[(1R,6S,8R,9R,12S,15S)-6-hydroxy-3,15-dimethyl-4,13-dioxo-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-en-9-yl] acetate

Details

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Internal ID 8f757bab-0049-4424-8733-1ec2b8191180
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name [(1R,6S,8R,9R,12S,15S)-6-hydroxy-3,15-dimethyl-4,13-dioxo-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-en-9-yl] acetate
SMILES (Canonical) CC1=C2C3C4(C(CCC(C4CC2(OC1=O)O)OC(=O)C)C(=O)O3)C
SMILES (Isomeric) CC1=C2[C@H]3[C@@]4([C@H](CC[C@H]([C@@H]4C[C@@]2(OC1=O)O)OC(=O)C)C(=O)O3)C
InChI InChI=1S/C17H20O7/c1-7-12-13-16(3)9(15(20)23-13)4-5-11(22-8(2)18)10(16)6-17(12,21)24-14(7)19/h9-11,13,21H,4-6H2,1-3H3/t9-,10+,11-,13+,16-,17+/m1/s1
InChI Key LRQZOMZNYZRPAR-NCCYPTPYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C17H20O7
Molecular Weight 336.30 g/mol
Exact Mass 336.12090297 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.84
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,6S,8R,9R,12S,15S)-6-hydroxy-3,15-dimethyl-4,13-dioxo-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-en-9-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 + 0.9925 99.25%
Caco-2 + 0.6617 66.17%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8156 81.56%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior + 0.8783 87.83%
OATP1B3 inhibitior + 0.9041 90.41%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.6521 65.21%
BSEP inhibitior - 0.8061 80.61%
P-glycoprotein inhibitior - 0.7468 74.68%
P-glycoprotein substrate - 0.7706 77.06%
CYP3A4 substrate + 0.6532 65.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8959 89.59%
CYP3A4 inhibition - 0.6512 65.12%
CYP2C9 inhibition - 0.8929 89.29%
CYP2C19 inhibition - 0.9531 95.31%
CYP2D6 inhibition - 0.9551 95.51%
CYP1A2 inhibition - 0.7565 75.65%
CYP2C8 inhibition - 0.7716 77.16%
CYP inhibitory promiscuity - 0.9434 94.34%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4131 41.31%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.8868 88.68%
Skin irritation + 0.5993 59.93%
Skin corrosion - 0.8724 87.24%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3650 36.50%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5911 59.11%
skin sensitisation - 0.8071 80.71%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.7637 76.37%
Acute Oral Toxicity (c) III 0.3842 38.42%
Estrogen receptor binding + 0.8742 87.42%
Androgen receptor binding + 0.6351 63.51%
Thyroid receptor binding + 0.6364 63.64%
Glucocorticoid receptor binding + 0.6451 64.51%
Aromatase binding - 0.6184 61.84%
PPAR gamma - 0.4847 48.47%
Honey bee toxicity - 0.8303 83.03%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5050 50.50%
Fish aquatic toxicity + 0.9824 98.24%

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 96.16% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.88% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.42% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.16% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.24% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.04% 94.45%
CHEMBL2581 P07339 Cathepsin D 86.95% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.69% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.21% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.05% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.26% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.03% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.95% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.35% 91.19%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.14% 93.03%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.02% 93.04%

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 hodgsonii

Cross-Links

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PubChem 25223258
LOTUS LTS0204117
wikiData Q105156263