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[(1R,2S,4R,6R,9R,10R,11R,14R,15R,18R)-6-[(2S)-2-(2-hydroxypropan-2-yl)-5-oxo-2H-furan-4-yl]-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-14-yl] 3-methylbut-2-enoate

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 ae71386e-1d31-4c83-899e-7e4f722450d1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,4R,6R,9R,10R,11R,14R,15R,18R)-6-[(2S)-2-(2-hydroxypropan-2-yl)-5-oxo-2H-furan-4-yl]-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-14-yl] 3-methylbut-2-enoate
SMILES (Canonical) CC1=C2C(CC1C3=CC(OC3=O)C(C)(C)O)OC4C2(C(C5(CCC(C6(C5C4OC6)C)OC(=O)C=C(C)C)C)CC(=O)OC)C
SMILES (Isomeric) CC1=C2[C@@H](C[C@H]1C3=C[C@H](OC3=O)C(C)(C)O)O[C@H]4[C@@]2([C@@H]([C@]5(CC[C@H]([C@@]6([C@@H]5[C@H]4OC6)C)OC(=O)C=C(C)C)C)CC(=O)OC)C
InChI InChI=1S/C35H48O9/c1-17(2)12-26(37)43-23-10-11-33(6)22(15-25(36)40-9)35(8)27-18(3)19(20-14-24(32(4,5)39)44-31(20)38)13-21(27)42-30(35)28-29(33)34(23,7)16-41-28/h12,14,19,21-24,28-30,39H,10-11,13,15-16H2,1-9H3/t19-,21-,22-,23-,24+,28-,29-,30-,33-,34-,35-/m1/s1
InChI Key HFIVLQCNJPKDAS-RRCXAVNDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H48O9
Molecular Weight 612.70 g/mol
Exact Mass 612.32983310 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.61
H-Bond Acceptor 9
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 [(1R,2S,4R,6R,9R,10R,11R,14R,15R,18R)-6-[(2S)-2-(2-hydroxypropan-2-yl)-5-oxo-2H-furan-4-yl]-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-14-yl] 3-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9906 99.06%
Caco-2 - 0.7896 78.96%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8710 87.10%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.7901 79.01%
OATP1B3 inhibitior + 0.8576 85.76%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8865 88.65%
P-glycoprotein inhibitior + 0.8312 83.12%
P-glycoprotein substrate + 0.7506 75.06%
CYP3A4 substrate + 0.7495 74.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9139 91.39%
CYP3A4 inhibition - 0.6459 64.59%
CYP2C9 inhibition - 0.7101 71.01%
CYP2C19 inhibition - 0.9245 92.45%
CYP2D6 inhibition - 0.9521 95.21%
CYP1A2 inhibition - 0.9170 91.70%
CYP2C8 inhibition + 0.7920 79.20%
CYP inhibitory promiscuity - 0.8685 86.85%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4455 44.55%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9072 90.72%
Skin irritation - 0.5883 58.83%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4565 45.65%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5395 53.95%
skin sensitisation - 0.8945 89.45%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6319 63.19%
Acute Oral Toxicity (c) I 0.6054 60.54%
Estrogen receptor binding + 0.7751 77.51%
Androgen receptor binding + 0.7402 74.02%
Thyroid receptor binding + 0.5687 56.87%
Glucocorticoid receptor binding + 0.8497 84.97%
Aromatase binding + 0.7926 79.26%
PPAR gamma + 0.7584 75.84%
Honey bee toxicity - 0.5995 59.95%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9903 99.03%

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 98.78% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 95.74% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.20% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.12% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.18% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.91% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.64% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.37% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.10% 98.95%
CHEMBL5028 O14672 ADAM10 88.92% 97.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.03% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.87% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.32% 92.62%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.19% 90.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.84% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.79% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.84% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.66% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.44% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.39% 99.17%
CHEMBL2535 P11166 Glucose transporter 84.35% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.27% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.33% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.85% 97.28%

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.
Azadirachta indica

Cross-Links

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PubChem 162955224
LOTUS LTS0031953
wikiData Q105027352