3-Methoxy-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol

Details

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Internal ID 5ead5c63-e5bd-4aea-8678-0360fb97ebda
Taxonomy Alkaloids and derivatives > Benzophenanthridine alkaloids > Hexahydrobenzophenanthridine alkaloids
IUPAC Name 3-methoxy-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol
SMILES (Canonical) CN1CC2=C(C=CC3=C2OCO3)C4C1C5=C(C6=C(C=C5CC4O)OCO6)OC
SMILES (Isomeric) CN1CC2=C(C=CC3=C2OCO3)C4C1C5=C(C6=C(C=C5CC4O)OCO6)OC
InChI InChI=1S/C21H21NO6/c1-22-7-12-11(3-4-14-19(12)27-8-25-14)17-13(23)5-10-6-15-20(28-9-26-15)21(24-2)16(10)18(17)22/h3-4,6,13,17-18,23H,5,7-9H2,1-2H3
InChI Key FYMTWGUKLAVFLL-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H21NO6
Molecular Weight 383.40 g/mol
Exact Mass 383.13688739 g/mol
Topological Polar Surface Area (TPSA) 69.60 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.34
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-Methoxy-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9236 92.36%
Caco-2 + 0.7882 78.82%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.6151 61.51%
OATP2B1 inhibitior - 0.8646 86.46%
OATP1B1 inhibitior + 0.9368 93.68%
OATP1B3 inhibitior + 0.9407 94.07%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8377 83.77%
P-glycoprotein inhibitior - 0.4784 47.84%
P-glycoprotein substrate - 0.5357 53.57%
CYP3A4 substrate + 0.5956 59.56%
CYP2C9 substrate - 0.6241 62.41%
CYP2D6 substrate + 0.6940 69.40%
CYP3A4 inhibition + 0.5618 56.18%
CYP2C9 inhibition - 0.8749 87.49%
CYP2C19 inhibition + 0.8135 81.35%
CYP2D6 inhibition + 0.8274 82.74%
CYP1A2 inhibition + 0.7339 73.39%
CYP2C8 inhibition - 0.7350 73.50%
CYP inhibitory promiscuity - 0.7221 72.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4782 47.82%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9745 97.45%
Skin irritation - 0.8091 80.91%
Skin corrosion - 0.9487 94.87%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7282 72.82%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8337 83.37%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6879 68.79%
Acute Oral Toxicity (c) III 0.7367 73.67%
Estrogen receptor binding + 0.7141 71.41%
Androgen receptor binding + 0.5579 55.79%
Thyroid receptor binding - 0.4876 48.76%
Glucocorticoid receptor binding + 0.7347 73.47%
Aromatase binding - 0.6162 61.62%
PPAR gamma + 0.6189 61.89%
Honey bee toxicity - 0.8210 82.10%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity - 0.5000 50.00%

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 98.81% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.24% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.42% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.82% 93.40%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.52% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.15% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.45% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.96% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.88% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.42% 92.62%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 86.52% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.96% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.74% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.64% 97.25%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 83.29% 96.69%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.83% 100.00%
CHEMBL2056 P21728 Dopamine D1 receptor 82.71% 91.00%
CHEMBL2535 P11166 Glucose transporter 82.42% 98.75%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 81.49% 82.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.65% 100.00%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 80.21% 99.09%

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.
Artemisia capillaris
Chelidonium majus

Cross-Links

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PubChem 5319417
NPASS NPC16483
LOTUS LTS0024889
wikiData Q105004573