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[(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15R,16R,19S,21R)-4,21-diacetyloxy-6-(furan-3-yl)-12,19-dihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] (2R)-2-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 2fa70b39-6866-4854-99d9-f0cb46b8d3fc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15R,16R,19S,21R)-4,21-diacetyloxy-6-(furan-3-yl)-12,19-dihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(CC2OC(=O)C)O)C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)OC(=O)C)C)O)C
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@@H]1[C@@]2([C@@H]3C[C@H]([C@@]4([C@@H]([C@@]3(CO1)[C@H](C[C@H]2OC(=O)C)O)C(=O)[C@@H]([C@@]5([C@]46[C@H](O6)C[C@H]5C7=COC=C7)C)OC(=O)C)C)O)C
InChI InChI=1S/C35H46O12/c1-8-16(2)29(41)46-30-31(5)21-12-22(38)33(7)27(34(21,15-43-30)23(39)13-24(31)44-17(3)36)26(40)28(45-18(4)37)32(6)20(19-9-10-42-14-19)11-25-35(32,33)47-25/h9-10,14,16,20-25,27-28,30,38-39H,8,11-13,15H2,1-7H3/t16-,20+,21+,22-,23+,24-,25-,27+,28+,30-,31-,32-,33-,34-,35-/m1/s1
InChI Key BHOJESWIVMSURC-MKEQASANSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O12
Molecular Weight 658.70 g/mol
Exact Mass 658.29892690 g/mol
Topological Polar Surface Area (TPSA) 171.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.06
H-Bond Acceptor 12
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 [(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15R,16R,19S,21R)-4,21-diacetyloxy-6-(furan-3-yl)-12,19-dihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9734 97.34%
Caco-2 - 0.8201 82.01%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7591 75.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3299 32.99%
OATP1B3 inhibitior + 0.8015 80.15%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior + 0.9501 95.01%
P-glycoprotein inhibitior + 0.7869 78.69%
P-glycoprotein substrate + 0.6860 68.60%
CYP3A4 substrate + 0.7095 70.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8322 83.22%
CYP3A4 inhibition + 0.6928 69.28%
CYP2C9 inhibition - 0.7843 78.43%
CYP2C19 inhibition - 0.8404 84.04%
CYP2D6 inhibition - 0.9504 95.04%
CYP1A2 inhibition - 0.8795 87.95%
CYP2C8 inhibition + 0.7029 70.29%
CYP inhibitory promiscuity - 0.8322 83.22%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5800 58.00%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9068 90.68%
Skin irritation - 0.6998 69.98%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.5501 55.01%
Human Ether-a-go-go-Related Gene inhibition + 0.7474 74.74%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.6552 65.52%
skin sensitisation - 0.8993 89.93%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5726 57.26%
Acute Oral Toxicity (c) I 0.5420 54.20%
Estrogen receptor binding + 0.7922 79.22%
Androgen receptor binding + 0.7588 75.88%
Thyroid receptor binding + 0.5667 56.67%
Glucocorticoid receptor binding + 0.7903 79.03%
Aromatase binding + 0.6969 69.69%
PPAR gamma + 0.7671 76.71%
Honey bee toxicity - 0.6626 66.26%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9904 99.04%

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 98.34% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.25% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.99% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.53% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.50% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.89% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 92.75% 97.28%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.20% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.65% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 89.22% 83.82%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.52% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.80% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.52% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.92% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 86.03% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.99% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.77% 96.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.58% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.29% 94.00%
CHEMBL2996 Q05655 Protein kinase C delta 82.71% 97.79%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.30% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.94% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.42% 82.69%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.25% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.45% 100.00%

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.
Melia azedarach

Cross-Links

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PubChem 163185100
LOTUS LTS0231961
wikiData Q104936127