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(2S)-N-[(4S,4aS,6S,8S,8aR)-6-(hydroxymethyl)-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-4-yl]-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetamide

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 e957fd32-86ba-4be2-ac63-82d47b18d31a
Taxonomy Organoheterocyclic compounds > Pyranodioxins
IUPAC Name (2S)-N-[(4S,4aS,6S,8S,8aR)-6-(hydroxymethyl)-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-4-yl]-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetamide
SMILES (Canonical) CC1C(OC(CC1=C)(C(C(=O)NC2C3C(C(C(C(O3)CO)(C)C)OC)OCO2)O)OC)C
SMILES (Isomeric) C[C@H]1[C@H](O[C@](CC1=C)([C@@H](C(=O)N[C@@H]2[C@@H]3[C@@H]([C@H](C([C@H](O3)CO)(C)C)OC)OCO2)O)OC)C
InChI InChI=1S/C22H37NO9/c1-11-8-22(28-7,32-13(3)12(11)2)17(25)19(26)23-20-16-15(29-10-30-20)18(27-6)21(4,5)14(9-24)31-16/h12-18,20,24-25H,1,8-10H2,2-7H3,(H,23,26)/t12-,13-,14-,15+,16+,17-,18-,20+,22-/m1/s1
InChI Key OBDAALQFQJRDKI-CVTHZKECSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H37NO9
Molecular Weight 459.50 g/mol
Exact Mass 459.24683176 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.31
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-N-[(4S,4aS,6S,8S,8aR)-6-(hydroxymethyl)-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-4-yl]-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5300 53.00%
Caco-2 - 0.7733 77.33%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5195 51.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8652 86.52%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.8965 89.65%
P-glycoprotein inhibitior - 0.5639 56.39%
P-glycoprotein substrate + 0.5324 53.24%
CYP3A4 substrate + 0.6670 66.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8642 86.42%
CYP3A4 inhibition - 0.8228 82.28%
CYP2C9 inhibition - 0.8348 83.48%
CYP2C19 inhibition - 0.8344 83.44%
CYP2D6 inhibition - 0.9079 90.79%
CYP1A2 inhibition - 0.8325 83.25%
CYP2C8 inhibition + 0.4725 47.25%
CYP inhibitory promiscuity - 0.7109 71.09%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6222 62.22%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9461 94.61%
Skin irritation - 0.7618 76.18%
Skin corrosion - 0.9293 92.93%
Ames mutagenesis - 0.5254 52.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8212 82.12%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5542 55.42%
Acute Oral Toxicity (c) III 0.6166 61.66%
Estrogen receptor binding + 0.6642 66.42%
Androgen receptor binding + 0.6203 62.03%
Thyroid receptor binding + 0.5902 59.02%
Glucocorticoid receptor binding + 0.7651 76.51%
Aromatase binding + 0.6935 69.35%
PPAR gamma + 0.6142 61.42%
Honey bee toxicity - 0.6314 63.14%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.6686 66.86%

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 98.87% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.80% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.11% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.92% 92.88%
CHEMBL2581 P07339 Cathepsin D 91.34% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.21% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 90.02% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 88.30% 90.17%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.39% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.31% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 85.27% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.91% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.76% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.59% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.32% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.29% 94.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.03% 95.71%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.53% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 82.53% 97.79%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.48% 95.71%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.25% 98.05%
CHEMBL4072 P07858 Cathepsin B 81.05% 93.67%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.81% 95.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.81% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.66% 91.07%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.51% 97.28%

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 9981651
LOTUS LTS0069704
wikiData Q105188944