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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-hydroxy-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 8ea645e0-341f-45cf-b602-b79f7ba40257
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-hydroxy-4-methylpentyl)butanedioate
SMILES (Canonical) CC(C)(CCCC(CC(=O)OC)(C(=O)OC1C2C3=CC4=C(C=C3C5CN6C2(CCC6)CC1(O5)OC)OCO4)O)O
SMILES (Isomeric) CC(C)(CCC[C@@](CC(=O)OC)(C(=O)O[C@H]1[C@H]2C3=CC4=C(C=C3[C@@H]5CN6[C@@]2(CCC6)C[C@]1(O5)OC)OCO4)O)O
InChI InChI=1S/C29H39NO10/c1-26(2,33)7-5-9-28(34,13-22(31)35-3)25(32)39-24-23-18-12-20-19(37-16-38-20)11-17(18)21-14-30-10-6-8-27(23,30)15-29(24,36-4)40-21/h11-12,21,23-24,33-34H,5-10,13-16H2,1-4H3/t21-,23+,24-,27-,28+,29+/m0/s1
InChI Key AXQREGWCSIQIJR-IPDSDPHOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H39NO10
Molecular Weight 561.60 g/mol
Exact Mass 561.25739644 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.31
H-Bond Acceptor 11
H-Bond Donor 2
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-hydroxy-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 + 0.8744 87.44%
Caco-2 - 0.6815 68.15%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4704 47.04%
OATP2B1 inhibitior - 0.8578 85.78%
OATP1B1 inhibitior + 0.8777 87.77%
OATP1B3 inhibitior + 0.9215 92.15%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9673 96.73%
P-glycoprotein inhibitior + 0.7698 76.98%
P-glycoprotein substrate + 0.7439 74.39%
CYP3A4 substrate + 0.6891 68.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7329 73.29%
CYP3A4 inhibition + 0.6893 68.93%
CYP2C9 inhibition - 0.9055 90.55%
CYP2C19 inhibition - 0.8594 85.94%
CYP2D6 inhibition - 0.9188 91.88%
CYP1A2 inhibition - 0.9267 92.67%
CYP2C8 inhibition + 0.5880 58.80%
CYP inhibitory promiscuity - 0.9397 93.97%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4733 47.33%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9354 93.54%
Skin irritation - 0.7919 79.19%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5055 50.55%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.5351 53.51%
skin sensitisation - 0.8550 85.50%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6516 65.16%
Acute Oral Toxicity (c) III 0.5241 52.41%
Estrogen receptor binding + 0.8491 84.91%
Androgen receptor binding + 0.7983 79.83%
Thyroid receptor binding + 0.5454 54.54%
Glucocorticoid receptor binding + 0.8390 83.90%
Aromatase binding + 0.7455 74.55%
PPAR gamma + 0.5806 58.06%
Honey bee toxicity - 0.8038 80.38%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5356 53.56%
Fish aquatic toxicity + 0.8488 84.88%

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 98.56% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.79% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.26% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.66% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.26% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.50% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.66% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.06% 86.33%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 88.15% 90.24%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.88% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.79% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.72% 95.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.55% 96.90%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.58% 92.62%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.15% 91.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.16% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.83% 97.14%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 84.75% 96.25%
CHEMBL5028 O14672 ADAM10 84.47% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.94% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.75% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 83.64% 94.73%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.64% 94.42%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.39% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.06% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 81.25% 89.63%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.08% 94.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.78% 95.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.77% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 80.03% 91.19%

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 10530929
LOTUS LTS0270144
wikiData Q104920716