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1-O-[(1R,11S,12S,13R,15S)-13-methoxy-5,7,21-trioxa-19-azahexacyclo[11.7.1.02,10.04,8.011,15.015,19]henicosa-2,4(8),9-trien-12-yl] 4-O-methyl (2R)-2-hydroxy-2-(4-methylpentyl)butanedioate

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 3fd7c952-5d43-461b-a099-375dfa2fd3fb
Taxonomy Alkaloids and derivatives > Cephalotaxus alkaloids
IUPAC Name 1-O-[(1R,11S,12S,13R,15S)-13-methoxy-5,7,21-trioxa-19-azahexacyclo[11.7.1.02,10.04,8.011,15.015,19]henicosa-2,4(8),9-trien-12-yl] 4-O-methyl (2R)-2-hydroxy-2-(4-methylpentyl)butanedioate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H39NO9/c1-17(2)7-5-9-28(33,13-23(31)34-3)26(32)38-25-24-19-12-21-20(36-16-37-21)11-18(19)22-14-30-10-6-8-27(24,30)15-29(25,35-4)39-22/h11-12,17,22,24-25,33H,5-10,13-16H2,1-4H3/t22-,24+,25-,27-,28+,29+/m0/s1
InChI Key WXQVCWHWXIYHMQ-CHPWCVDFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H39NO9
Molecular Weight 545.60 g/mol
Exact Mass 545.26248182 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.20
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-[(1R,11S,12S,13R,15S)-13-methoxy-5,7,21-trioxa-19-azahexacyclo[11.7.1.02,10.04,8.011,15.015,19]henicosa-2,4(8),9-trien-12-yl] 4-O-methyl (2R)-2-hydroxy-2-(4-methylpentyl)butanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9060 90.60%
Caco-2 - 0.6285 62.85%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Lysosomes 0.4473 44.73%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8853 88.53%
OATP1B3 inhibitior + 0.9146 91.46%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9292 92.92%
P-glycoprotein inhibitior + 0.7930 79.30%
P-glycoprotein substrate + 0.7358 73.58%
CYP3A4 substrate + 0.6841 68.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7329 73.29%
CYP3A4 inhibition + 0.7255 72.55%
CYP2C9 inhibition - 0.9008 90.08%
CYP2C19 inhibition - 0.8460 84.60%
CYP2D6 inhibition - 0.8976 89.76%
CYP1A2 inhibition - 0.9103 91.03%
CYP2C8 inhibition + 0.5452 54.52%
CYP inhibitory promiscuity - 0.9377 93.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.4878 48.78%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9327 93.27%
Skin irritation - 0.7913 79.13%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4466 44.66%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.5851 58.51%
skin sensitisation - 0.8527 85.27%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7669 76.69%
Acute Oral Toxicity (c) III 0.5884 58.84%
Estrogen receptor binding + 0.8487 84.87%
Androgen receptor binding + 0.7939 79.39%
Thyroid receptor binding - 0.5168 51.68%
Glucocorticoid receptor binding + 0.8222 82.22%
Aromatase binding + 0.7074 70.74%
PPAR gamma + 0.5951 59.51%
Honey bee toxicity - 0.8188 81.88%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5856 58.56%
Fish aquatic toxicity + 0.8403 84.03%

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 98.87% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.39% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.36% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.71% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 95.14% 90.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.01% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.43% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.20% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.56% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.38% 85.14%
CHEMBL230 P35354 Cyclooxygenase-2 90.21% 89.63%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 88.78% 90.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.47% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.20% 96.61%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.88% 98.75%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 86.84% 96.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.52% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.49% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.39% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.05% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.05% 91.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.98% 97.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.88% 96.90%
CHEMBL5028 O14672 ADAM10 83.87% 97.50%
CHEMBL237 P41145 Kappa opioid receptor 82.33% 98.10%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.91% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 81.68% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 81.51% 94.73%

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 10792652
LOTUS LTS0152261
wikiData Q105314866