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Berberilaurine

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 d42609de-c6e7-44f7-a385-0a57a52f33ca
Taxonomy Lignans, neolignans and related compounds
IUPAC Name (12S,25R)-5,20-dimethoxy-11,26-dimethyl-2,18-dioxa-11,26-diazaheptacyclo[23.6.2.214,17.119,23.03,8.07,12.029,33]hexatriaconta-1(31),3(8),4,6,14(36),15,17(35),19,21,23(34),29,32-dodecaene-4,31-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H38N2O6/c1-37-13-11-23-18-30(39)32-19-26(23)28(37)16-22-7-10-31(41-3)33(17-22)43-24-8-5-21(6-9-24)15-29-27-20-34(42-4)35(40)36(44-32)25(27)12-14-38(29)2/h5-10,17-20,28-29,39-40H,11-16H2,1-4H3/t28-,29+/m1/s1
InChI Key ZAPNXWOAXFPROC-WDYNHAJCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H38N2O6
Molecular Weight 594.70 g/mol
Exact Mass 594.27298694 g/mol
Topological Polar Surface Area (TPSA) 83.90 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.56
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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120416-86-6
DTXSID60152857
(12S,25R)-5,20-dimethoxy-11,26-dimethyl-2,18-dioxa-11,26-diazaheptacyclo(23.6.2.214,17.119,23.03,8.07,12.029,33)hexatriaconta-1(31),3(8),4,6,14(36),15,17(35),19,21,23(34),29,32-dodecaene-4,31-diol
(12S,25R)-5,20-dimethoxy-11,26-dimethyl-2,18-dioxa-11,26-diazaheptacyclo[23.6.2.214,17.119,23.03,8.07,12.029,33]hexatriaconta-1(31),3(8),4,6,14(36),15,17(35),19,21,23(34),29,32-dodecaene-4,31-diol
RefChem:119040
DTXCID2075348
(1~1~S,3~1~R)-1~7~,5~4~-Dimethoxy-1~2~,3~2~-dimethyl-1~1~,1~2~,1~3~,1~4~,3~1~,3~2~,3~3~,3~4~-octahydro-2,6-dioxa-1(5,1),3(7,1)-diisoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane-1~6~,3~6~-diol

2D Structure

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2D Structure of Berberilaurine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6596 65.96%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.4026 40.26%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.9158 91.58%
OATP1B3 inhibitior + 0.9461 94.61%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9953 99.53%
P-glycoprotein inhibitior + 0.9205 92.05%
P-glycoprotein substrate + 0.6706 67.06%
CYP3A4 substrate + 0.6670 66.70%
CYP2C9 substrate + 0.7890 78.90%
CYP2D6 substrate + 0.7253 72.53%
CYP3A4 inhibition - 0.9075 90.75%
CYP2C9 inhibition - 0.9394 93.94%
CYP2C19 inhibition - 0.9289 92.89%
CYP2D6 inhibition - 0.9225 92.25%
CYP1A2 inhibition - 0.8298 82.98%
CYP2C8 inhibition + 0.5766 57.66%
CYP inhibitory promiscuity - 0.9568 95.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6566 65.66%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9396 93.96%
Skin irritation - 0.7798 77.98%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9208 92.08%
Micronuclear + 0.5900 59.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.8892 88.92%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8378 83.78%
Acute Oral Toxicity (c) III 0.6770 67.70%
Estrogen receptor binding + 0.7799 77.99%
Androgen receptor binding + 0.6947 69.47%
Thyroid receptor binding + 0.6348 63.48%
Glucocorticoid receptor binding + 0.8694 86.94%
Aromatase binding + 0.6200 62.00%
PPAR gamma + 0.6829 68.29%
Honey bee toxicity - 0.7083 70.83%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.8359 83.59%

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 99.49% 96.09%
CHEMBL2056 P21728 Dopamine D1 receptor 96.04% 91.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.77% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 93.89% 91.49%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.38% 93.99%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.60% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.24% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.32% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.18% 98.95%
CHEMBL217 P14416 Dopamine D2 receptor 89.79% 95.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.59% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.74% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.54% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.04% 89.00%
CHEMBL2535 P11166 Glucose transporter 86.34% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.33% 90.71%
CHEMBL4208 P20618 Proteasome component C5 85.02% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.32% 92.94%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.65% 89.50%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 83.29% 90.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.85% 89.62%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.84% 95.78%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.81% 82.38%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 82.27% 95.53%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.95% 92.62%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.55% 91.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.53% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.82% 100.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.42% 85.00%

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

Cross-Links

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PubChem 183538
LOTUS LTS0004221
wikiData Q83019633