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[(1R,3R,13S,14S,17S,18R,19S,20S,21R,22S,23S,24S,25R)-18,19,21,24-tetraacetyloxy-22,25-dihydroxy-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-20-yl]methyl acetate

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 3b50d8e9-6574-49c6-9367-66d4a6530ea6
Taxonomy Alkaloids and derivatives
IUPAC Name [(1R,3R,13S,14S,17S,18R,19S,20S,21R,22S,23S,24S,25R)-18,19,21,24-tetraacetyloxy-22,25-dihydroxy-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-20-yl]methyl acetate
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)O)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) C[C@H]1[C@@H](C(=O)O[C@H]2[C@@H]([C@H]([C@@]3([C@H]([C@H]([C@H]4[C@@H]([C@]3([C@]2(C)O)O[C@]4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C)O)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C36H45NO17/c1-15-16(2)31(44)53-29-26(49-18(4)39)30(52-21(7)42)35(14-47-17(3)38)28(51-20(6)41)25(43)23-27(50-19(5)40)36(35,34(29,9)46)54-33(23,8)13-48-32(45)22-11-10-12-37-24(15)22/h10-12,15-16,23,25-30,43,46H,13-14H2,1-9H3/t15-,16-,23-,25-,26-,27-,28-,29-,30+,33-,34+,35-,36+/m0/s1
InChI Key NLOQRURWORDOGK-XNURQNBHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H45NO17
Molecular Weight 763.70 g/mol
Exact Mass 763.26874897 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.46
H-Bond Acceptor 18
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3R,13S,14S,17S,18R,19S,20S,21R,22S,23S,24S,25R)-18,19,21,24-tetraacetyloxy-22,25-dihydroxy-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-20-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8129 81.29%
Caco-2 - 0.8448 84.48%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5280 52.80%
OATP2B1 inhibitior - 0.7135 71.35%
OATP1B1 inhibitior + 0.8628 86.28%
OATP1B3 inhibitior + 0.9150 91.50%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9555 95.55%
P-glycoprotein inhibitior + 0.8305 83.05%
P-glycoprotein substrate + 0.7094 70.94%
CYP3A4 substrate + 0.7085 70.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8843 88.43%
CYP3A4 inhibition - 0.8716 87.16%
CYP2C9 inhibition - 0.8043 80.43%
CYP2C19 inhibition - 0.7572 75.72%
CYP2D6 inhibition - 0.9414 94.14%
CYP1A2 inhibition - 0.6361 63.61%
CYP2C8 inhibition + 0.5775 57.75%
CYP inhibitory promiscuity - 0.6479 64.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5083 50.83%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.8990 89.90%
Skin irritation - 0.8148 81.48%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3960 39.60%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8577 85.77%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.8421 84.21%
Acute Oral Toxicity (c) III 0.5107 51.07%
Estrogen receptor binding + 0.7898 78.98%
Androgen receptor binding + 0.7282 72.82%
Thyroid receptor binding + 0.6233 62.33%
Glucocorticoid receptor binding + 0.6993 69.93%
Aromatase binding + 0.6590 65.90%
PPAR gamma + 0.7569 75.69%
Honey bee toxicity - 0.7556 75.56%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.8076 80.76%

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 98.40% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.39% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.74% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.72% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.55% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.61% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 92.37% 91.49%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.32% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.42% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.12% 96.77%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.99% 81.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.93% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.65% 94.80%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.30% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.16% 95.56%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 86.02% 96.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.26% 93.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.74% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 83.95% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.82% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.00% 97.09%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 82.28% 94.42%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.34% 96.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.23% 96.00%
CHEMBL5028 O14672 ADAM10 80.92% 97.50%
CHEMBL2535 P11166 Glucose transporter 80.23% 98.75%

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.
There are no matching plants.

Cross-Links

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PubChem 162933724
LOTUS LTS0059937
wikiData Q105181486