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6,7-Dimethoxy-12-methyl-17,19-dioxa-12-azatetracyclo[12.7.0.04,9.016,20]henicosa-1(21),4,6,8,14,16(20)-hexaen-3-one

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 8b22c174-3d62-46d3-8673-baa8a815a77f
Taxonomy Alkaloids and derivatives > Protopine alkaloids
IUPAC Name 6,7-dimethoxy-12-methyl-17,19-dioxa-12-azatetracyclo[12.7.0.04,9.016,20]henicosa-1(21),4,6,8,14,16(20)-hexaen-3-one
SMILES (Canonical) CN1CCC2=CC(=C(C=C2C(=O)CC3=CC4=C(C=C3C1)OCO4)OC)OC
SMILES (Isomeric) CN1CCC2=CC(=C(C=C2C(=O)CC3=CC4=C(C=C3C1)OCO4)OC)OC
InChI InChI=1S/C21H23NO5/c1-22-5-4-13-7-18(24-2)19(25-3)10-16(13)17(23)6-14-8-20-21(27-12-26-20)9-15(14)11-22/h7-10H,4-6,11-12H2,1-3H3
InChI Key LKWIHAPCSFPLJZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H23NO5
Molecular Weight 369.40 g/mol
Exact Mass 369.15762283 g/mol
Topological Polar Surface Area (TPSA) 57.20 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.85
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6,7-Dimethoxy-12-methyl-17,19-dioxa-12-azatetracyclo[12.7.0.04,9.016,20]henicosa-1(21),4,6,8,14,16(20)-hexaen-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9779 97.79%
Caco-2 + 0.9130 91.30%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Lysosomes 0.5083 50.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9339 93.39%
OATP1B3 inhibitior + 0.9454 94.54%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.8420 84.20%
P-glycoprotein inhibitior + 0.8412 84.12%
P-glycoprotein substrate - 0.6019 60.19%
CYP3A4 substrate + 0.5607 56.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4730 47.30%
CYP3A4 inhibition + 0.6555 65.55%
CYP2C9 inhibition - 0.8857 88.57%
CYP2C19 inhibition + 0.8455 84.55%
CYP2D6 inhibition + 0.8623 86.23%
CYP1A2 inhibition - 0.9054 90.54%
CYP2C8 inhibition - 0.9348 93.48%
CYP inhibitory promiscuity - 0.6979 69.79%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5555 55.55%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.8942 89.42%
Skin irritation - 0.8283 82.83%
Skin corrosion - 0.9505 95.05%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6424 64.24%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8547 85.47%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5435 54.35%
Acute Oral Toxicity (c) III 0.6982 69.82%
Estrogen receptor binding + 0.7067 70.67%
Androgen receptor binding - 0.6121 61.21%
Thyroid receptor binding - 0.5516 55.16%
Glucocorticoid receptor binding + 0.6684 66.84%
Aromatase binding - 0.6120 61.20%
PPAR gamma + 0.6449 64.49%
Honey bee toxicity - 0.8016 80.16%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9497 94.97%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 99.56% 96.77%
CHEMBL2581 P07339 Cathepsin D 96.75% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.39% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.44% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.94% 93.40%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 90.83% 90.95%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 90.64% 96.86%
CHEMBL4208 P20618 Proteasome component C5 90.49% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.82% 86.33%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 89.08% 82.38%
CHEMBL2056 P21728 Dopamine D1 receptor 89.04% 91.00%
CHEMBL4040 P28482 MAP kinase ERK2 88.34% 83.82%
CHEMBL2535 P11166 Glucose transporter 87.99% 98.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.29% 93.99%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 87.00% 82.67%
CHEMBL5747 Q92793 CREB-binding protein 86.62% 95.12%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.58% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.55% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.39% 85.14%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 83.76% 92.38%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.48% 94.78%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.32% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.99% 99.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.27% 89.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.14% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.80% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.00% 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.
There are no matching plants.

Cross-Links

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PubChem 162938218
LOTUS LTS0236528
wikiData Q105153317