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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] 2-methylpropanoate

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 1af870e9-276f-4c48-a589-55f2fac861b2
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] 2-methylpropanoate
SMILES (Canonical) CC(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)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/C34H44O12/c1-15(2)28(40)45-29-30(5)20-11-21(37)32(7)26(33(20,14-42-29)22(38)12-23(30)43-16(3)35)25(39)27(44-17(4)36)31(6)19(18-8-9-41-13-18)10-24-34(31,32)46-24/h8-9,13,15,19-24,26-27,29,37-38H,10-12,14H2,1-7H3/t19-,20-,21+,22-,23+,24+,26-,27-,29+,30+,31+,32+,33+,34+/m0/s1
InChI Key XWWVSEKNDQEHQM-WXZOALQOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H44O12
Molecular Weight 644.70 g/mol
Exact Mass 644.28327683 g/mol
Topological Polar Surface Area (TPSA) 171.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.67
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 5

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] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9611 96.11%
Caco-2 - 0.8104 81.04%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8205 82.05%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior - 0.3223 32.23%
OATP1B3 inhibitior + 0.8310 83.10%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior + 0.9441 94.41%
P-glycoprotein inhibitior + 0.7850 78.50%
P-glycoprotein substrate + 0.6459 64.59%
CYP3A4 substrate + 0.7111 71.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8322 83.22%
CYP3A4 inhibition - 0.5732 57.32%
CYP2C9 inhibition - 0.8008 80.08%
CYP2C19 inhibition - 0.8509 85.09%
CYP2D6 inhibition - 0.9352 93.52%
CYP1A2 inhibition - 0.8795 87.95%
CYP2C8 inhibition + 0.6648 66.48%
CYP inhibitory promiscuity - 0.9207 92.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5668 56.68%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9033 90.33%
Skin irritation - 0.7604 76.04%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.5401 54.01%
Human Ether-a-go-go-Related Gene inhibition + 0.7453 74.53%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.6927 69.27%
skin sensitisation - 0.8666 86.66%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.7702 77.02%
Acute Oral Toxicity (c) I 0.5803 58.03%
Estrogen receptor binding + 0.7894 78.94%
Androgen receptor binding + 0.7605 76.05%
Thyroid receptor binding + 0.6031 60.31%
Glucocorticoid receptor binding + 0.7786 77.86%
Aromatase binding + 0.6930 69.30%
PPAR gamma + 0.7541 75.41%
Honey bee toxicity - 0.6166 61.66%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9791 97.91%

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 99.03% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.78% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.75% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.98% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.72% 89.00%
CHEMBL2581 P07339 Cathepsin D 91.39% 98.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.95% 97.28%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.77% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.54% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 90.48% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 89.98% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.52% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.98% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.96% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.47% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.20% 95.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.54% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.93% 94.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.28% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.14% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.12% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.68% 98.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.27% 82.69%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.04% 96.00%

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 10372001
LOTUS LTS0230215
wikiData Q105343838