(5R,10R,11R,12S,15R)-5,10,11,12-tetramethyl-3,8,14-trioxa-18-azatetracyclo[13.5.1.05,10.018,21]henicosa-1(21),19-diene-4,9,13,17-tetrone

Details

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Internal ID f636e368-4cef-427c-854c-24e627d3eeb7
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (5R,10R,11R,12S,15R)-5,10,11,12-tetramethyl-3,8,14-trioxa-18-azatetracyclo[13.5.1.05,10.018,21]henicosa-1(21),19-diene-4,9,13,17-tetrone
SMILES (Canonical) CC1C(C2(C(=O)OCCC2(C(=O)OCC3=C4C(CC(=O)N4C=C3)OC1=O)C)C)C
SMILES (Isomeric) C[C@H]1[C@H]([C@]2(C(=O)OCC[C@]2(C(=O)OCC3=C4[C@@H](CC(=O)N4C=C3)OC1=O)C)C)C
InChI InChI=1S/C21H25NO7/c1-11-12(2)21(4)19(26)27-8-6-20(21,3)18(25)28-10-13-5-7-22-15(23)9-14(16(13)22)29-17(11)24/h5,7,11-12,14H,6,8-10H2,1-4H3/t11-,12+,14+,20-,21-/m0/s1
InChI Key CZKKTPYDOANSIB-RXVKMGIGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H25NO7
Molecular Weight 403.40 g/mol
Exact Mass 403.16310214 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R,10R,11R,12S,15R)-5,10,11,12-tetramethyl-3,8,14-trioxa-18-azatetracyclo[13.5.1.05,10.018,21]henicosa-1(21),19-diene-4,9,13,17-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9320 93.20%
Caco-2 - 0.5581 55.81%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.4808 48.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9191 91.91%
OATP1B3 inhibitior + 0.9375 93.75%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.6021 60.21%
P-glycoprotein inhibitior + 0.6730 67.30%
P-glycoprotein substrate + 0.5311 53.11%
CYP3A4 substrate + 0.6213 62.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8796 87.96%
CYP3A4 inhibition - 0.8068 80.68%
CYP2C9 inhibition - 0.8270 82.70%
CYP2C19 inhibition - 0.6304 63.04%
CYP2D6 inhibition - 0.9368 93.68%
CYP1A2 inhibition - 0.7583 75.83%
CYP2C8 inhibition - 0.8498 84.98%
CYP inhibitory promiscuity - 0.8684 86.84%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5753 57.53%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9657 96.57%
Skin irritation - 0.8034 80.34%
Skin corrosion - 0.9149 91.49%
Ames mutagenesis - 0.5164 51.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6460 64.60%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.7875 78.75%
skin sensitisation - 0.8527 85.27%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5524 55.24%
Acute Oral Toxicity (c) III 0.6749 67.49%
Estrogen receptor binding + 0.8234 82.34%
Androgen receptor binding + 0.7556 75.56%
Thyroid receptor binding + 0.6179 61.79%
Glucocorticoid receptor binding + 0.8630 86.30%
Aromatase binding + 0.6723 67.23%
PPAR gamma + 0.6105 61.05%
Honey bee toxicity - 0.7852 78.52%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity - 0.3890 38.90%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.04% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.66% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.82% 93.40%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.26% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.44% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.82% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.87% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.09% 85.14%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.76% 94.80%
CHEMBL4588 P22894 Matrix metalloproteinase 8 87.71% 94.66%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.02% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.08% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.81% 85.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.40% 100.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.65% 88.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.40% 100.00%
CHEMBL4072 P07858 Cathepsin B 80.58% 93.67%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.57% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.09% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.03% 97.09%

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.
Senecio inaequidens

Cross-Links

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PubChem 163059097
LOTUS LTS0107888
wikiData Q104972852