C9 inhibition - 0.9648 96.48%
CYP2C19 inhibition - 0.9470 94.70%
CYP2D6 inhibition - 0.8632 86.32%
CYP1A2 inhibition - 0.8551 85.51%
CYP2C8 inhibition + 0.7963 79.63%
CYP inhibitory promiscuity - 0.9397 93.97%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6597 65.97%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9207 92.07%
Skin irritation - 0.7914 79.14%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8021 80.21%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8992 89.92%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.9341 93.41%
Acute Oral Toxicity (c) III 0.7223 72.23%
Estrogen receptor binding + 0.8004 80.04%
Androgen receptor binding + 0.7168 71.68%
Thyroid receptor binding + 0.5827 58.27%
Glucocorticoid receptor binding + 0.7863 78.63%
Aromatase binding + 0.6888 68.88%
PPAR gamma + 0.7280 72.80%
Honey bee toxicity - 0.7788 77.88%
Biodegradation - 1.0000 100.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.8442 84.42%

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 99.58% 96.09%
CHEMBL217 P14416 Dopamine D2 receptor 98.53% 95.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.86% 85.14%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 97.63% 91.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.51% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.46% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 96.75% 95.89%
CHEMBL2056 P21728 Dopamine D1 receptor 96.43% 91.00%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 96.03% 95.34%
CHEMBL4208 P20618 Proteasome component C5 95.51% 90.00%
CHEMBL5747 Q92793 CREB-binding protein 95.19% 95.12%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.63% 95.89%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 93.56% 92.68%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.38% 99.17%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 92.17% 91.03%
CHEMBL261 P00915 Carbonic anhydrase I 91.85% 96.76%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.66% 94.00%
CHEMBL2535 P11166 Glucose transporter 91.66% 98.75%
CHEMBL1951 P21397 Monoamine oxidase A 91.35% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.00% 86.33%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 90.29% 95.53%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.16% 92.62%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.30% 95.17%
CHEMBL3474 P14555 Phospholipase A2 group IIA 87.88% 94.05%
CHEMBL3438 Q05513 Protein kinase C zeta 87.40% 88.48%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.95% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.54% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.22% 95.56%
CHEMBL1913 P09619 Platelet-derived growth factor receptor beta 86.03% 95.70%
CHEMBL2243 O00519 Anandamide amidohydrolase 85.60% 97.53%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.64% 82.38%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.34% 95.78%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 83.81% 90.95%
CHEMBL205 P00918 Carbonic anhydrase II 83.79% 98.44%
CHEMBL3820 P35557 Hexokinase type IV 82.49% 91.96%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.53% 93.65%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 81.12% 96.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.97% 92.94%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 80.93% 83.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.19% 90.71%

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.
Thalictrum faberi

Cross-Links

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PubChem 157828
LOTUS LTS0132230
wikiData Q83036230