4-(furan-3-yl)-8-(1-hydroxy-1,10,10-trimethyl-8-oxo-2,9-dioxaspiro[4.5]dec-6-en-3-yl)-4a,8-dimethyl-4,5-dihydro-1aH-oxireno[2,3-d]isochromen-2-one

Details

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Internal ID 16e0693a-2c13-4280-9c18-f5c77eaabf85
Taxonomy Organoheterocyclic compounds > Dioxepanes > 1,4-dioxepanes
IUPAC Name 4-(furan-3-yl)-8-(1-hydroxy-1,10,10-trimethyl-8-oxo-2,9-dioxaspiro[4.5]dec-6-en-3-yl)-4a,8-dimethyl-4,5-dihydro-1aH-oxireno[2,3-d]isochromen-2-one
SMILES (Canonical) CC1(C2(CC(OC2(C)O)C3(C=CCC4(C35C(O5)C(=O)OC4C6=COC=C6)C)C)C=CC(=O)O1)C
SMILES (Isomeric) CC1(C2(CC(OC2(C)O)C3(C=CCC4(C35C(O5)C(=O)OC4C6=COC=C6)C)C)C=CC(=O)O1)C
InChI InChI=1S/C26H30O8/c1-21(2)25(11-7-17(27)33-21)13-16(32-24(25,5)29)22(3)9-6-10-23(4)18(15-8-12-30-14-15)31-20(28)19-26(22,23)34-19/h6-9,11-12,14,16,18-19,29H,10,13H2,1-5H3
InChI Key QUVIWKJKPJIMON-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H30O8
Molecular Weight 470.50 g/mol
Exact Mass 470.19406791 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.36
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-(furan-3-yl)-8-(1-hydroxy-1,10,10-trimethyl-8-oxo-2,9-dioxaspiro[4.5]dec-6-en-3-yl)-4a,8-dimethyl-4,5-dihydro-1aH-oxireno[2,3-d]isochromen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9763 97.63%
Caco-2 - 0.6355 63.55%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6870 68.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7730 77.30%
OATP1B3 inhibitior - 0.3427 34.27%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9162 91.62%
P-glycoprotein inhibitior + 0.6601 66.01%
P-glycoprotein substrate - 0.5444 54.44%
CYP3A4 substrate + 0.6808 68.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8657 86.57%
CYP3A4 inhibition + 0.7747 77.47%
CYP2C9 inhibition - 0.7443 74.43%
CYP2C19 inhibition - 0.7646 76.46%
CYP2D6 inhibition - 0.9353 93.53%
CYP1A2 inhibition - 0.8608 86.08%
CYP2C8 inhibition + 0.6005 60.05%
CYP inhibitory promiscuity - 0.8921 89.21%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4342 43.42%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9135 91.35%
Skin irritation - 0.6724 67.24%
Skin corrosion - 0.8662 86.62%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7578 75.78%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.6074 60.74%
skin sensitisation - 0.7869 78.69%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5678 56.78%
Acute Oral Toxicity (c) I 0.4189 41.89%
Estrogen receptor binding + 0.8571 85.71%
Androgen receptor binding + 0.7309 73.09%
Thyroid receptor binding + 0.7598 75.98%
Glucocorticoid receptor binding + 0.8479 84.79%
Aromatase binding + 0.8167 81.67%
PPAR gamma + 0.6518 65.18%
Honey bee toxicity - 0.8304 83.04%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9875 98.75%

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 97.73% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.34% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.52% 96.09%
CHEMBL3038469 P24941 CDK2/Cyclin A 90.80% 91.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.81% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.28% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.42% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.25% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.85% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.73% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.47% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.86% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 80.42% 94.73%
CHEMBL4208 P20618 Proteasome component C5 80.31% 90.00%

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.
Carapa grandiflora
Pinus hartwegii

Cross-Links

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PubChem 73821383
LOTUS LTS0103796
wikiData Q105000340