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2,3,10,11,12-pentamethoxy-9-[(1,2,11-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-8-yl)oxy]-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline

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 d1126fdf-9c42-4815-aac1-4474a261008c
Taxonomy Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name 2,3,10,11,12-pentamethoxy-9-[(1,2,11-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-8-yl)oxy]-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline
SMILES (Canonical) CN1CCC2=CC(=C(C3=C2C1CC4=C(C=CC(=C43)OC)OC5=C(C(=C(C6=C5CN7CCC8=CC(=C(C=C8C7C6)OC)OC)OC)OC)OC)OC)OC
SMILES (Isomeric) CN1CCC2=CC(=C(C3=C2C1CC4=C(C=CC(=C43)OC)OC5=C(C(=C(C6=C5CN7CCC8=CC(=C(C=C8C7C6)OC)OC)OC)OC)OC)OC)OC
InChI InChI=1S/C42H48N2O9/c1-43-14-12-23-17-34(48-5)40(50-7)37-35(23)29(43)19-26-30(10-11-31(45-2)36(26)37)53-39-27-21-44-15-13-22-16-32(46-3)33(47-4)20-24(22)28(44)18-25(27)38(49-6)41(51-8)42(39)52-9/h10-11,16-17,20,28-29H,12-15,18-19,21H2,1-9H3
InChI Key DHGDYFRBFDCFET-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H48N2O9
Molecular Weight 724.80 g/mol
Exact Mass 724.33598111 g/mol
Topological Polar Surface Area (TPSA) 89.60 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.96
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2,3,10,11,12-pentamethoxy-9-[(1,2,11-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-8-yl)oxy]-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9111 91.11%
Caco-2 - 0.6423 64.23%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.5644 56.44%
OATP2B1 inhibitior - 0.8419 84.19%
OATP1B1 inhibitior + 0.9206 92.06%
OATP1B3 inhibitior + 0.9370 93.70%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9927 99.27%
P-glycoprotein inhibitior + 0.9167 91.67%
P-glycoprotein substrate + 0.6179 61.79%
CYP3A4 substrate + 0.6946 69.46%
CYP2C9 substrate + 0.7825 78.25%
CYP2D6 substrate + 0.8198 81.98%
CYP3A4 inhibition - 0.8530 85.30%
CYP2C9 inhibition - 0.9756 97.56%
CYP2C19 inhibition - 0.9527 95.27%
CYP2D6 inhibition - 0.8457 84.57%
CYP1A2 inhibition - 0.8641 86.41%
CYP2C8 inhibition + 0.5841 58.41%
CYP inhibitory promiscuity - 0.9504 95.04%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6174 61.74%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9313 93.13%
Skin irritation - 0.7825 78.25%
Skin corrosion - 0.9491 94.91%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9240 92.40%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.9007 90.07%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7225 72.25%
Acute Oral Toxicity (c) III 0.7487 74.87%
Estrogen receptor binding + 0.7836 78.36%
Androgen receptor binding + 0.7503 75.03%
Thyroid receptor binding + 0.6048 60.48%
Glucocorticoid receptor binding + 0.8469 84.69%
Aromatase binding + 0.6810 68.10%
PPAR gamma + 0.6992 69.92%
Honey bee toxicity - 0.7799 77.99%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.7400 74.00%
Fish aquatic toxicity + 0.8473 84.73%

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 98.74% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 98.06% 93.99%
CHEMBL217 P14416 Dopamine D2 receptor 96.64% 95.62%
CHEMBL2056 P21728 Dopamine D1 receptor 95.11% 91.00%
CHEMBL5747 Q92793 CREB-binding protein 92.91% 95.12%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.75% 89.62%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.98% 93.40%
CHEMBL1913 P09619 Platelet-derived growth factor receptor beta 90.45% 95.70%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 89.90% 91.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.20% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.04% 85.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.14% 91.03%
CHEMBL2535 P11166 Glucose transporter 87.27% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.48% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.48% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.25% 97.25%
CHEMBL2581 P07339 Cathepsin D 86.09% 98.95%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 85.72% 96.86%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.58% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.08% 82.38%
CHEMBL4302 P08183 P-glycoprotein 1 83.87% 92.98%
CHEMBL4208 P20618 Proteasome component C5 83.87% 90.00%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 81.52% 90.95%
CHEMBL5319 Q08345 Epithelial discoidin domain-containing receptor 1 81.46% 90.30%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.28% 95.78%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 80.85% 92.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.36% 95.56%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 80.09% 91.43%

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 acutifolium

Cross-Links

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PubChem 85118106
LOTUS LTS0016355
wikiData Q104980013