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[(1R,2R,3S,4S,5R,6S,11S,12R,14R,16R,17R,18R,19R,20S,24R)-17-acetyloxy-20-(furan-3-yl)-2,3,4-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 3157c8da-6e63-4e30-a475-96424ff6b6d8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,3S,4S,5R,6S,11S,12R,14R,16R,17R,18R,19R,20S,24R)-17-acetyloxy-20-(furan-3-yl)-2,3,4-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(C6O)(C(C2(C8C1(C(OC(=O)C8)C9=COC=C9)C)OC(O7)(O3)C)O)O)C)OC(=O)C
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]6O)([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)OC(=O)C
InChI InChI=1S/C32H36O15/c1-13(33)42-21-22(43-14(2)34)32-28-12-41-18(35)8-16(28)25(3)11-29(28)30(39,23(25)37)24(38)31(32,46-27(5,45-29)47-32)17-9-19(36)44-20(26(17,21)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 MZURZIOUYDYWBV-SEVJMCSJSA-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,3S,4S,5R,6S,11S,12R,14R,16R,17R,18R,19R,20S,24R)-17-acetyloxy-20-(furan-3-yl)-2,3,4-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 + 0.8493 84.93%
Caco-2 - 0.8222 82.22%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7613 76.13%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.7262 72.62%
OATP1B3 inhibitior + 0.9182 91.82%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9372 93.72%
P-glycoprotein inhibitior + 0.7453 74.53%
P-glycoprotein substrate + 0.6056 60.56%
CYP3A4 substrate + 0.6999 69.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8377 83.77%
CYP3A4 inhibition - 0.8031 80.31%
CYP2C9 inhibition - 0.8679 86.79%
CYP2C19 inhibition - 0.8555 85.55%
CYP2D6 inhibition - 0.9441 94.41%
CYP1A2 inhibition - 0.8695 86.95%
CYP2C8 inhibition + 0.7088 70.88%
CYP inhibitory promiscuity - 0.9116 91.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6145 61.45%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.8924 89.24%
Skin irritation - 0.7559 75.59%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis + 0.5136 51.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7670 76.70%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5074 50.74%
skin sensitisation - 0.8951 89.51%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5839 58.39%
Acute Oral Toxicity (c) I 0.4065 40.65%
Estrogen receptor binding + 0.7855 78.55%
Androgen receptor binding + 0.7671 76.71%
Thyroid receptor binding + 0.5704 57.04%
Glucocorticoid receptor binding + 0.6935 69.35%
Aromatase binding + 0.7053 70.53%
PPAR gamma + 0.7206 72.06%
Honey bee toxicity - 0.7580 75.80%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5850 58.50%
Fish aquatic toxicity + 0.9923 99.23%

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 99.24% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.56% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.41% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.79% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.55% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.22% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.18% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.76% 99.23%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.59% 81.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.32% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.53% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.45% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.36% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.06% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.01% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.35% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 80.99% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.70% 94.00%

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
Mikania congesta

Cross-Links

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PubChem 162970636
LOTUS LTS0180596
wikiData Q105287247