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methyl (2R)-2-acetyloxy-2-[(3S,4R)-4-[(1R,3R,4R,7S,8S,10R)-8-(furan-3-yl)-10-hydroxy-3,7-dimethyl-2-oxatricyclo[5.3.0.01,3]decan-4-yl]-2,2,4-trimethyl-7-oxo-3H-oxepin-3-yl]acetate

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 f4d30323-fc2d-4497-aef0-5c97fd0d92f8
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl (2R)-2-acetyloxy-2-[(3S,4R)-4-[(1R,3R,4R,7S,8S,10R)-8-(furan-3-yl)-10-hydroxy-3,7-dimethyl-2-oxatricyclo[5.3.0.01,3]decan-4-yl]-2,2,4-trimethyl-7-oxo-3H-oxepin-3-yl]acetate
SMILES (Canonical) CC(=O)OC(C1C(OC(=O)C=CC1(C)C2CCC3(C(CC(C34C2(O4)C)O)C5=COC=C5)C)(C)C)C(=O)OC
SMILES (Isomeric) CC(=O)O[C@H]([C@@H]1[C@@](C=CC(=O)OC1(C)C)(C)[C@H]2CC[C@]3([C@@H](C[C@H]([C@@]34[C@@]2(O4)C)O)C5=COC=C5)C)C(=O)OC
InChI InChI=1S/C29H38O9/c1-16(30)36-22(24(33)34-7)23-25(2,3)37-21(32)9-11-26(23,4)19-8-12-27(5)18(17-10-13-35-15-17)14-20(31)29(27)28(19,6)38-29/h9-11,13,15,18-20,22-23,31H,8,12,14H2,1-7H3/t18-,19+,20+,22+,23-,26+,27-,28+,29-/m0/s1
InChI Key YUGPXFBJZOAFLD-IUHLTIPPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H38O9
Molecular Weight 530.60 g/mol
Exact Mass 530.25158279 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.69
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R)-2-acetyloxy-2-[(3S,4R)-4-[(1R,3R,4R,7S,8S,10R)-8-(furan-3-yl)-10-hydroxy-3,7-dimethyl-2-oxatricyclo[5.3.0.01,3]decan-4-yl]-2,2,4-trimethyl-7-oxo-3H-oxepin-3-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9779 97.79%
Caco-2 - 0.6726 67.26%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7048 70.48%
OATP2B1 inhibitior - 0.8569 85.69%
OATP1B1 inhibitior - 0.4062 40.62%
OATP1B3 inhibitior - 0.2583 25.83%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9521 95.21%
P-glycoprotein inhibitior + 0.7577 75.77%
P-glycoprotein substrate + 0.6078 60.78%
CYP3A4 substrate + 0.7210 72.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8723 87.23%
CYP3A4 inhibition + 0.8174 81.74%
CYP2C9 inhibition - 0.7028 70.28%
CYP2C19 inhibition - 0.7366 73.66%
CYP2D6 inhibition - 0.9344 93.44%
CYP1A2 inhibition - 0.7313 73.13%
CYP2C8 inhibition + 0.6340 63.40%
CYP inhibitory promiscuity - 0.9351 93.51%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.4678 46.78%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9003 90.03%
Skin irritation - 0.6496 64.96%
Skin corrosion - 0.9094 90.94%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7242 72.42%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5459 54.59%
skin sensitisation - 0.8360 83.60%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6110 61.10%
Acute Oral Toxicity (c) I 0.3613 36.13%
Estrogen receptor binding + 0.7612 76.12%
Androgen receptor binding + 0.7469 74.69%
Thyroid receptor binding + 0.6208 62.08%
Glucocorticoid receptor binding + 0.8230 82.30%
Aromatase binding + 0.7050 70.50%
PPAR gamma + 0.6999 69.99%
Honey bee toxicity - 0.7433 74.33%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9873 98.73%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.63% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.57% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.52% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.12% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.31% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.19% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.77% 82.69%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.70% 81.11%
CHEMBL340 P08684 Cytochrome P450 3A4 88.99% 91.19%
CHEMBL3038469 P24941 CDK2/Cyclin A 88.15% 91.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.98% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.22% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.33% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.01% 91.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.91% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.21% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.77% 99.23%
CHEMBL5028 O14672 ADAM10 82.66% 97.50%
CHEMBL2581 P07339 Cathepsin D 82.65% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.19% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.60% 92.62%

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.
Toona ciliata

Cross-Links

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PubChem 23626482
LOTUS LTS0003840
wikiData Q105362870