[7-hydroxy-17-(2-hydroxy-5-oxo-2H-furan-4-yl)-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-12-yl] acetate

Details

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Internal ID ff4956f3-ff4e-4dc4-a4fb-a89f0d66d3b5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [7-hydroxy-17-(2-hydroxy-5-oxo-2H-furan-4-yl)-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-12-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C3(C=CC(=O)C(C3CC(C2(C4=CCC(C14C)C5=CC(OC5=O)O)C)O)(C)C)C
SMILES (Isomeric) CC(=O)OC1CC2C3(C=CC(=O)C(C3CC(C2(C4=CCC(C14C)C5=CC(OC5=O)O)C)O)(C)C)C
InChI InChI=1S/C28H36O7/c1-14(29)34-22-13-19-26(4)10-9-20(30)25(2,3)18(26)12-21(31)28(19,6)17-8-7-16(27(17,22)5)15-11-23(32)35-24(15)33/h8-11,16,18-19,21-23,31-32H,7,12-13H2,1-6H3
InChI Key VEIXZLQWLLLWKA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36O7
Molecular Weight 484.60 g/mol
Exact Mass 484.24610348 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.25
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [7-hydroxy-17-(2-hydroxy-5-oxo-2H-furan-4-yl)-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-12-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 + 0.9927 99.27%
Caco-2 - 0.7114 71.14%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7925 79.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8202 82.02%
OATP1B3 inhibitior + 0.8706 87.06%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8304 83.04%
P-glycoprotein inhibitior + 0.6491 64.91%
P-glycoprotein substrate - 0.5519 55.19%
CYP3A4 substrate + 0.7110 71.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8968 89.68%
CYP3A4 inhibition - 0.7727 77.27%
CYP2C9 inhibition - 0.7844 78.44%
CYP2C19 inhibition - 0.8477 84.77%
CYP2D6 inhibition - 0.9358 93.58%
CYP1A2 inhibition - 0.8188 81.88%
CYP2C8 inhibition - 0.5568 55.68%
CYP inhibitory promiscuity - 0.7165 71.65%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4090 40.90%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9361 93.61%
Skin irritation - 0.5449 54.49%
Skin corrosion - 0.9173 91.73%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7035 70.35%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.5126 51.26%
skin sensitisation - 0.7637 76.37%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6057 60.57%
Acute Oral Toxicity (c) I 0.6488 64.88%
Estrogen receptor binding + 0.7900 79.00%
Androgen receptor binding + 0.6470 64.70%
Thyroid receptor binding + 0.6401 64.01%
Glucocorticoid receptor binding + 0.7721 77.21%
Aromatase binding + 0.6618 66.18%
PPAR gamma + 0.7260 72.60%
Honey bee toxicity - 0.6459 64.59%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9891 98.91%

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 98.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.41% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.01% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.38% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.28% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.65% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.51% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.27% 99.23%
CHEMBL2581 P07339 Cathepsin D 85.94% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.94% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.77% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.38% 91.07%
CHEMBL5028 O14672 ADAM10 81.92% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.25% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.82% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.58% 92.62%

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.
Turraea parvifolia

Cross-Links

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PubChem 78385650
LOTUS LTS0237108
wikiData Q105284628