7-(Furan-3-yl)-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-ene-5,15,19,20-tetrone

Details

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Internal ID c2f13baf-c94b-4c5c-b72a-5b5c331ec92a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name 7-(furan-3-yl)-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-ene-5,15,19,20-tetrone
SMILES (Canonical) CC1(C2C(=O)C(=O)C3(C(C2(C=CC(=O)O1)C)CCC4(C35C(O5)C(=O)OC4C6=COC=C6)C)C)C
SMILES (Isomeric) CC1(C2C(=O)C(=O)C3(C(C2(C=CC(=O)O1)C)CCC4(C35C(O5)C(=O)OC4C6=COC=C6)C)C)C
InChI InChI=1S/C26H28O8/c1-22(2)17-16(28)18(29)25(5)14(23(17,3)9-7-15(27)33-22)6-10-24(4)19(13-8-11-31-12-13)32-21(30)20-26(24,25)34-20/h7-9,11-12,14,17,19-20H,6,10H2,1-5H3
InChI Key AVULAZJOPACEPA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O8
Molecular Weight 468.50 g/mol
Exact Mass 468.17841785 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.10
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-(Furan-3-yl)-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-ene-5,15,19,20-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9837 98.37%
Caco-2 - 0.5851 58.51%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.6604 66.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.4371 43.71%
OATP1B3 inhibitior + 0.9306 93.06%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7648 76.48%
P-glycoprotein inhibitior + 0.7558 75.58%
P-glycoprotein substrate - 0.6221 62.21%
CYP3A4 substrate + 0.6672 66.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8717 87.17%
CYP3A4 inhibition + 0.8125 81.25%
CYP2C9 inhibition - 0.7567 75.67%
CYP2C19 inhibition - 0.7428 74.28%
CYP2D6 inhibition - 0.9114 91.14%
CYP1A2 inhibition - 0.7013 70.13%
CYP2C8 inhibition + 0.5601 56.01%
CYP inhibitory promiscuity - 0.8139 81.39%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4372 43.72%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.8737 87.37%
Skin irritation - 0.6534 65.34%
Skin corrosion - 0.7999 79.99%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6471 64.71%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.7622 76.22%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.5832 58.32%
Acute Oral Toxicity (c) III 0.4404 44.04%
Estrogen receptor binding + 0.8451 84.51%
Androgen receptor binding + 0.7801 78.01%
Thyroid receptor binding + 0.7221 72.21%
Glucocorticoid receptor binding + 0.8386 83.86%
Aromatase binding + 0.7300 73.00%
PPAR gamma + 0.7141 71.41%
Honey bee toxicity - 0.8380 83.80%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9916 99.16%

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 92.89% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.29% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.30% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.92% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.11% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.74% 95.89%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.72% 91.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.35% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.03% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.44% 99.23%
CHEMBL2916 O14746 Telomerase reverse transcriptase 81.40% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.48% 95.56%

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.
Harrisonia abyssinica

Cross-Links

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PubChem 163042728
LOTUS LTS0147213
wikiData Q104919848