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[(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15S,19R,20R,21S)-20-acetyloxy-6-(furan-3-yl)-4,12,19,21-tetrahydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 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 16c149e2-726d-4e3b-ac8f-72219e2eff2d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15S,19R,20R,21S)-20-acetyloxy-6-(furan-3-yl)-4,12,19,21-tetrahydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H44O12/c1-7-14(2)27(40)44-28-29(4)18-11-19(35)31(6)23(32(18,13-42-28)26(39)22(25(29)38)43-15(3)34)21(36)24(37)30(5)17(16-8-9-41-12-16)10-20-33(30,31)45-20/h8-9,12,14,17-20,22-26,28,35,37-39H,7,10-11,13H2,1-6H3/t14?,17-,18-,19+,20+,22-,23-,24-,25+,26-,28?,29-,30+,31+,32-,33+/m0/s1
InChI Key NFRWPKQFSFOEGO-HETKIKOBSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C33H44O12
Molecular Weight 632.70 g/mol
Exact Mass 632.28327683 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.46
H-Bond Acceptor 12
H-Bond Donor 4
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,15S,19R,20R,21S)-20-acetyloxy-6-(furan-3-yl)-4,12,19,21-tetrahydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 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 + 0.9339 93.39%
Caco-2 - 0.8326 83.26%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6633 66.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6964 69.64%
OATP1B3 inhibitior + 0.8926 89.26%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8492 84.92%
P-glycoprotein inhibitior + 0.7173 71.73%
P-glycoprotein substrate + 0.6620 66.20%
CYP3A4 substrate + 0.7088 70.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8322 83.22%
CYP3A4 inhibition + 0.6564 65.64%
CYP2C9 inhibition - 0.7946 79.46%
CYP2C19 inhibition - 0.8625 86.25%
CYP2D6 inhibition - 0.9424 94.24%
CYP1A2 inhibition - 0.8971 89.71%
CYP2C8 inhibition + 0.6761 67.61%
CYP inhibitory promiscuity - 0.7632 76.32%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5682 56.82%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9163 91.63%
Skin irritation - 0.7109 71.09%
Skin corrosion - 0.9366 93.66%
Ames mutagenesis - 0.5655 56.55%
Human Ether-a-go-go-Related Gene inhibition + 0.7004 70.04%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.6376 63.76%
skin sensitisation - 0.8859 88.59%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5055 50.55%
Acute Oral Toxicity (c) I 0.4342 43.42%
Estrogen receptor binding + 0.8030 80.30%
Androgen receptor binding + 0.7510 75.10%
Thyroid receptor binding + 0.5421 54.21%
Glucocorticoid receptor binding + 0.7524 75.24%
Aromatase binding + 0.7019 70.19%
PPAR gamma + 0.7423 74.23%
Honey bee toxicity - 0.7152 71.52%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9777 97.77%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.01% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.75% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.62% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.24% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.70% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.53% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 92.47% 90.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 91.08% 97.28%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.81% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.59% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.24% 95.71%
CHEMBL2996 Q05655 Protein kinase C delta 86.93% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.91% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.80% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 84.87% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.47% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.44% 92.62%
CHEMBL4040 P28482 MAP kinase ERK2 82.36% 83.82%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.26% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 81.54% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.06% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 80.44% 94.73%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.42% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.11% 98.75%
CHEMBL226 P30542 Adenosine A1 receptor 80.04% 95.93%

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 101930510
LOTUS LTS0032551
wikiData Q105178633