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(5E)-5-[(1R,4R,5S,6R,8R,9R,13S)-9-[(E)-but-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 3289bad9-a121-4780-9f25-dc64ce55a200
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
IUPAC Name (5E)-5-[(1R,4R,5S,6R,8R,9R,13S)-9-[(E)-but-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) CCC=CC12C3CCN1C4CC2OC35C4C(C(=C6C(=C(C(=O)O6)C)OC)O5)C
SMILES (Isomeric) CC/C=C/[C@]12[C@@H]3CCN1[C@@H]4C[C@H]2O[C@@]35[C@H]4[C@H](/C(=C\6/C(=C(C(=O)O6)C)OC)/O5)C
InChI InChI=1S/C22H27NO5/c1-5-6-8-21-14-7-9-23(21)13-10-15(21)27-22(14)16(13)11(2)18(28-22)19-17(25-4)12(3)20(24)26-19/h6,8,11,13-16H,5,7,9-10H2,1-4H3/b8-6+,19-18+/t11-,13-,14+,15-,16+,21-,22+/m1/s1
InChI Key XNUWGEPKIOWLHQ-HUOIRUNFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H27NO5
Molecular Weight 385.50 g/mol
Exact Mass 385.18892296 g/mol
Topological Polar Surface Area (TPSA) 57.20 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.87
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5E)-5-[(1R,4R,5S,6R,8R,9R,13S)-9-[(E)-but-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 + 0.9278 92.78%
Caco-2 + 0.6967 69.67%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6788 67.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8669 86.69%
OATP1B3 inhibitior + 0.9373 93.73%
MATE1 inhibitior - 0.9009 90.09%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8225 82.25%
P-glycoprotein inhibitior + 0.6815 68.15%
P-glycoprotein substrate - 0.5489 54.89%
CYP3A4 substrate + 0.6595 65.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8182 81.82%
CYP3A4 inhibition - 0.8312 83.12%
CYP2C9 inhibition - 0.8497 84.97%
CYP2C19 inhibition - 0.8649 86.49%
CYP2D6 inhibition - 0.8814 88.14%
CYP1A2 inhibition - 0.7840 78.40%
CYP2C8 inhibition - 0.6321 63.21%
CYP inhibitory promiscuity - 0.5338 53.38%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4578 45.78%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9589 95.89%
Skin irritation - 0.7818 78.18%
Skin corrosion - 0.9284 92.84%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7397 73.97%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.5152 51.52%
skin sensitisation - 0.8426 84.26%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.4736 47.36%
Acute Oral Toxicity (c) III 0.5833 58.33%
Estrogen receptor binding + 0.8735 87.35%
Androgen receptor binding + 0.7115 71.15%
Thyroid receptor binding + 0.7182 71.82%
Glucocorticoid receptor binding + 0.8091 80.91%
Aromatase binding + 0.5533 55.33%
PPAR gamma + 0.7210 72.10%
Honey bee toxicity - 0.7698 76.98%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.7713 77.13%

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 96.87% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.27% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.19% 98.95%
CHEMBL4588 P22894 Matrix metalloproteinase 8 94.00% 94.66%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.39% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.11% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.99% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.85% 96.61%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.81% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.64% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.26% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.02% 90.08%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.28% 93.99%
CHEMBL332 P03956 Matrix metalloproteinase-1 85.59% 94.50%
CHEMBL1871 P10275 Androgen Receptor 85.55% 96.43%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.78% 93.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.52% 82.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.22% 97.14%
CHEMBL221 P23219 Cyclooxygenase-1 84.12% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.41% 95.89%
CHEMBL204 P00734 Thrombin 82.92% 96.01%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.36% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.24% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.18% 94.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.77% 90.24%

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.
Asparagus racemosus

Cross-Links

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PubChem 162922769
LOTUS LTS0024519
wikiData Q105331974