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[(1S,2S,6S,9R,11R,12S,13S,15R,17S,18R,19R,20R)-19,20-diacetyloxy-17-(furan-3-yl)-6-hydroxy-8,8,12,18-tetramethyl-5-oxo-7,14-dioxahexacyclo[10.8.0.02,6.02,9.013,15.013,18]icosan-11-yl] 3-methylbutanoate

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 221cac0a-0002-405e-83a2-08f55cb27e97
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2S,6S,9R,11R,12S,13S,15R,17S,18R,19R,20R)-19,20-diacetyloxy-17-(furan-3-yl)-6-hydroxy-8,8,12,18-tetramethyl-5-oxo-7,14-dioxahexacyclo[10.8.0.02,6.02,9.013,15.013,18]icosan-11-yl] 3-methylbutanoate
SMILES (Canonical) CC(C)CC(=O)OC1CC2C(OC3(C2(CCC3=O)C4C1(C56C(O5)CC(C6(C(C4OC(=O)C)OC(=O)C)C)C7=COC=C7)C)O)(C)C
SMILES (Isomeric) CC(C)CC(=O)O[C@@H]1C[C@@H]2[C@]3(CCC(=O)[C@]3(OC2(C)C)O)[C@@H]4[C@@]1([C@]56[C@H](O5)C[C@H]([C@@]6([C@H]([C@@H]4OC(=O)C)OC(=O)C)C)C7=COC=C7)C
InChI InChI=1S/C35H46O11/c1-17(2)13-26(39)44-24-15-22-30(5,6)46-35(40)23(38)9-11-33(22,35)28-27(42-18(3)36)29(43-19(4)37)31(7)21(20-10-12-41-16-20)14-25-34(31,45-25)32(24,28)8/h10,12,16-17,21-22,24-25,27-29,40H,9,11,13-15H2,1-8H3/t21-,22-,24+,25+,27+,28-,29-,31+,32+,33+,34+,35+/m0/s1
InChI Key HOLPFNXDZFODER-HPKUSWPVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O11
Molecular Weight 642.70 g/mol
Exact Mass 642.30401228 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 4.23
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,6S,9R,11R,12S,13S,15R,17S,18R,19R,20R)-19,20-diacetyloxy-17-(furan-3-yl)-6-hydroxy-8,8,12,18-tetramethyl-5-oxo-7,14-dioxahexacyclo[10.8.0.02,6.02,9.013,15.013,18]icosan-11-yl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9609 96.09%
Caco-2 - 0.8075 80.75%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8426 84.26%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.7008 70.08%
OATP1B3 inhibitior - 0.5517 55.17%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8287 82.87%
BSEP inhibitior + 0.9853 98.53%
P-glycoprotein inhibitior + 0.8123 81.23%
P-glycoprotein substrate + 0.5773 57.73%
CYP3A4 substrate + 0.7161 71.61%
CYP2C9 substrate - 0.6060 60.60%
CYP2D6 substrate - 0.8472 84.72%
CYP3A4 inhibition + 0.6997 69.97%
CYP2C9 inhibition - 0.6779 67.79%
CYP2C19 inhibition - 0.7546 75.46%
CYP2D6 inhibition - 0.9403 94.03%
CYP1A2 inhibition - 0.8369 83.69%
CYP2C8 inhibition + 0.6790 67.90%
CYP inhibitory promiscuity - 0.8726 87.26%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5929 59.29%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.8967 89.67%
Skin irritation - 0.6872 68.72%
Skin corrosion - 0.9107 91.07%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6464 64.64%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6098 60.98%
skin sensitisation - 0.8890 88.90%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.5356 53.56%
Acute Oral Toxicity (c) I 0.5718 57.18%
Estrogen receptor binding + 0.7760 77.60%
Androgen receptor binding + 0.7592 75.92%
Thyroid receptor binding + 0.5733 57.33%
Glucocorticoid receptor binding + 0.7443 74.43%
Aromatase binding + 0.7348 73.48%
PPAR gamma + 0.7280 72.80%
Honey bee toxicity - 0.7564 75.64%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9914 99.14%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.14% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.01% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.46% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.72% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 94.71% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.21% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.56% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.90% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.45% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.29% 91.19%
CHEMBL2581 P07339 Cathepsin D 88.99% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.86% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.69% 97.25%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.67% 95.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.85% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.63% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.59% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.65% 86.33%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 84.45% 92.95%
CHEMBL1937 Q92769 Histone deacetylase 2 82.93% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.50% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.49% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.34% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.43% 89.50%

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.
Croton jatrophoides

Cross-Links

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PubChem 101754466
LOTUS LTS0011281
wikiData Q105031358