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[(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15S,16S,19S,21R)-21-acetyloxy-6-(furan-3-yl)-4,12,19-trihydroxy-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 878770d0-3c57-463b-a547-b631643c0737
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15S,16S,19S,21R)-21-acetyloxy-6-(furan-3-yl)-4,12,19-trihydroxy-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)O)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)O)C)O)C
InChI InChI=1S/C32H42O11/c1-14(2)26(38)42-27-28(4)18-10-19(34)30(6)24(31(18,13-40-27)20(35)11-21(28)41-15(3)33)23(36)25(37)29(5)17(16-7-8-39-12-16)9-22-32(29,30)43-22/h7-8,12,14,17-22,24-25,27,34-35,37H,9-11,13H2,1-6H3/t17-,18-,19+,20-,21+,22+,24-,25-,27-,28-,29+,30+,31+,32+/m0/s1
InChI Key IWWHKSITDUTKRB-JRWPYURWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O11
Molecular Weight 602.70 g/mol
Exact Mass 602.27271215 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.10
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 4

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,15S,16S,19S,21R)-21-acetyloxy-6-(furan-3-yl)-4,12,19-trihydroxy-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 - 0.7989 79.89%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8205 82.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3164 31.64%
OATP1B3 inhibitior + 0.8310 83.10%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior + 0.9146 91.46%
P-glycoprotein inhibitior + 0.7242 72.42%
P-glycoprotein substrate + 0.6504 65.04%
CYP3A4 substrate + 0.7120 71.20%
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 + 0.6718 67.18%
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 - 0.9090 90.90%
Skin irritation - 0.7604 76.04%
Skin corrosion - 0.9393 93.93%
Ames mutagenesis - 0.5601 56.01%
Human Ether-a-go-go-Related Gene inhibition + 0.7672 76.72%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.6626 66.26%
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 + 0.6977 69.77%
Acute Oral Toxicity (c) I 0.5803 58.03%
Estrogen receptor binding + 0.8057 80.57%
Androgen receptor binding + 0.7580 75.80%
Thyroid receptor binding + 0.5816 58.16%
Glucocorticoid receptor binding + 0.7635 76.35%
Aromatase binding + 0.7214 72.14%
PPAR gamma + 0.7256 72.56%
Honey bee toxicity - 0.6475 64.75%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5400 54.00%
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 98.70% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.92% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.87% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.15% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.65% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.83% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.67% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.92% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 90.80% 90.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 89.61% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 88.78% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.72% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.69% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.09% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.83% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.20% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.64% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.63% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.66% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.55% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.42% 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 102586008
LOTUS LTS0026580
wikiData Q105121928