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1-O-[(2S,3S,6S,12R)-12-hydroxy-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 (2S)-2-hydroxy-2-(3-methylbutyl)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 63a9190b-dab8-468c-986f-373ee5963663
Taxonomy Alkaloids and derivatives > Cephalotaxus alkaloids
IUPAC Name 1-O-[(2S,3S,6S,12R)-12-hydroxy-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 (2S)-2-hydroxy-2-(3-methylbutyl)butanedioate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H37NO9/c1-16(2)6-8-28(33,13-23(31)35-4)26(32)38-25-22(34-3)12-27-7-5-9-29(27)14-19(30)17-10-20-21(37-15-36-20)11-18(17)24(25)27/h10-12,16,19,24-25,30,33H,5-9,13-15H2,1-4H3/t19-,24+,25+,27+,28-/m0/s1
InChI Key MUYLHTHAOBTAIZ-UBXQZGGWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H37NO9
Molecular Weight 531.60 g/mol
Exact Mass 531.24683176 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 2.57
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-[(2S,3S,6S,12R)-12-hydroxy-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 (2S)-2-hydroxy-2-(3-methylbutyl)butanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9506 95.06%
Caco-2 - 0.6203 62.03%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5621 56.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8714 87.14%
OATP1B3 inhibitior + 0.9296 92.96%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8414 84.14%
P-glycoprotein inhibitior + 0.7760 77.60%
P-glycoprotein substrate + 0.8268 82.68%
CYP3A4 substrate + 0.6804 68.04%
CYP2C9 substrate - 0.8078 80.78%
CYP2D6 substrate - 0.7303 73.03%
CYP3A4 inhibition + 0.5067 50.67%
CYP2C9 inhibition - 0.9133 91.33%
CYP2C19 inhibition - 0.8900 89.00%
CYP2D6 inhibition - 0.9083 90.83%
CYP1A2 inhibition - 0.9104 91.04%
CYP2C8 inhibition + 0.4688 46.88%
CYP inhibitory promiscuity - 0.9339 93.39%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Danger 0.4646 46.46%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9401 94.01%
Skin irritation - 0.7742 77.42%
Skin corrosion - 0.9334 93.34%
Ames mutagenesis - 0.6337 63.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4627 46.27%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.5306 53.06%
skin sensitisation - 0.8343 83.43%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7417 74.17%
Acute Oral Toxicity (c) III 0.5739 57.39%
Estrogen receptor binding + 0.7787 77.87%
Androgen receptor binding + 0.8204 82.04%
Thyroid receptor binding - 0.4943 49.43%
Glucocorticoid receptor binding + 0.8446 84.46%
Aromatase binding + 0.6454 64.54%
PPAR gamma + 0.5901 59.01%
Honey bee toxicity - 0.7667 76.67%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5956 59.56%
Fish aquatic toxicity + 0.9369 93.69%

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 99.21% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.11% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.38% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.01% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.09% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.32% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 94.94% 92.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.55% 90.71%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 89.44% 90.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.20% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.19% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.40% 91.07%
CHEMBL5028 O14672 ADAM10 87.26% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.07% 89.00%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 86.26% 95.55%
CHEMBL230 P35354 Cyclooxygenase-2 86.22% 89.63%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.07% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.61% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.19% 91.03%
CHEMBL340 P08684 Cytochrome P450 3A4 84.25% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.22% 98.75%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 84.03% 96.25%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.68% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.48% 96.90%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.38% 97.25%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.29% 97.28%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.10% 89.50%

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 163105105
LOTUS LTS0098979
wikiData Q105172825