17-(Furan-3-yl)-7,17-dihydroxy-4,4,8,10,13-pentamethyl-5,6,7,9,11,12-hexahydrocyclopenta[a]phenanthrene-3,16-dione

Details

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Internal ID f38d78c1-de38-4bad-a569-79491052ee61
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name 17-(furan-3-yl)-7,17-dihydroxy-4,4,8,10,13-pentamethyl-5,6,7,9,11,12-hexahydrocyclopenta[a]phenanthrene-3,16-dione
SMILES (Canonical) CC1(C2CC(C3(C(C2(C=CC1=O)C)CCC4(C3=CC(=O)C4(C5=COC=C5)O)C)C)O)C
SMILES (Isomeric) CC1(C2CC(C3(C(C2(C=CC1=O)C)CCC4(C3=CC(=O)C4(C5=COC=C5)O)C)C)O)C
InChI InChI=1S/C26H32O5/c1-22(2)17-12-20(28)25(5)16(23(17,3)9-7-19(22)27)6-10-24(4)18(25)13-21(29)26(24,30)15-8-11-31-14-15/h7-9,11,13-14,16-17,20,28,30H,6,10,12H2,1-5H3
InChI Key NTZZDCZIPLHZQF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H32O5
Molecular Weight 424.50 g/mol
Exact Mass 424.22497412 g/mol
Topological Polar Surface Area (TPSA) 87.70 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 17-(Furan-3-yl)-7,17-dihydroxy-4,4,8,10,13-pentamethyl-5,6,7,9,11,12-hexahydrocyclopenta[a]phenanthrene-3,16-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9962 99.62%
Caco-2 - 0.5205 52.05%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7758 77.58%
OATP2B1 inhibitior - 0.8637 86.37%
OATP1B1 inhibitior + 0.7473 74.73%
OATP1B3 inhibitior + 0.9086 90.86%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6571 65.71%
BSEP inhibitior + 0.8328 83.28%
P-glycoprotein inhibitior - 0.5353 53.53%
P-glycoprotein substrate - 0.6116 61.16%
CYP3A4 substrate + 0.6822 68.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8484 84.84%
CYP3A4 inhibition - 0.5062 50.62%
CYP2C9 inhibition - 0.6832 68.32%
CYP2C19 inhibition - 0.7151 71.51%
CYP2D6 inhibition - 0.9124 91.24%
CYP1A2 inhibition - 0.6536 65.36%
CYP2C8 inhibition - 0.5666 56.66%
CYP inhibitory promiscuity - 0.7675 76.75%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4314 43.14%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9453 94.53%
Skin irritation - 0.5238 52.38%
Skin corrosion - 0.9071 90.71%
Ames mutagenesis - 0.6424 64.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7776 77.76%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5621 56.21%
skin sensitisation - 0.7948 79.48%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7626 76.26%
Acute Oral Toxicity (c) I 0.6438 64.38%
Estrogen receptor binding + 0.8167 81.67%
Androgen receptor binding + 0.7000 70.00%
Thyroid receptor binding + 0.7674 76.74%
Glucocorticoid receptor binding + 0.8035 80.35%
Aromatase binding + 0.8170 81.70%
PPAR gamma + 0.6292 62.92%
Honey bee toxicity - 0.8830 88.30%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9919 99.19%

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 94.75% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.74% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.24% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.20% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.88% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 88.50% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.77% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.43% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.84% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.06% 97.25%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.64% 91.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.59% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.66% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.97% 95.89%

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.
Azadirachta indica

Cross-Links

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PubChem 162923740
LOTUS LTS0110965
wikiData Q105185777