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[(1S,2R,3R,4S,5R,7S,8R,9R,10R,13R,15R)-2-acetyloxy-4-formyl-13-(furan-3-yl)-5-hydroxy-9-(2-methoxy-2-oxoethyl)-4,8,10,12-tetramethyl-16-oxatetracyclo[8.6.0.03,8.011,15]hexadec-11-en-7-yl] (E)-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 57592efd-6233-4374-a7b7-6d1d4f8c3014
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,3R,4S,5R,7S,8R,9R,10R,13R,15R)-2-acetyloxy-4-formyl-13-(furan-3-yl)-5-hydroxy-9-(2-methoxy-2-oxoethyl)-4,8,10,12-tetramethyl-16-oxatetracyclo[8.6.0.03,8.011,15]hexadec-11-en-7-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC1=C2C(CC1C3=COC=C3)OC4C2(C(C5(C(CC(C(C5C4OC(=O)C)(C)C=O)O)OC(=O)C=CC6=CC=CC=C6)C)CC(=O)OC)C
SMILES (Isomeric) CC1=C2[C@@H](C[C@H]1C3=COC=C3)O[C@H]4[C@@]2([C@@H]([C@]5([C@H](C[C@H]([C@@]([C@@H]5[C@H]4OC(=O)C)(C)C=O)O)OC(=O)/C=C/C6=CC=CC=C6)C)CC(=O)OC)C
InChI InChI=1S/C38H44O10/c1-21-25(24-14-15-45-19-24)16-26-32(21)38(5)27(17-31(43)44-6)37(4)29(48-30(42)13-12-23-10-8-7-9-11-23)18-28(41)36(3,20-39)34(37)33(35(38)47-26)46-22(2)40/h7-15,19-20,25-29,33-35,41H,16-18H2,1-6H3/b13-12+/t25-,26-,27-,28-,29+,33-,34+,35-,36-,37+,38-/m1/s1
InChI Key PDYSCTLBKPHLJG-CUNMOGCISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H44O10
Molecular Weight 660.70 g/mol
Exact Mass 660.29344760 g/mol
Topological Polar Surface Area (TPSA) 139.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 5.20
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4S,5R,7S,8R,9R,10R,13R,15R)-2-acetyloxy-4-formyl-13-(furan-3-yl)-5-hydroxy-9-(2-methoxy-2-oxoethyl)-4,8,10,12-tetramethyl-16-oxatetracyclo[8.6.0.03,8.011,15]hexadec-11-en-7-yl] (E)-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 + 0.9941 99.41%
Caco-2 - 0.8019 80.19%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7280 72.80%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.7162 71.62%
OATP1B3 inhibitior - 0.3412 34.12%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8565 85.65%
P-glycoprotein substrate + 0.6941 69.41%
CYP3A4 substrate + 0.7264 72.64%
CYP2C9 substrate - 0.8193 81.93%
CYP2D6 substrate - 0.8719 87.19%
CYP3A4 inhibition + 0.5708 57.08%
CYP2C9 inhibition - 0.8258 82.58%
CYP2C19 inhibition - 0.8740 87.40%
CYP2D6 inhibition - 0.9339 93.39%
CYP1A2 inhibition - 0.8949 89.49%
CYP2C8 inhibition + 0.8704 87.04%
CYP inhibitory promiscuity - 0.7552 75.52%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.5356 53.56%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9189 91.89%
Skin irritation - 0.6614 66.14%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.6354 63.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8433 84.33%
Micronuclear + 0.5459 54.59%
Hepatotoxicity + 0.5821 58.21%
skin sensitisation - 0.7993 79.93%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6270 62.70%
Acute Oral Toxicity (c) I 0.3686 36.86%
Estrogen receptor binding + 0.8274 82.74%
Androgen receptor binding + 0.7475 74.75%
Thyroid receptor binding + 0.6234 62.34%
Glucocorticoid receptor binding + 0.8117 81.17%
Aromatase binding + 0.5922 59.22%
PPAR gamma + 0.7993 79.93%
Honey bee toxicity - 0.6554 65.54%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9897 98.97%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.18% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.22% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.00% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.57% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.78% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 96.47% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 96.34% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.78% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 95.63% 83.82%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 93.57% 89.44%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.86% 97.09%
CHEMBL5028 O14672 ADAM10 91.87% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.06% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.91% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 86.90% 94.73%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 86.87% 87.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.92% 99.17%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.95% 81.11%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.59% 90.24%
CHEMBL4208 P20618 Proteasome component C5 84.47% 90.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.46% 89.67%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.10% 97.14%

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 11331284
LOTUS LTS0102879
wikiData Q105206825