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[(1R,2R,3R,4S,5R,6S,11S,12R,14R,16R,17R,18R,19R,20S,24R)-4-acetyloxy-20-(furan-3-yl)-2,3,17-trihydroxy-5,14,19-trimethyl-8,22-dioxo-9,13,15,21,25-pentaoxaoctacyclo[12.10.1.15,12.01,16.03,12.06,11.011,16.019,24]hexacosan-18-yl] 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 91039d8d-0f42-4f66-befa-79616b2e06f6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,3R,4S,5R,6S,11S,12R,14R,16R,17R,18R,19R,20S,24R)-4-acetyloxy-20-(furan-3-yl)-2,3,17-trihydroxy-5,14,19-trimethyl-8,22-dioxo-9,13,15,21,25-pentaoxaoctacyclo[12.10.1.15,12.01,16.03,12.06,11.011,16.019,24]hexacosan-18-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C23C45COC(=O)CC4C6(CC57C(C6OC(=O)C)(C(C2(C8C1(C(OC(=O)C8)C9=COC=C9)C)OC(O7)(O3)C)O)O)C)O
SMILES (Isomeric) CC(=O)O[C@H]1[C@H]([C@]23[C@]45COC(=O)C[C@H]4[C@]6(C[C@]57[C@]([C@H]6OC(=O)C)([C@H]([C@@]2([C@H]8[C@@]1([C@@H](OC(=O)C8)C9=COC=C9)C)O[C@@](O7)(O3)C)O)O)C)O
InChI InChI=1S/C32H36O15/c1-13(33)42-22-20(37)32-28-12-41-18(35)8-16(28)25(3)11-29(28)30(39,24(25)43-14(2)34)23(38)31(32,46-27(5,45-29)47-32)17-9-19(36)44-21(26(17,22)4)15-6-7-40-10-15/h6-7,10,16-17,20-24,37-39H,8-9,11-12H2,1-5H3/t16-,17+,20+,21-,22-,23+,24-,25+,26+,27+,28+,29+,30+,31+,32-/m0/s1
InChI Key UYWNZTJHBWJEGR-AHISLVQKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H36O15
Molecular Weight 660.60 g/mol
Exact Mass 660.20542044 g/mol
Topological Polar Surface Area (TPSA) 207.00 Ų
XlogP -1.50
Atomic LogP (AlogP) 0.17
H-Bond Acceptor 15
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,4S,5R,6S,11S,12R,14R,16R,17R,18R,19R,20S,24R)-4-acetyloxy-20-(furan-3-yl)-2,3,17-trihydroxy-5,14,19-trimethyl-8,22-dioxo-9,13,15,21,25-pentaoxaoctacyclo[12.10.1.15,12.01,16.03,12.06,11.011,16.019,24]hexacosan-18-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 + 0.9265 92.65%
Caco-2 - 0.8262 82.62%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8064 80.64%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.7044 70.44%
OATP1B3 inhibitior + 0.8612 86.12%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8981 89.81%
P-glycoprotein inhibitior + 0.7406 74.06%
P-glycoprotein substrate + 0.6300 63.00%
CYP3A4 substrate + 0.7031 70.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8377 83.77%
CYP3A4 inhibition - 0.7832 78.32%
CYP2C9 inhibition - 0.8490 84.90%
CYP2C19 inhibition - 0.8258 82.58%
CYP2D6 inhibition - 0.9496 94.96%
CYP1A2 inhibition - 0.8402 84.02%
CYP2C8 inhibition + 0.7271 72.71%
CYP inhibitory promiscuity - 0.9224 92.24%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5887 58.87%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8836 88.36%
Skin irritation - 0.7567 75.67%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis + 0.5436 54.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7327 73.27%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5301 53.01%
skin sensitisation - 0.8984 89.84%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.7326 73.26%
Acute Oral Toxicity (c) I 0.4096 40.96%
Estrogen receptor binding + 0.7887 78.87%
Androgen receptor binding + 0.7667 76.67%
Thyroid receptor binding + 0.5836 58.36%
Glucocorticoid receptor binding + 0.7004 70.04%
Aromatase binding + 0.7120 71.20%
PPAR gamma + 0.7081 70.81%
Honey bee toxicity - 0.7427 74.27%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6350 63.50%
Fish aquatic toxicity + 0.9939 99.39%

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 98.80% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 97.82% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.76% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.48% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.32% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.08% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.82% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.28% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.63% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.47% 99.23%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.18% 81.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.77% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.71% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.92% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 82.53% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.36% 94.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.86% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 81.13% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 80.96% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.88% 97.14%

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.
Chukrasia tabularis

Cross-Links

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PubChem 163043136
LOTUS LTS0207569
wikiData Q105282002