16,17-Dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-13-ol

Details

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Internal ID f7ce26ff-ffc2-4ddf-ad21-00594cb5e9e8
Taxonomy Alkaloids and derivatives > Aporphines > Hydroxy-7-aporphines
IUPAC Name 16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-13-ol
SMILES (Canonical) CN1CCC2=CC3=C(C4=C2C1C(C5=CC(=C(C=C54)OC)OC)O)OCO3
SMILES (Isomeric) CN1CCC2=CC3=C(C4=C2C1C(C5=CC(=C(C=C54)OC)OC)O)OCO3
InChI InChI=1S/C20H21NO5/c1-21-5-4-10-6-15-20(26-9-25-15)17-11-7-13(23-2)14(24-3)8-12(11)19(22)18(21)16(10)17/h6-8,18-19,22H,4-5,9H2,1-3H3
InChI Key ZAVWGRCRKSHIMO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H21NO5
Molecular Weight 355.40 g/mol
Exact Mass 355.14197277 g/mol
Topological Polar Surface Area (TPSA) 60.40 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.68
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 16,17-Dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaen-13-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6949 69.49%
Caco-2 + 0.8946 89.46%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Lysosomes 0.4820 48.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9174 91.74%
OATP1B3 inhibitior + 0.9473 94.73%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7359 73.59%
P-glycoprotein inhibitior - 0.5987 59.87%
P-glycoprotein substrate - 0.6141 61.41%
CYP3A4 substrate + 0.6317 63.17%
CYP2C9 substrate - 0.6063 60.63%
CYP2D6 substrate + 0.6929 69.29%
CYP3A4 inhibition - 0.6836 68.36%
CYP2C9 inhibition - 0.5906 59.06%
CYP2C19 inhibition + 0.5887 58.87%
CYP2D6 inhibition + 0.5521 55.21%
CYP1A2 inhibition - 0.7967 79.67%
CYP2C8 inhibition - 0.7709 77.09%
CYP inhibitory promiscuity - 0.6054 60.54%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5839 58.39%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9705 97.05%
Skin irritation - 0.7817 78.17%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis + 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.7708 77.08%
skin sensitisation - 0.8694 86.94%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7706 77.06%
Acute Oral Toxicity (c) III 0.7070 70.70%
Estrogen receptor binding + 0.6982 69.82%
Androgen receptor binding - 0.5740 57.40%
Thyroid receptor binding + 0.5833 58.33%
Glucocorticoid receptor binding + 0.7923 79.23%
Aromatase binding + 0.5308 53.08%
PPAR gamma + 0.7723 77.23%
Honey bee toxicity - 0.8247 82.47%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.6807 68.07%

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 99.09% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.42% 96.77%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 94.25% 82.67%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.90% 92.62%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.84% 93.40%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 91.15% 96.86%
CHEMBL2581 P07339 Cathepsin D 90.85% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.56% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.29% 85.14%
CHEMBL4208 P20618 Proteasome component C5 89.41% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.73% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.31% 95.56%
CHEMBL2056 P21728 Dopamine D1 receptor 88.03% 91.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.17% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.04% 89.50%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.07% 95.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.59% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.85% 89.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.77% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.64% 91.11%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 83.98% 97.31%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.75% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.59% 94.00%
CHEMBL5747 Q92793 CREB-binding protein 82.43% 95.12%
CHEMBL261 P00915 Carbonic anhydrase I 82.24% 96.76%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 82.08% 91.79%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 81.83% 90.95%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.04% 91.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.73% 100.00%

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.
Dasymaschalon dasymaschalum
Dasymaschalon sootepense

Cross-Links

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PubChem 75090874
LOTUS LTS0158296
wikiData Q105370187