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methyl 2-[(1S,2S,3R,5R,6R,10S,13R,14S,16S)-3,13,14-triacetyloxy-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-16-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 4da51684-0a52-4fe6-b09e-cb510e102e7b
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name methyl 2-[(1S,2S,3R,5R,6R,10S,13R,14S,16S)-3,13,14-triacetyloxy-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-16-yl]acetate
SMILES (Canonical) CC(=O)OC1CC2(C(CC(=O)OC2C3=COC=C3)C4=CC5(C(C(C(C(C14)(C5=O)C)CC(=O)OC)(C)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@]2([C@@H](CC(=O)O[C@H]2C3=COC=C3)C4=C[C@]5([C@H](C([C@@H]([C@@]([C@@H]14)(C5=O)C)CC(=O)OC)(C)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C33H40O12/c1-16(34)42-22-14-31(6)21(11-25(38)44-27(31)19-9-10-41-15-19)20-13-33(45-18(3)36)28(39)32(7,26(20)22)23(12-24(37)40-8)30(4,5)29(33)43-17(2)35/h9-10,13,15,21-23,26-27,29H,11-12,14H2,1-8H3/t21-,22+,23-,26+,27-,29-,31+,32-,33-/m0/s1
InChI Key KWDDOLPNMJRDQX-OHDFGLQGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H40O12
Molecular Weight 628.70 g/mol
Exact Mass 628.25197671 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.81
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1S,2S,3R,5R,6R,10S,13R,14S,16S)-3,13,14-triacetyloxy-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-16-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 + 0.9935 99.35%
Caco-2 - 0.7810 78.10%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7528 75.28%
OATP2B1 inhibitior - 0.5742 57.42%
OATP1B1 inhibitior - 0.5000 50.00%
OATP1B3 inhibitior - 0.2715 27.15%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9824 98.24%
P-glycoprotein inhibitior + 0.8896 88.96%
P-glycoprotein substrate + 0.7050 70.50%
CYP3A4 substrate + 0.7098 70.98%
CYP2C9 substrate - 0.5962 59.62%
CYP2D6 substrate - 0.8407 84.07%
CYP3A4 inhibition + 0.8928 89.28%
CYP2C9 inhibition - 0.7572 75.72%
CYP2C19 inhibition - 0.7423 74.23%
CYP2D6 inhibition - 0.9215 92.15%
CYP1A2 inhibition - 0.8806 88.06%
CYP2C8 inhibition + 0.7579 75.79%
CYP inhibitory promiscuity + 0.5159 51.59%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4321 43.21%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.8735 87.35%
Skin irritation - 0.7113 71.13%
Skin corrosion - 0.9345 93.45%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6743 67.43%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5302 53.02%
skin sensitisation - 0.7899 78.99%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.7220 72.20%
Acute Oral Toxicity (c) I 0.3970 39.70%
Estrogen receptor binding + 0.8376 83.76%
Androgen receptor binding + 0.7593 75.93%
Thyroid receptor binding + 0.6486 64.86%
Glucocorticoid receptor binding + 0.8331 83.31%
Aromatase binding + 0.6671 66.71%
PPAR gamma + 0.7869 78.69%
Honey bee toxicity - 0.6912 69.12%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.9949 99.49%

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 98.97% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.59% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.23% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.45% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.54% 92.88%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.59% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.16% 86.33%
CHEMBL3038469 P24941 CDK2/Cyclin A 87.69% 91.38%
CHEMBL221 P23219 Cyclooxygenase-1 87.66% 90.17%
CHEMBL3437 Q16853 Amine oxidase, copper containing 87.12% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.68% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.75% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.57% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.57% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.52% 95.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.49% 94.80%
CHEMBL4208 P20618 Proteasome component C5 82.27% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.07% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.70% 97.28%
CHEMBL2581 P07339 Cathepsin D 81.54% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.74% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.72% 99.23%
CHEMBL5028 O14672 ADAM10 80.70% 97.50%

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.
Swietenia mahagoni

Cross-Links

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PubChem 44613427
LOTUS LTS0232303
wikiData Q105146869