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methyl 2-[(1S,5R,6R,12R,14S,15R,17S,18S)-14-acetyloxy-6-(furan-3-yl)-17-hydroxy-1,5,15-trimethyl-8,13-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.012,17]octadeca-2(11),9-dien-18-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 6d02d737-0cd8-4f2f-bee0-d522d137dada
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl 2-[(1S,5R,6R,12R,14S,15R,17S,18S)-14-acetyloxy-6-(furan-3-yl)-17-hydroxy-1,5,15-trimethyl-8,13-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.012,17]octadeca-2(11),9-dien-18-yl]acetate
SMILES (Canonical) CC(=O)OC1C(=O)C2C3=C(CCC4(C3=CC(=O)OC4C5=COC=C5)C)C6(C2(CC1(C6CC(=O)OC)C)O)C
SMILES (Isomeric) CC(=O)O[C@@H]1C(=O)[C@@H]2C3=C(CC[C@@]4(C3=CC(=O)O[C@H]4C5=COC=C5)C)[C@]6([C@@]2(C[C@@]1([C@@H]6CC(=O)OC)C)O)C
InChI InChI=1S/C29H32O9/c1-14(30)37-25-23(33)22-21-16(28(4)18(11-19(31)35-5)27(25,3)13-29(22,28)34)6-8-26(2)17(21)10-20(32)38-24(26)15-7-9-36-12-15/h7,9-10,12,18,22,24-25,34H,6,8,11,13H2,1-5H3/t18-,22-,24-,25+,26+,27+,28+,29-/m0/s1
InChI Key XHFDKRUZXVKRBV-CNZSFKCRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H32O9
Molecular Weight 524.60 g/mol
Exact Mass 524.20463259 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 3.37
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1S,5R,6R,12R,14S,15R,17S,18S)-14-acetyloxy-6-(furan-3-yl)-17-hydroxy-1,5,15-trimethyl-8,13-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.012,17]octadeca-2(11),9-dien-18-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 + 0.9835 98.35%
Caco-2 - 0.6891 68.91%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7770 77.70%
OATP2B1 inhibitior - 0.7166 71.66%
OATP1B1 inhibitior - 0.5000 50.00%
OATP1B3 inhibitior + 0.8131 81.31%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9863 98.63%
P-glycoprotein inhibitior + 0.8000 80.00%
P-glycoprotein substrate + 0.6187 61.87%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8847 88.47%
CYP3A4 inhibition + 0.6378 63.78%
CYP2C9 inhibition - 0.8264 82.64%
CYP2C19 inhibition - 0.8479 84.79%
CYP2D6 inhibition - 0.9225 92.25%
CYP1A2 inhibition - 0.7870 78.70%
CYP2C8 inhibition + 0.7324 73.24%
CYP inhibitory promiscuity - 0.8429 84.29%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4392 43.92%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.8945 89.45%
Skin irritation - 0.5352 53.52%
Skin corrosion - 0.9276 92.76%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7636 76.36%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.6605 66.05%
skin sensitisation - 0.8863 88.63%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6725 67.25%
Acute Oral Toxicity (c) I 0.6664 66.64%
Estrogen receptor binding + 0.8721 87.21%
Androgen receptor binding + 0.7600 76.00%
Thyroid receptor binding + 0.6562 65.62%
Glucocorticoid receptor binding + 0.8181 81.81%
Aromatase binding + 0.7223 72.23%
PPAR gamma + 0.7402 74.02%
Honey bee toxicity - 0.7349 73.49%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9898 98.98%

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 99.03% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.98% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 97.83% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.27% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.41% 96.09%
CHEMBL3038469 P24941 CDK2/Cyclin A 91.89% 91.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.20% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.81% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.10% 91.24%
CHEMBL2581 P07339 Cathepsin D 86.00% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.00% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.69% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.89% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.84% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.94% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.48% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.30% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.71% 94.00%
CHEMBL5028 O14672 ADAM10 81.15% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.89% 97.09%
CHEMBL255 P29275 Adenosine A2b receptor 80.49% 98.59%

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.
Xylocarpus moluccensis

Cross-Links

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PubChem 122181597
LOTUS LTS0018613
wikiData Q105328073