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1-O-[(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl] 4-O-methyl (2R,3S)-2,3-dihydroxy-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 57fae0e4-295f-40a1-ad92-d5ae841577ed
Taxonomy Alkaloids and derivatives > Cephalotaxus alkaloids
IUPAC Name 1-O-[(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl] 4-O-methyl (2R,3S)-2,3-dihydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H39NO10/c1-27(2,34)8-5-10-29(35,24(31)25(32)37-4)26(33)40-23-21(36-3)15-28-9-6-11-30(28)12-7-17-13-19-20(39-16-38-19)14-18(17)22(23)28/h13-15,22-24,31,34-35H,5-12,16H2,1-4H3/t22-,23-,24-,28+,29-/m1/s1
InChI Key JJCRFLNNQFFUHJ-MERUXPPPSA-N
Popularity 2 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) 144.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.55
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-[(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl] 4-O-methyl (2R,3S)-2,3-dihydroxy-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 + 0.9195 91.95%
Caco-2 - 0.6960 69.60%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5575 55.75%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.8650 86.50%
OATP1B3 inhibitior + 0.9255 92.55%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9639 96.39%
P-glycoprotein inhibitior + 0.7887 78.87%
P-glycoprotein substrate + 0.8169 81.69%
CYP3A4 substrate + 0.7028 70.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7433 74.33%
CYP3A4 inhibition + 0.7716 77.16%
CYP2C9 inhibition - 0.9001 90.01%
CYP2C19 inhibition - 0.9073 90.73%
CYP2D6 inhibition - 0.9278 92.78%
CYP1A2 inhibition - 0.8935 89.35%
CYP2C8 inhibition + 0.5658 56.58%
CYP inhibitory promiscuity - 0.9679 96.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Danger 0.4759 47.59%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9423 94.23%
Skin irritation - 0.7707 77.07%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis + 0.5046 50.46%
Human Ether-a-go-go-Related Gene inhibition - 0.5598 55.98%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8382 83.82%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8954 89.54%
Acute Oral Toxicity (c) III 0.5761 57.61%
Estrogen receptor binding + 0.8743 87.43%
Androgen receptor binding + 0.7980 79.80%
Thyroid receptor binding + 0.5917 59.17%
Glucocorticoid receptor binding + 0.8643 86.43%
Aromatase binding + 0.7373 73.73%
PPAR gamma + 0.6433 64.33%
Honey bee toxicity - 0.7741 77.41%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9594 95.94%

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 99.46% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.20% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.93% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.72% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.15% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.88% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.81% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.71% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.56% 95.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.01% 91.03%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 88.21% 96.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.67% 97.09%
CHEMBL4581 P52732 Kinesin-like protein 1 87.58% 93.18%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.37% 89.00%
CHEMBL5028 O14672 ADAM10 86.98% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.76% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.34% 90.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.47% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.58% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 84.48% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.76% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.69% 89.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.07% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.76% 95.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.08% 90.24%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.51% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.45% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10793000
LOTUS LTS0089806
wikiData Q105129555