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Methoxymecambridine

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 d82908a7-501b-4c07-b242-31d156e1bfc2
Taxonomy Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name (3,9,17,18-tetramethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2(10),3,8,15,17,19-hexaen-19-yl)methanol
SMILES (Canonical) COC1=C(C(=C2CC3C4=C(CCN3CC2=C1)C(=C5C(=C4OC)OCO5)OC)CO)OC
SMILES (Isomeric) COC1=C(C(=C2CC3C4=C(CCN3CC2=C1)C(=C5C(=C4OC)OCO5)OC)CO)OC
InChI InChI=1S/C23H27NO7/c1-26-17-7-12-9-24-6-5-13-18(16(24)8-14(12)15(10-25)19(17)27-2)21(29-4)23-22(20(13)28-3)30-11-31-23/h7,16,25H,5-6,8-11H2,1-4H3
InChI Key GDGPIMLRHZVRSD-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H27NO7
Molecular Weight 429.50 g/mol
Exact Mass 429.17875220 g/mol
Topological Polar Surface Area (TPSA) 78.80 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.60
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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104683-31-0
RefChem:157087
DTXSID00909125
5,8,13,13a-Tetrahydro-4,10,11,14(or 5,10,11,14)-tetramethoxy-6H-benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine-12-methanol
(3,9,17,18-tetramethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2(10),3,8,15,17,19-hexaen-19-yl)methanol
(4,10,11,14-Tetramethoxy-5,8,13,13a-tetrahydro-2H,6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-12-yl)methanol
6H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine-12-methanol, 5,8,13,13a-tetrahydro-4,10,11,14(or 5,10,11,14)-tetramethoxy-

2D Structure

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2D Structure of Methoxymecambridine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6756 67.56%
Caco-2 + 0.7758 77.58%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.5199 51.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9160 91.60%
OATP1B3 inhibitior + 0.9262 92.62%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8922 89.22%
P-glycoprotein inhibitior - 0.5552 55.52%
P-glycoprotein substrate - 0.5265 52.65%
CYP3A4 substrate + 0.5965 59.65%
CYP2C9 substrate - 0.7970 79.70%
CYP2D6 substrate + 0.6526 65.26%
CYP3A4 inhibition + 0.6437 64.37%
CYP2C9 inhibition - 0.8719 87.19%
CYP2C19 inhibition - 0.5295 52.95%
CYP2D6 inhibition - 0.5800 58.00%
CYP1A2 inhibition + 0.5121 51.21%
CYP2C8 inhibition - 0.5674 56.74%
CYP inhibitory promiscuity + 0.5815 58.15%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5741 57.41%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9301 93.01%
Skin irritation - 0.7905 79.05%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis + 0.5446 54.46%
Human Ether-a-go-go-Related Gene inhibition - 0.5668 56.68%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8662 86.62%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8055 80.55%
Acute Oral Toxicity (c) III 0.5786 57.86%
Estrogen receptor binding + 0.6151 61.51%
Androgen receptor binding + 0.5622 56.22%
Thyroid receptor binding + 0.6157 61.57%
Glucocorticoid receptor binding + 0.7626 76.26%
Aromatase binding - 0.6352 63.52%
PPAR gamma - 0.4844 48.44%
Honey bee toxicity - 0.8205 82.05%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5149 51.49%
Fish aquatic toxicity - 0.3991 39.91%

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 98.51% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.54% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.87% 86.33%
CHEMBL5747 Q92793 CREB-binding protein 90.88% 95.12%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 89.68% 96.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.98% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.88% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.86% 93.99%
CHEMBL2581 P07339 Cathepsin D 87.56% 98.95%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 86.24% 82.38%
CHEMBL261 P00915 Carbonic anhydrase I 85.77% 96.76%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.57% 99.17%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.79% 93.40%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.62% 89.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.57% 85.14%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 83.78% 82.67%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.60% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.54% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.47% 94.00%
CHEMBL4208 P20618 Proteasome component C5 82.88% 90.00%
CHEMBL4040 P28482 MAP kinase ERK2 82.78% 83.82%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.38% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.68% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.01% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.55% 89.00%

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.
Meconopsis punicea

Cross-Links

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PubChem 3037001
NPASS NPC284195