[1,3-diacetyloxy-17-(2-hydroxy-5-oxo-2H-furan-3-yl)-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-7-yl] acetate

Details

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Internal ID b992fc1b-d7f1-4b48-ae0e-cf8244164bdb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [1,3-diacetyloxy-17-(2-hydroxy-5-oxo-2H-furan-3-yl)-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(C(CC(C2(C3C1(C4=CCC(C4(CC3)C)C5=CC(=O)OC5O)C)C)OC(=O)C)OC(=O)C)(C)C
SMILES (Isomeric) CC(=O)OC1CC2C(C(CC(C2(C3C1(C4=CCC(C4(CC3)C)C5=CC(=O)OC5O)C)C)OC(=O)C)OC(=O)C)(C)C
InChI InChI=1S/C32H44O9/c1-16(33)38-24-15-26(40-18(3)35)32(8)22-11-12-30(6)20(19-13-27(36)41-28(19)37)9-10-21(30)31(22,7)25(39-17(2)34)14-23(32)29(24,4)5/h10,13,20,22-26,28,37H,9,11-12,14-15H2,1-8H3
InChI Key MDQUFNTVPFAZDI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O9
Molecular Weight 572.70 g/mol
Exact Mass 572.29853298 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.41
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [1,3-diacetyloxy-17-(2-hydroxy-5-oxo-2H-furan-3-yl)-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-7-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 + 0.9915 99.15%
Caco-2 - 0.7541 75.41%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8084 80.84%
OATP2B1 inhibitior - 0.8625 86.25%
OATP1B1 inhibitior + 0.8567 85.67%
OATP1B3 inhibitior - 0.3568 35.68%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9790 97.90%
P-glycoprotein inhibitior + 0.7927 79.27%
P-glycoprotein substrate - 0.6326 63.26%
CYP3A4 substrate + 0.7159 71.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8959 89.59%
CYP3A4 inhibition - 0.6751 67.51%
CYP2C9 inhibition - 0.7660 76.60%
CYP2C19 inhibition - 0.8387 83.87%
CYP2D6 inhibition - 0.9529 95.29%
CYP1A2 inhibition - 0.5059 50.59%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8180 81.80%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5215 52.15%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9108 91.08%
Skin irritation + 0.5420 54.20%
Skin corrosion - 0.9138 91.38%
Ames mutagenesis - 0.8166 81.66%
Human Ether-a-go-go-Related Gene inhibition - 0.3665 36.65%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8146 81.46%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5821 58.21%
Acute Oral Toxicity (c) I 0.4554 45.54%
Estrogen receptor binding + 0.8258 82.58%
Androgen receptor binding + 0.6446 64.46%
Thyroid receptor binding + 0.6026 60.26%
Glucocorticoid receptor binding + 0.8500 85.00%
Aromatase binding + 0.7552 75.52%
PPAR gamma + 0.7539 75.39%
Honey bee toxicity - 0.6247 62.47%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 1.0000 100.00%

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 96.13% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.56% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 91.31% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.89% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.63% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.09% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.05% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.66% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.87% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.43% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.27% 93.04%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.16% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.98% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.89% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.76% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.41% 95.56%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 82.39% 88.84%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.81% 97.28%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.30% 96.77%

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.
Trichilia havanensis

Cross-Links

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PubChem 14781519
LOTUS LTS0035451
wikiData Q105161917