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(5Z)-5-[(1S,4S,5S,8S,9R)-9-[(E,3S)-3-hydroxybut-1-enyl]-4-methyl-2,14-dioxa-10-azapentacyclo[6.5.1.01,5.06,10.09,13]tetradecan-3-ylidene]-4-methoxy-3-methylfuran-2-one

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 1c1755dd-ace5-499d-a5b4-c89fc64ededb
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
IUPAC Name (5Z)-5-[(1S,4S,5S,8S,9R)-9-[(E,3S)-3-hydroxybut-1-enyl]-4-methyl-2,14-dioxa-10-azapentacyclo[6.5.1.01,5.06,10.09,13]tetradecan-3-ylidene]-4-methoxy-3-methylfuran-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H27NO6/c1-10(24)5-7-21-14-6-8-23(21)13-9-15(21)28-22(14)16(13)11(2)18(29-22)19-17(26-4)12(3)20(25)27-19/h5,7,10-11,13-16,24H,6,8-9H2,1-4H3/b7-5+,19-18-/t10-,11-,13?,14?,15-,16-,21+,22+/m0/s1
InChI Key JVTGLCOWKRWBGL-MPEMJPCSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H27NO6
Molecular Weight 401.50 g/mol
Exact Mass 401.18383758 g/mol
Topological Polar Surface Area (TPSA) 77.50 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.84
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5Z)-5-[(1S,4S,5S,8S,9R)-9-[(E,3S)-3-hydroxybut-1-enyl]-4-methyl-2,14-dioxa-10-azapentacyclo[6.5.1.01,5.06,10.09,13]tetradecan-3-ylidene]-4-methoxy-3-methylfuran-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8570 85.70%
Caco-2 + 0.6129 61.29%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7064 70.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8850 88.50%
OATP1B3 inhibitior + 0.9332 93.32%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7178 71.78%
P-glycoprotein inhibitior + 0.5912 59.12%
P-glycoprotein substrate - 0.5757 57.57%
CYP3A4 substrate + 0.6611 66.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8210 82.10%
CYP3A4 inhibition - 0.9008 90.08%
CYP2C9 inhibition - 0.9056 90.56%
CYP2C19 inhibition - 0.9020 90.20%
CYP2D6 inhibition - 0.9138 91.38%
CYP1A2 inhibition - 0.8591 85.91%
CYP2C8 inhibition - 0.7000 70.00%
CYP inhibitory promiscuity - 0.8632 86.32%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4246 42.46%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9577 95.77%
Skin irritation - 0.7723 77.23%
Skin corrosion - 0.9311 93.11%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3701 37.01%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.5757 57.57%
skin sensitisation - 0.8474 84.74%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.5687 56.87%
Acute Oral Toxicity (c) III 0.5718 57.18%
Estrogen receptor binding + 0.8814 88.14%
Androgen receptor binding + 0.7170 71.70%
Thyroid receptor binding + 0.7205 72.05%
Glucocorticoid receptor binding + 0.8125 81.25%
Aromatase binding + 0.5529 55.29%
PPAR gamma + 0.7388 73.88%
Honey bee toxicity - 0.7708 77.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity - 0.3700 37.00%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.35% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.88% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.27% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.22% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.18% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.31% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.33% 97.14%
CHEMBL4588 P22894 Matrix metalloproteinase 8 88.77% 94.66%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.36% 99.23%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.49% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.23% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.69% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.37% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.36% 86.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.90% 93.03%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.69% 90.08%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.47% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.93% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.42% 94.75%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.31% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.74% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 80.50% 91.19%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.23% 93.99%
CHEMBL2431 P31751 Serine/threonine-protein kinase AKT2 80.21% 98.33%

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 163188220
LOTUS LTS0070456
wikiData Q105135941