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[(1R,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-14-acetyloxy-6-[(2S)-2-hydroxy-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-12-yl] (E)-2-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 55e740d1-1791-409f-b5b3-e04fccb291bb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-14-acetyloxy-6-[(2S)-2-hydroxy-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-12-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C2(COC3C2C1(C(C4(C3OC5C4=C(C(C5)C6=CC(OC6=O)O)C)C)CC(=O)OC)C)C)OC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]1([C@H]([C@]4([C@@H]3O[C@H]5C4=C([C@@H](C5)C6=C[C@H](OC6=O)O)C)C)CC(=O)OC)C)C)OC(=O)C
InChI InChI=1S/C34H44O11/c1-9-15(2)30(38)44-23-13-22(42-17(4)35)32(5)14-41-27-28(32)33(23,6)21(12-24(36)40-8)34(7)26-16(3)18(10-20(26)43-29(27)34)19-11-25(37)45-31(19)39/h9,11,18,20-23,25,27-29,37H,10,12-14H2,1-8H3/b15-9+/t18-,20-,21-,22-,23+,25+,27-,28+,29-,32-,33+,34-/m1/s1
InChI Key FVEVYGNIVRCALL-ARGFPIROSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H44O11
Molecular Weight 628.70 g/mol
Exact Mass 628.28836222 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.33
H-Bond Acceptor 11
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,12S,14R,15R,18R)-14-acetyloxy-6-[(2S)-2-hydroxy-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-12-yl] (E)-2-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 + 0.9924 99.24%
Caco-2 - 0.7974 79.74%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8032 80.32%
OATP2B1 inhibitior - 0.7189 71.89%
OATP1B1 inhibitior + 0.7987 79.87%
OATP1B3 inhibitior + 0.8862 88.62%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9394 93.94%
P-glycoprotein inhibitior + 0.8352 83.52%
P-glycoprotein substrate + 0.7150 71.50%
CYP3A4 substrate + 0.7293 72.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8941 89.41%
CYP3A4 inhibition - 0.6776 67.76%
CYP2C9 inhibition - 0.8497 84.97%
CYP2C19 inhibition - 0.9344 93.44%
CYP2D6 inhibition - 0.9676 96.76%
CYP1A2 inhibition - 0.9299 92.99%
CYP2C8 inhibition + 0.7302 73.02%
CYP inhibitory promiscuity - 0.8410 84.10%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4334 43.34%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.5966 59.66%
Skin corrosion - 0.9494 94.94%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4388 43.88%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.5219 52.19%
skin sensitisation - 0.8780 87.80%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.6937 69.37%
Acute Oral Toxicity (c) I 0.6592 65.92%
Estrogen receptor binding + 0.8223 82.23%
Androgen receptor binding + 0.7152 71.52%
Thyroid receptor binding + 0.5325 53.25%
Glucocorticoid receptor binding + 0.8034 80.34%
Aromatase binding + 0.7245 72.45%
PPAR gamma + 0.7729 77.29%
Honey bee toxicity - 0.5208 52.08%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9911 99.11%

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 98.44% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.22% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.79% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.70% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.57% 94.45%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.87% 81.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.17% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.12% 99.23%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 87.98% 87.67%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.04% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.09% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.99% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.69% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.01% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.96% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.20% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.98% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 83.73% 90.17%
CHEMBL5028 O14672 ADAM10 83.36% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.89% 97.14%
CHEMBL2581 P07339 Cathepsin D 82.83% 98.95%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.43% 80.00%
CHEMBL4208 P20618 Proteasome component C5 80.88% 90.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.42% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 80.21% 94.73%

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 162853683
LOTUS LTS0131299
wikiData Q105002329