[19,22,24-Triacetyloxy-18,25-dihydroxy-20-(hydroxymethyl)-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-21-yl] 2-hydroxy-2-methylpropanoate

Details

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Internal ID 5bf7c1cf-618b-4769-b762-96cd9b55ca43
Taxonomy Alkaloids and derivatives
IUPAC Name [19,22,24-triacetyloxy-18,25-dihydroxy-20-(hydroxymethyl)-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-21-yl] 2-hydroxy-2-methylpropanoate
SMILES (Canonical) CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C)OC(=O)C)OC(=O)C(C)(C)O)CO)OC(=O)C)O)C
SMILES (Isomeric) CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C)OC(=O)C)OC(=O)C(C)(C)O)CO)OC(=O)C)O)C
InChI InChI=1S/C36H47NO17/c1-15-16(2)29(43)52-26-23(42)27(51-19(5)41)35(13-38)28(53-31(45)32(6,7)46)24(49-17(3)39)21-25(50-18(4)40)36(35,34(26,9)47)54-33(21,8)14-48-30(44)20-11-10-12-37-22(15)20/h10-12,15-16,21,23-28,38,42,46-47H,13-14H2,1-9H3
InChI Key DAIBOXGEIUPRIR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H47NO17
Molecular Weight 765.80 g/mol
Exact Mass 765.28439903 g/mol
Topological Polar Surface Area (TPSA) 261.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -0.36
H-Bond Acceptor 18
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [19,22,24-Triacetyloxy-18,25-dihydroxy-20-(hydroxymethyl)-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-21-yl] 2-hydroxy-2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5899 58.99%
Caco-2 - 0.8496 84.96%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.4929 49.29%
OATP2B1 inhibitior - 0.7152 71.52%
OATP1B1 inhibitior + 0.8452 84.52%
OATP1B3 inhibitior + 0.9346 93.46%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9523 95.23%
P-glycoprotein inhibitior + 0.7961 79.61%
P-glycoprotein substrate + 0.7383 73.83%
CYP3A4 substrate + 0.7233 72.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8831 88.31%
CYP3A4 inhibition - 0.8384 83.84%
CYP2C9 inhibition - 0.7626 76.26%
CYP2C19 inhibition - 0.7329 73.29%
CYP2D6 inhibition - 0.9235 92.35%
CYP1A2 inhibition - 0.6930 69.30%
CYP2C8 inhibition + 0.6516 65.16%
CYP inhibitory promiscuity - 0.5482 54.82%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5055 50.55%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9052 90.52%
Skin irritation - 0.8218 82.18%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6772 67.72%
Micronuclear + 0.5200 52.00%
Hepatotoxicity + 0.5803 58.03%
skin sensitisation - 0.8458 84.58%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.8530 85.30%
Acute Oral Toxicity (c) III 0.5801 58.01%
Estrogen receptor binding + 0.7678 76.78%
Androgen receptor binding + 0.7428 74.28%
Thyroid receptor binding + 0.6197 61.97%
Glucocorticoid receptor binding + 0.7275 72.75%
Aromatase binding + 0.6556 65.56%
PPAR gamma + 0.7749 77.49%
Honey bee toxicity - 0.7508 75.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity - 0.4011 40.11%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.37% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.15% 85.14%
CHEMBL2581 P07339 Cathepsin D 99.06% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.26% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.99% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.58% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.84% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.64% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.78% 94.00%
CHEMBL2039 P27338 Monoamine oxidase B 90.47% 92.51%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.69% 82.69%
CHEMBL1951 P21397 Monoamine oxidase A 89.58% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.33% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 87.19% 94.73%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.82% 81.11%
CHEMBL2996 Q05655 Protein kinase C delta 86.26% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.24% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.19% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.70% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.00% 95.89%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.86% 89.34%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.49% 96.90%
CHEMBL230 P35354 Cyclooxygenase-2 81.73% 89.63%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.67% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.41% 97.14%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.13% 94.42%
CHEMBL5028 O14672 ADAM10 81.08% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.26% 95.71%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.14% 93.10%

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.
Catha edulis

Cross-Links

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PubChem 101258263
LOTUS LTS0035995
wikiData Q104247176