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[17-Acetyloxy-8-(furan-3-yl)-12-hydroxy-4-methoxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-19-yl] 3-phenylprop-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 f277744f-1a24-4766-9108-19bc217319c5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [17-acetyloxy-8-(furan-3-yl)-12-hydroxy-4-methoxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-19-yl] 3-phenylprop-2-enoate
SMILES (Canonical) CC1=C2C(CC1C3=COC=C3)OC(CC4C2(C(C5C6C4(C(CC(C6(CO5)C)OC(=O)C)OC(=O)C=CC7=CC=CC=C7)C)O)C)OC
SMILES (Isomeric) CC1=C2C(CC1C3=COC=C3)OC(CC4C2(C(C5C6C4(C(CC(C6(CO5)C)OC(=O)C)OC(=O)C=CC7=CC=CC=C7)C)O)C)OC
InChI InChI=1S/C38H46O9/c1-21-25(24-14-15-43-19-24)16-26-32(21)38(5)27(17-31(42-6)46-26)37(4)29(47-30(40)13-12-23-10-8-7-9-11-23)18-28(45-22(2)39)36(3)20-44-33(34(36)37)35(38)41/h7-15,19,25-29,31,33-35,41H,16-18,20H2,1-6H3
InChI Key ZMGNYWCAOWTGBZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H46O9
Molecular Weight 646.80 g/mol
Exact Mass 646.31418304 g/mol
Topological Polar Surface Area (TPSA) 114.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 5.83
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 [17-Acetyloxy-8-(furan-3-yl)-12-hydroxy-4-methoxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-19-yl] 3-phenylprop-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 + 0.9897 98.97%
Caco-2 - 0.8119 81.19%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7845 78.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7680 76.80%
OATP1B3 inhibitior + 0.9192 91.92%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9947 99.47%
P-glycoprotein inhibitior + 0.8164 81.64%
P-glycoprotein substrate + 0.6613 66.13%
CYP3A4 substrate + 0.7267 72.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8812 88.12%
CYP3A4 inhibition + 0.5167 51.67%
CYP2C9 inhibition - 0.7738 77.38%
CYP2C19 inhibition - 0.8385 83.85%
CYP2D6 inhibition - 0.9482 94.82%
CYP1A2 inhibition - 0.8036 80.36%
CYP2C8 inhibition + 0.8866 88.66%
CYP inhibitory promiscuity - 0.7892 78.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4334 43.34%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9206 92.06%
Skin irritation - 0.6781 67.81%
Skin corrosion - 0.9467 94.67%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8154 81.54%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.6274 62.74%
skin sensitisation - 0.8616 86.16%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8407 84.07%
Acute Oral Toxicity (c) I 0.5880 58.80%
Estrogen receptor binding + 0.8434 84.34%
Androgen receptor binding + 0.7458 74.58%
Thyroid receptor binding + 0.6120 61.20%
Glucocorticoid receptor binding + 0.7664 76.64%
Aromatase binding + 0.6416 64.16%
PPAR gamma + 0.7741 77.41%
Honey bee toxicity - 0.6511 65.11%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.66% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.51% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 97.83% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.14% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 95.08% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.70% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.59% 95.56%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 92.33% 89.44%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.00% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.37% 98.95%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 91.35% 87.67%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.32% 81.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.02% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.77% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.30% 93.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.81% 97.14%
CHEMBL5028 O14672 ADAM10 87.44% 97.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.24% 83.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.18% 97.36%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.98% 94.08%
CHEMBL3401 O75469 Pregnane X receptor 81.90% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.70% 85.14%

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 85270444
LOTUS LTS0007145
wikiData Q105379453