5-(Furan-3-yl)-12-hydroxy-3-methyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione

Details

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Internal ID 208c6a1e-33d7-467a-9f6e-8dcdc2903904
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name 5-(furan-3-yl)-12-hydroxy-3-methyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione
SMILES (Canonical) CC12CC(OC(=O)C1CCC3C2C4C=CC3(C(=O)O4)O)C5=COC=C5
SMILES (Isomeric) CC12CC(OC(=O)C1CCC3C2C4C=CC3(C(=O)O4)O)C5=COC=C5
InChI InChI=1S/C19H20O6/c1-18-8-14(10-5-7-23-9-10)24-16(20)12(18)3-2-11-15(18)13-4-6-19(11,22)17(21)25-13/h4-7,9,11-15,22H,2-3,8H2,1H3
InChI Key FNDYJRBJAVGLKR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H20O6
Molecular Weight 344.40 g/mol
Exact Mass 344.12598835 g/mol
Topological Polar Surface Area (TPSA) 86.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.14
H-Bond Acceptor 6
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 5-(Furan-3-yl)-12-hydroxy-3-methyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9807 98.07%
Caco-2 - 0.6552 65.52%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8191 81.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7420 74.20%
OATP1B3 inhibitior - 0.2586 25.86%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8108 81.08%
BSEP inhibitior - 0.8029 80.29%
P-glycoprotein inhibitior - 0.7889 78.89%
P-glycoprotein substrate - 0.6919 69.19%
CYP3A4 substrate + 0.6712 67.12%
CYP2C9 substrate - 0.8159 81.59%
CYP2D6 substrate - 0.8493 84.93%
CYP3A4 inhibition - 0.7863 78.63%
CYP2C9 inhibition - 0.9127 91.27%
CYP2C19 inhibition - 0.8804 88.04%
CYP2D6 inhibition - 0.9578 95.78%
CYP1A2 inhibition - 0.7079 70.79%
CYP2C8 inhibition - 0.6416 64.16%
CYP inhibitory promiscuity - 0.9576 95.76%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4073 40.73%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9776 97.76%
Skin irritation - 0.5535 55.35%
Skin corrosion - 0.8559 85.59%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7351 73.51%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.7875 78.75%
skin sensitisation - 0.8983 89.83%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5158 51.58%
Acute Oral Toxicity (c) I 0.5144 51.44%
Estrogen receptor binding + 0.8472 84.72%
Androgen receptor binding + 0.6551 65.51%
Thyroid receptor binding - 0.5972 59.72%
Glucocorticoid receptor binding + 0.7528 75.28%
Aromatase binding + 0.6465 64.65%
PPAR gamma - 0.5717 57.17%
Honey bee toxicity - 0.8213 82.13%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.7100 71.00%
Fish aquatic toxicity + 0.9924 99.24%

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
CHEMBL3137262 O60341 LSD1/CoREST complex 93.72% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.95% 96.09%
CHEMBL2039 P27338 Monoamine oxidase B 91.28% 92.51%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.05% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.59% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.93% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.81% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.94% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.60% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.07% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.72% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.23% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.19% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.07% 94.00%

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.
Crepidiastrum lanceolatum

Cross-Links

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PubChem 162948230
LOTUS LTS0091496
wikiData Q105269991