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[(1R,2S,4R,9R,10R,11R,12S,14R,15R,18R)-14-acetyloxy-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-6-oxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] (Z)-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 a989fcbf-e412-4428-8ae8-5491684493df
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name [(1R,2S,4R,9R,10R,11R,12S,14R,15R,18R)-14-acetyloxy-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-6-oxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C2(COC3C2C1(C(C4(C3OC5C4=C(C(=O)C5)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(=O)C5)C)C)CC(=O)OC)C)C)OC(=O)C
InChI InChI=1S/C30H40O9/c1-9-14(2)27(34)39-21-12-20(37-16(4)31)28(5)13-36-24-25(28)29(21,6)19(11-22(33)35-8)30(7)23-15(3)17(32)10-18(23)38-26(24)30/h9,18-21,24-26H,10-13H2,1-8H3/b14-9-/t18-,19-,20-,21+,24-,25+,26-,28-,29+,30-/m1/s1
InChI Key LGQIDAUSKKGKHE-ZKODPHERSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H40O9
Molecular Weight 544.60 g/mol
Exact Mass 544.26723285 g/mol
Topological Polar Surface Area (TPSA) 114.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.48
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,4R,9R,10R,11R,12S,14R,15R,18R)-14-acetyloxy-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-6-oxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] (Z)-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 + 0.9938 99.38%
Caco-2 - 0.6292 62.92%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7959 79.59%
OATP2B1 inhibitior - 0.8635 86.35%
OATP1B1 inhibitior + 0.7714 77.14%
OATP1B3 inhibitior + 0.9510 95.10%
MATE1 inhibitior + 0.5400 54.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9621 96.21%
P-glycoprotein inhibitior + 0.8568 85.68%
P-glycoprotein substrate + 0.6782 67.82%
CYP3A4 substrate + 0.7076 70.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9049 90.49%
CYP3A4 inhibition - 0.6735 67.35%
CYP2C9 inhibition - 0.8921 89.21%
CYP2C19 inhibition - 0.9166 91.66%
CYP2D6 inhibition - 0.9604 96.04%
CYP1A2 inhibition - 0.9015 90.15%
CYP2C8 inhibition + 0.6432 64.32%
CYP inhibitory promiscuity - 0.7494 74.94%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4457 44.57%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.8574 85.74%
Skin irritation - 0.6070 60.70%
Skin corrosion - 0.9499 94.99%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3652 36.52%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5222 52.22%
skin sensitisation - 0.8387 83.87%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.8106 81.06%
Acute Oral Toxicity (c) I 0.4419 44.19%
Estrogen receptor binding + 0.8763 87.63%
Androgen receptor binding + 0.6828 68.28%
Thyroid receptor binding + 0.5876 58.76%
Glucocorticoid receptor binding + 0.8264 82.64%
Aromatase binding + 0.7869 78.69%
PPAR gamma + 0.8043 80.43%
Honey bee toxicity - 0.5893 58.93%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9926 99.26%

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 97.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.94% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.85% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.38% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.50% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.16% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 87.33% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.84% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.27% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.37% 93.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 85.03% 97.47%
CHEMBL5028 O14672 ADAM10 84.92% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.68% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.58% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.51% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.28% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.50% 97.14%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.14% 80.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.90% 89.00%
CHEMBL2581 P07339 Cathepsin D 80.49% 98.95%

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 54581352
LOTUS LTS0051159
wikiData Q105151522