N-(4-hydroxy-3,5,14-trimethoxy-13-oxo-10-tetracyclo[9.5.0.02,7.012,16]hexadeca-1(11),2,4,6,14-pentaenyl)acetamide

Details

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Internal ID af9fc055-35d2-4c0d-8a0c-cbe1cf3a3f79
Taxonomy Alkaloids and derivatives > Lumicolchicine alkaloids
IUPAC Name N-(4-hydroxy-3,5,14-trimethoxy-13-oxo-10-tetracyclo[9.5.0.02,7.012,16]hexadeca-1(11),2,4,6,14-pentaenyl)acetamide
SMILES (Canonical) CC(=O)NC1CCC2=CC(=C(C(=C2C3=C1C4C3C=C(C4=O)OC)OC)O)OC
SMILES (Isomeric) CC(=O)NC1CCC2=CC(=C(C(=C2C3=C1C4C3C=C(C4=O)OC)OC)O)OC
InChI InChI=1S/C21H23NO6/c1-9(23)22-12-6-5-10-7-13(26-2)20(25)21(28-4)15(10)16-11-8-14(27-3)19(24)17(11)18(12)16/h7-8,11-12,17,25H,5-6H2,1-4H3,(H,22,23)
InChI Key XZMXBVCUHOWMGY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H23NO6
Molecular Weight 385.40 g/mol
Exact Mass 385.15253745 g/mol
Topological Polar Surface Area (TPSA) 94.10 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.97
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of N-(4-hydroxy-3,5,14-trimethoxy-13-oxo-10-tetracyclo[9.5.0.02,7.012,16]hexadeca-1(11),2,4,6,14-pentaenyl)acetamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9879 98.79%
Caco-2 + 0.5640 56.40%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Nucleus 0.4372 43.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8974 89.74%
OATP1B3 inhibitior + 0.9438 94.38%
MATE1 inhibitior - 0.8072 80.72%
OCT2 inhibitior - 0.9072 90.72%
BSEP inhibitior + 0.8566 85.66%
P-glycoprotein inhibitior - 0.7842 78.42%
P-glycoprotein substrate + 0.5981 59.81%
CYP3A4 substrate + 0.6639 66.39%
CYP2C9 substrate - 0.7908 79.08%
CYP2D6 substrate - 0.8496 84.96%
CYP3A4 inhibition - 0.8468 84.68%
CYP2C9 inhibition - 0.8870 88.70%
CYP2C19 inhibition - 0.9134 91.34%
CYP2D6 inhibition - 0.9114 91.14%
CYP1A2 inhibition - 0.9063 90.63%
CYP2C8 inhibition + 0.7759 77.59%
CYP inhibitory promiscuity - 0.7742 77.42%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5795 57.95%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9074 90.74%
Skin irritation - 0.7458 74.58%
Skin corrosion - 0.9331 93.31%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6859 68.59%
Micronuclear + 0.7200 72.00%
Hepatotoxicity + 0.5177 51.77%
skin sensitisation - 0.8586 85.86%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.5835 58.35%
Acute Oral Toxicity (c) III 0.5192 51.92%
Estrogen receptor binding + 0.7003 70.03%
Androgen receptor binding + 0.7196 71.96%
Thyroid receptor binding + 0.7164 71.64%
Glucocorticoid receptor binding + 0.7953 79.53%
Aromatase binding - 0.7540 75.40%
PPAR gamma + 0.6430 64.30%
Honey bee toxicity - 0.8407 84.07%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6349 63.49%
Fish aquatic toxicity + 0.8728 87.28%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.96% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.44% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.46% 94.45%
CHEMBL217 P14416 Dopamine D2 receptor 93.91% 95.62%
CHEMBL2535 P11166 Glucose transporter 92.77% 98.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.10% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 91.38% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.96% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.90% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.57% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.65% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.45% 98.95%
CHEMBL4208 P20618 Proteasome component C5 85.51% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.11% 92.62%
CHEMBL1951 P21397 Monoamine oxidase A 83.89% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.70% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.96% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.24% 86.33%
CHEMBL259 P32245 Melanocortin receptor 4 80.57% 95.38%

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.
Colchicum autumnale

Cross-Links

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PubChem 73834247
LOTUS LTS0003857
wikiData Q105345049