methyl 2-[(1R,4Z,7R,8R,12S,14R,18R)-8-hydroxy-5,7,8-trimethyl-3,9-dioxo-2,10-dioxa-15-azatricyclo[10.5.1.015,18]octadec-4-en-14-yl]acetate

Details

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Internal ID 20791452-039a-4c4a-98a6-405747459e78
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl 2-[(1R,4Z,7R,8R,12S,14R,18R)-8-hydroxy-5,7,8-trimethyl-3,9-dioxo-2,10-dioxa-15-azatricyclo[10.5.1.015,18]octadec-4-en-14-yl]acetate
SMILES (Canonical) CC1CC(=CC(=O)OC2CCN3C2C(CC3CC(=O)OC)COC(=O)C1(C)O)C
SMILES (Isomeric) C[C@@H]1C/C(=C\C(=O)O[C@@H]2CCN3[C@@H]2[C@H](C[C@@H]3CC(=O)OC)COC(=O)[C@]1(C)O)/C
InChI InChI=1S/C21H31NO7/c1-12-7-13(2)21(3,26)20(25)28-11-14-9-15(10-17(23)27-4)22-6-5-16(19(14)22)29-18(24)8-12/h8,13-16,19,26H,5-7,9-11H2,1-4H3/b12-8-/t13-,14-,15-,16-,19-,21-/m1/s1
InChI Key REORBMULUMCELM-JFJOTHBMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H31NO7
Molecular Weight 409.50 g/mol
Exact Mass 409.21005233 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.20
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,4Z,7R,8R,12S,14R,18R)-8-hydroxy-5,7,8-trimethyl-3,9-dioxo-2,10-dioxa-15-azatricyclo[10.5.1.015,18]octadec-4-en-14-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7918 79.18%
Caco-2 + 0.6149 61.49%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6265 62.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8539 85.39%
OATP1B3 inhibitior + 0.9301 93.01%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6080 60.80%
P-glycoprotein inhibitior - 0.5898 58.98%
P-glycoprotein substrate + 0.7324 73.24%
CYP3A4 substrate + 0.6712 67.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8400 84.00%
CYP3A4 inhibition - 0.7942 79.42%
CYP2C9 inhibition - 0.9121 91.21%
CYP2C19 inhibition - 0.9154 91.54%
CYP2D6 inhibition - 0.9057 90.57%
CYP1A2 inhibition - 0.8870 88.70%
CYP2C8 inhibition - 0.6444 64.44%
CYP inhibitory promiscuity - 0.9325 93.25%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.6535 65.35%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.9735 97.35%
Skin irritation - 0.7306 73.06%
Skin corrosion - 0.9200 92.00%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6899 68.99%
Micronuclear + 0.6000 60.00%
Hepatotoxicity + 0.6887 68.87%
skin sensitisation - 0.8578 85.78%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.4735 47.35%
Acute Oral Toxicity (c) III 0.7311 73.11%
Estrogen receptor binding + 0.7114 71.14%
Androgen receptor binding + 0.6147 61.47%
Thyroid receptor binding + 0.5346 53.46%
Glucocorticoid receptor binding + 0.6231 62.31%
Aromatase binding - 0.6304 63.04%
PPAR gamma - 0.4874 48.74%
Honey bee toxicity - 0.8016 80.16%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.7729 77.29%

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 99.13% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.76% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.11% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.52% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.05% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 89.93% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.75% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.35% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.30% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.13% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.03% 94.45%
CHEMBL1871 P10275 Androgen Receptor 85.87% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.49% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.24% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.90% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.06% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.43% 93.40%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.98% 94.80%
CHEMBL332 P03956 Matrix metalloproteinase-1 81.72% 94.50%
CHEMBL2581 P07339 Cathepsin D 81.38% 98.95%

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 callosus

Cross-Links

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PubChem 10787656
LOTUS LTS0172247
wikiData Q105234995