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Thalicberine, O-methyl

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 75a40328-1ee8-4dfb-90c4-91ed772f7ef5
Taxonomy Lignans, neolignans and related compounds
IUPAC Name 10,14,15,26-tetramethoxy-4,20-dimethyl-12,28-dioxa-4,20-diazaheptacyclo[27.2.2.17,11.113,17.123,27.03,8.021,35]hexatriaconta-1(31),7(36),8,10,13(35),14,16,23(34),24,26,29,32-dodecaene
SMILES (Canonical) CN1CCC2=CC3=C(C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC
SMILES (Isomeric) CN1CCC2=CC3=C(C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC
InChI InChI=1S/C38H42N2O6/c1-39-15-13-25-20-34-32(42-4)22-28(25)29(39)17-23-7-10-27(11-8-23)45-33-19-24(9-12-31(33)41-3)18-30-36-26(14-16-40(30)2)21-35(43-5)37(44-6)38(36)46-34/h7-12,19-22,29-30H,13-18H2,1-6H3
InChI Key UUURWWVPMHAACP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H42N2O6
Molecular Weight 622.70 g/mol
Exact Mass 622.30428706 g/mol
Topological Polar Surface Area (TPSA) 61.90 Ų
XlogP 6.70
Atomic LogP (AlogP) 7.16
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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19879-44-8
10,14,15,26-tetramethoxy-4,20-dimethyl-12,28-dioxa-4,20-diazaheptacyclo[27.2.2.17,11.113,17.123,27.03,8.021,35]hexatriaconta-1(31),7(36),8,10,13(35),14,16,23(34),24,26,29,32-dodecaene
(-)-O-Methylisothalicberine
CHEMBL2005418
NSC269189
NSC374609
THALICBERINE,(-)-O-METHYLISO
AKOS037623529
NSC-269189
NSC-374609
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Thalicberine, O-methyl

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9115 91.15%
Caco-2 + 0.7303 73.03%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Lysosomes 0.4588 45.88%
OATP2B1 inhibitior - 0.7157 71.57%
OATP1B1 inhibitior + 0.9429 94.29%
OATP1B3 inhibitior + 0.9495 94.95%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.9572 95.72%
P-glycoprotein substrate + 0.5670 56.70%
CYP3A4 substrate + 0.6742 67.42%
CYP2C9 substrate + 0.7865 78.65%
CYP2D6 substrate + 0.7650 76.50%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.9523 95.23%
CYP2C19 inhibition - 0.9321 93.21%
CYP2D6 inhibition - 0.9230 92.30%
CYP1A2 inhibition - 0.9106 91.06%
CYP2C8 inhibition + 0.5559 55.59%
CYP inhibitory promiscuity - 0.9503 95.03%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6133 61.33%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9440 94.40%
Skin irritation - 0.7867 78.67%
Skin corrosion - 0.9549 95.49%
Ames mutagenesis + 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9713 97.13%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.8932 89.32%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8059 80.59%
Acute Oral Toxicity (c) III 0.7532 75.32%
Estrogen receptor binding + 0.7010 70.10%
Androgen receptor binding + 0.7425 74.25%
Thyroid receptor binding + 0.6635 66.35%
Glucocorticoid receptor binding + 0.8680 86.80%
Aromatase binding + 0.5773 57.73%
PPAR gamma + 0.6014 60.14%
Honey bee toxicity - 0.7260 72.60%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.7700 77.00%
Fish aquatic toxicity + 0.8398 83.98%

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 99.43% 96.09%
CHEMBL2056 P21728 Dopamine D1 receptor 94.28% 91.00%
CHEMBL217 P14416 Dopamine D2 receptor 93.92% 95.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.84% 93.99%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.28% 89.62%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.87% 93.40%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 88.63% 82.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.56% 95.56%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.58% 95.78%
CHEMBL4302 P08183 P-glycoprotein 1 86.70% 92.98%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.19% 95.89%
CHEMBL5747 Q92793 CREB-binding protein 86.16% 95.12%
CHEMBL2581 P07339 Cathepsin D 86.02% 98.95%
CHEMBL2535 P11166 Glucose transporter 85.72% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.70% 94.45%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 85.55% 97.31%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.75% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.37% 89.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.99% 95.89%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 83.93% 90.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.55% 86.33%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 83.31% 96.86%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.79% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.35% 94.00%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.53% 95.53%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.52% 99.17%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 81.37% 92.38%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 80.63% 82.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.41% 89.00%
CHEMBL4208 P20618 Proteasome component C5 80.22% 90.00%

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.
Berberis laurina
Thalictrum minus
Thalictrum minus subsp. thunbergii

Cross-Links

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PubChem 320712
LOTUS LTS0057263
wikiData Q105279608