[(1S,3S,8S,9S,10R,11S,13R)-11-acetyloxy-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl] (Z)-2-methylbut-2-enoate

Details

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Internal ID 7417937f-ec0c-4125-a54d-bdac3d4625fa
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name [(1S,3S,8S,9S,10R,11S,13R)-11-acetyloxy-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2=C(C(=O)OC2(CC34C1(C(C(CC3O4)OC(=O)C)C)C)O)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@@H]1C2=C(C(=O)O[C@]2(C[C@]34[C@]1([C@H]([C@H](C[C@H]3O4)OC(=O)C)C)C)O)C
InChI InChI=1S/C22H28O8/c1-7-10(2)18(24)28-17-16-11(3)19(25)30-22(16,26)9-21-15(29-21)8-14(27-13(5)23)12(4)20(17,21)6/h7,12,14-15,17,26H,8-9H2,1-6H3/b10-7-/t12-,14-,15+,17+,20-,21+,22-/m0/s1
InChI Key HJGNQXYRDPMTDY-BEBLUENBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H28O8
Molecular Weight 420.50 g/mol
Exact Mass 420.17841785 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.95
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3S,8S,9S,10R,11S,13R)-11-acetyloxy-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-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 + 0.9924 99.24%
Caco-2 + 0.5935 59.35%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7184 71.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8713 87.13%
OATP1B3 inhibitior + 0.9108 91.08%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7749 77.49%
P-glycoprotein inhibitior + 0.6781 67.81%
P-glycoprotein substrate - 0.5379 53.79%
CYP3A4 substrate + 0.6739 67.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8857 88.57%
CYP3A4 inhibition - 0.5815 58.15%
CYP2C9 inhibition - 0.8616 86.16%
CYP2C19 inhibition - 0.9021 90.21%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.8027 80.27%
CYP2C8 inhibition - 0.6297 62.97%
CYP inhibitory promiscuity - 0.9259 92.59%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4243 42.43%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.5499 54.99%
Skin corrosion - 0.9106 91.06%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7382 73.82%
Micronuclear + 0.5100 51.00%
Hepatotoxicity + 0.6451 64.51%
skin sensitisation - 0.7521 75.21%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.8350 83.50%
Acute Oral Toxicity (c) III 0.3032 30.32%
Estrogen receptor binding + 0.8426 84.26%
Androgen receptor binding + 0.6721 67.21%
Thyroid receptor binding + 0.6316 63.16%
Glucocorticoid receptor binding + 0.8146 81.46%
Aromatase binding + 0.6922 69.22%
PPAR gamma + 0.7500 75.00%
Honey bee toxicity - 0.6541 65.41%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.08% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.18% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.86% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.44% 99.23%
CHEMBL2581 P07339 Cathepsin D 88.89% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.09% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.39% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.48% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.78% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 84.77% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.10% 93.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.09% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.24% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 82.32% 94.75%
CHEMBL2996 Q05655 Protein kinase C delta 82.10% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.03% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.80% 95.50%

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.
Ligularia veitchiana

Cross-Links

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PubChem 162993669
LOTUS LTS0202929
wikiData Q105029240