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methyl (5R)-6-[(4S,4aR,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-5-hydroxyhexanoate

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 4525ee55-986b-4198-9bbd-91b7fa7ce517
Taxonomy Organoheterocyclic compounds > Pyranodioxins
IUPAC Name methyl (5R)-6-[(4S,4aR,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-5-hydroxyhexanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H47NO11/c1-15-13-28(36-8,40-17(3)16(15)2)23(32)25(33)29-26-22-21(37-14-38-26)24(35-7)27(4,5)19(39-22)12-18(30)10-9-11-20(31)34-6/h16-19,21-24,26,30,32H,1,9-14H2,2-8H3,(H,29,33)/t16-,17-,18-,19-,21+,22-,23-,24-,26+,28-/m1/s1
InChI Key HNGPDWRIFRLACY-HRALQUFGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H47NO11
Molecular Weight 573.70 g/mol
Exact Mass 573.31491132 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.41
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (5R)-6-[(4S,4aR,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-5-hydroxyhexanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5887 58.87%
Caco-2 - 0.8178 81.78%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6894 68.94%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.8554 85.54%
OATP1B3 inhibitior + 0.9160 91.60%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.8766 87.66%
P-glycoprotein inhibitior + 0.6823 68.23%
P-glycoprotein substrate + 0.6831 68.31%
CYP3A4 substrate + 0.7024 70.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8714 87.14%
CYP3A4 inhibition - 0.6348 63.48%
CYP2C9 inhibition - 0.8509 85.09%
CYP2C19 inhibition - 0.8635 86.35%
CYP2D6 inhibition - 0.9352 93.52%
CYP1A2 inhibition - 0.8312 83.12%
CYP2C8 inhibition + 0.5873 58.73%
CYP inhibitory promiscuity - 0.8736 87.36%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5691 56.91%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9283 92.83%
Skin irritation - 0.7270 72.70%
Skin corrosion - 0.9291 92.91%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4361 43.61%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8377 83.77%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.5510 55.10%
Acute Oral Toxicity (c) III 0.6264 62.64%
Estrogen receptor binding + 0.5884 58.84%
Androgen receptor binding + 0.6352 63.52%
Thyroid receptor binding - 0.5316 53.16%
Glucocorticoid receptor binding + 0.7998 79.98%
Aromatase binding + 0.7376 73.76%
PPAR gamma + 0.6158 61.58%
Honey bee toxicity - 0.6217 62.17%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9292 92.92%

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 99.24% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.86% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.61% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.82% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.31% 95.17%
CHEMBL221 P23219 Cyclooxygenase-1 93.50% 90.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 92.48% 91.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.78% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 91.43% 91.19%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.31% 92.88%
CHEMBL3401 O75469 Pregnane X receptor 89.86% 94.73%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.92% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.24% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.56% 96.47%
CHEMBL2094135 Q96BI3 Gamma-secretase 86.20% 98.05%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 85.72% 95.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.30% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.26% 94.33%
CHEMBL2996 Q05655 Protein kinase C delta 84.67% 97.79%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.41% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.33% 86.33%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.25% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.71% 97.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.60% 96.90%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.61% 90.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.92% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.77% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.61% 95.89%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.18% 95.36%

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 134820451
LOTUS LTS0102561
wikiData Q105030858