5,8-Dimethoxy-24-azapentacyclo[14.7.1.12,6.17,11.020,24]hexacosa-2(26),3,5,7,9,11(25)-hexaene-14,21,22-triol

Details

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Internal ID 16bc0581-7984-4dab-8645-515ede93ce8e
Taxonomy Organoheterocyclic compounds > Quinolizidines
IUPAC Name 5,8-dimethoxy-24-azapentacyclo[14.7.1.12,6.17,11.020,24]hexacosa-2(26),3,5,7,9,11(25)-hexaene-14,21,22-triol
SMILES (Canonical) COC1=C2C=C(CCC(CC3CCCC4N3C(CC(C4O)O)C5=CC2=C(C=C5)OC)O)C=C1
SMILES (Isomeric) COC1=C2C=C(CCC(CC3CCCC4N3C(CC(C4O)O)C5=CC2=C(C=C5)OC)O)C=C1
InChI InChI=1S/C27H35NO5/c1-32-25-10-7-16-6-9-19(29)14-18-4-3-5-22-27(31)24(30)15-23(28(18)22)17-8-11-26(33-2)21(13-17)20(25)12-16/h7-8,10-13,18-19,22-24,27,29-31H,3-6,9,14-15H2,1-2H3
InChI Key NHAMBFHTELHJSW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H35NO5
Molecular Weight 453.60 g/mol
Exact Mass 453.25152322 g/mol
Topological Polar Surface Area (TPSA) 82.40 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.46
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,8-Dimethoxy-24-azapentacyclo[14.7.1.12,6.17,11.020,24]hexacosa-2(26),3,5,7,9,11(25)-hexaene-14,21,22-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8367 83.67%
Caco-2 - 0.5344 53.44%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7434 74.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9008 90.08%
OATP1B3 inhibitior + 0.9524 95.24%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6071 60.71%
BSEP inhibitior + 0.9744 97.44%
P-glycoprotein inhibitior + 0.6855 68.55%
P-glycoprotein substrate + 0.5535 55.35%
CYP3A4 substrate + 0.6607 66.07%
CYP2C9 substrate - 0.8092 80.92%
CYP2D6 substrate + 0.7178 71.78%
CYP3A4 inhibition - 0.8716 87.16%
CYP2C9 inhibition - 0.9318 93.18%
CYP2C19 inhibition - 0.6238 62.38%
CYP2D6 inhibition - 0.5081 50.81%
CYP1A2 inhibition + 0.5525 55.25%
CYP2C8 inhibition + 0.4907 49.07%
CYP inhibitory promiscuity - 0.9220 92.20%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6472 64.72%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9790 97.90%
Skin irritation - 0.7646 76.46%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8956 89.56%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.5967 59.67%
skin sensitisation - 0.8796 87.96%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6127 61.27%
Estrogen receptor binding + 0.6814 68.14%
Androgen receptor binding + 0.7762 77.62%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5979 59.79%
Aromatase binding - 0.4826 48.26%
PPAR gamma - 0.5267 52.67%
Honey bee toxicity - 0.8965 89.65%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5651 56.51%
Fish aquatic toxicity - 0.5201 52.01%

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 98.13% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 97.13% 83.82%
CHEMBL3438 Q05513 Protein kinase C zeta 94.80% 88.48%
CHEMBL2581 P07339 Cathepsin D 93.14% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.76% 97.09%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 92.27% 97.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.76% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.63% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.01% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.81% 89.62%
CHEMBL2535 P11166 Glucose transporter 87.93% 98.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.00% 92.94%
CHEMBL5203 P33316 dUTP pyrophosphatase 85.92% 99.18%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.22% 86.33%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.09% 95.78%
CHEMBL5747 Q92793 CREB-binding protein 82.15% 95.12%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.00% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 80.42% 91.49%
CHEMBL1902 P62942 FK506-binding protein 1A 80.33% 97.05%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.02% 91.11%

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.
Lythrum salicaria

Cross-Links

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PubChem 5319141
NPASS NPC199592
LOTUS LTS0177964
wikiData Q105179264