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(2S)-N-[(4S,4aS,6R,8S,8aR)-6-[(2R)-2,6-dihydroxyhexyl]-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 21a90726-f02d-46e4-8610-150fb8197150
Taxonomy Organoheterocyclic compounds > Pyranodioxins
IUPAC Name (2S)-N-[(4S,4aS,6R,8S,8aR)-6-[(2R)-2,6-dihydroxyhexyl]-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)
SMILES (Isomeric)
InChI InChI=1S/C27H47NO10/c1-15-13-27(34-7,38-17(3)16(15)2)22(31)24(32)28-25-21-20(35-14-36-25)23(33-6)26(4,5)19(37-21)12-18(30)10-8-9-11-29/h16-23,25,29-31H,1,8-14H2,2-7H3,(H,28,32)/t16-,17-,18-,19-,20+,21+,22-,23-,25+,27-/m1/s1
InChI Key AHTAOAFUYYVTGB-DETOTNDMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H47NO10
Molecular Weight 545.70 g/mol
Exact Mass 545.31999670 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.23
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-N-[(4S,4aS,6R,8S,8aR)-6-[(2R)-2,6-dihydroxyhexyl]-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 - 0.4743 47.43%
Caco-2 - 0.8257 82.57%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6733 67.33%
OATP2B1 inhibitior - 0.8577 85.77%
OATP1B1 inhibitior + 0.8624 86.24%
OATP1B3 inhibitior + 0.9175 91.75%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.8559 85.59%
P-glycoprotein inhibitior + 0.5962 59.62%
P-glycoprotein substrate + 0.6727 67.27%
CYP3A4 substrate + 0.7062 70.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8642 86.42%
CYP3A4 inhibition - 0.7820 78.20%
CYP2C9 inhibition - 0.8719 87.19%
CYP2C19 inhibition - 0.8654 86.54%
CYP2D6 inhibition - 0.9151 91.51%
CYP1A2 inhibition - 0.8403 84.03%
CYP2C8 inhibition + 0.5861 58.61%
CYP inhibitory promiscuity - 0.8719 87.19%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5862 58.62%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9382 93.82%
Skin irritation - 0.7334 73.34%
Skin corrosion - 0.9283 92.83%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3798 37.98%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.5958 59.58%
skin sensitisation - 0.8269 82.69%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5885 58.85%
Acute Oral Toxicity (c) III 0.6316 63.16%
Estrogen receptor binding + 0.5684 56.84%
Androgen receptor binding + 0.6507 65.07%
Thyroid receptor binding - 0.5372 53.72%
Glucocorticoid receptor binding + 0.7507 75.07%
Aromatase binding + 0.7269 72.69%
PPAR gamma + 0.6041 60.41%
Honey bee toxicity - 0.6419 64.19%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8079 80.79%

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 98.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.80% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.53% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 94.45% 92.88%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 94.44% 91.24%
CHEMBL2581 P07339 Cathepsin D 94.10% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 91.59% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.46% 99.17%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.81% 98.75%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.76% 95.17%
CHEMBL3401 O75469 Pregnane X receptor 89.46% 94.73%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.94% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.24% 96.47%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.52% 98.05%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 85.20% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.84% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.79% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 83.48% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.40% 91.07%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.06% 95.83%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.01% 97.14%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.97% 95.36%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.86% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.34% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.09% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.91% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.62% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.55% 86.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.48% 96.90%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.43% 97.50%

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 10437425
LOTUS LTS0211230
wikiData Q104912435