[(12R,13S,14R,16S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-5,11,17-trioxo-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosan-12-yl] acetate

Details

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Internal ID 75e9289a-1e25-47ad-85c3-c712445b6f13
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name [(12R,13S,14R,16S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-5,11,17-trioxo-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosan-12-yl] acetate
SMILES (Canonical) CC(=O)OC1C(=O)C2C(OC3C2(COC(=O)C3)C4C1(C56C(O5)C(=O)OC(C6(CC4)C)C7=COC=C7)C)(C)C
SMILES (Isomeric) CC(=O)O[C@H]1C(=O)C2C(OC3C2(COC(=O)C3)C4[C@@]1([C@]56[C@H](O5)C(=O)OC(C6(CC4)C)C7=COC=C7)C)(C)C
InChI InChI=1S/C28H32O10/c1-13(29)35-21-18(31)19-24(2,3)37-16-10-17(30)34-12-27(16,19)15-6-8-25(4)20(14-7-9-33-11-14)36-23(32)22-28(25,38-22)26(15,21)5/h7,9,11,15-16,19-22H,6,8,10,12H2,1-5H3/t15?,16?,19?,20?,21-,22+,25?,26-,27?,28+/m0/s1
InChI Key YBJGIQUVRQCMSY-HOVZVZJHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H32O10
Molecular Weight 528.50 g/mol
Exact Mass 528.19954721 g/mol
Topological Polar Surface Area (TPSA) 131.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.68
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(12R,13S,14R,16S)-19-(furan-3-yl)-9,9,13,20-tetramethyl-5,11,17-trioxo-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosan-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 + 0.9770 97.70%
Caco-2 - 0.7193 71.93%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8128 81.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3718 37.18%
OATP1B3 inhibitior + 0.9573 95.73%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9173 91.73%
P-glycoprotein inhibitior + 0.8066 80.66%
P-glycoprotein substrate + 0.5707 57.07%
CYP3A4 substrate + 0.7010 70.10%
CYP2C9 substrate - 0.6133 61.33%
CYP2D6 substrate - 0.8364 83.64%
CYP3A4 inhibition + 0.6037 60.37%
CYP2C9 inhibition - 0.7429 74.29%
CYP2C19 inhibition - 0.7552 75.52%
CYP2D6 inhibition - 0.9300 93.00%
CYP1A2 inhibition - 0.8308 83.08%
CYP2C8 inhibition + 0.7180 71.80%
CYP inhibitory promiscuity - 0.8793 87.93%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6100 61.00%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.7568 75.68%
Skin irritation - 0.7693 76.93%
Skin corrosion - 0.9230 92.30%
Ames mutagenesis - 0.5419 54.19%
Human Ether-a-go-go-Related Gene inhibition + 0.8288 82.88%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.7197 71.97%
skin sensitisation - 0.8633 86.33%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.8526 85.26%
Acute Oral Toxicity (c) III 0.3591 35.91%
Estrogen receptor binding + 0.8603 86.03%
Androgen receptor binding + 0.7981 79.81%
Thyroid receptor binding + 0.6559 65.59%
Glucocorticoid receptor binding + 0.8531 85.31%
Aromatase binding + 0.7851 78.51%
PPAR gamma + 0.7268 72.68%
Honey bee toxicity - 0.7109 71.09%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5950 59.50%
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 97.70% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.96% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.84% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 93.30% 83.82%
CHEMBL2581 P07339 Cathepsin D 91.63% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.17% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.63% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.65% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.76% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.37% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.63% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.59% 86.33%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.32% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.08% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.62% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.44% 95.56%
CHEMBL3837 P07711 Cathepsin L 81.90% 96.61%
CHEMBL340 P08684 Cytochrome P450 3A4 81.90% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.64% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.10% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.30% 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.
Tetradium ruticarpum

Cross-Links

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PubChem 5321030
NPASS NPC221812
LOTUS LTS0016797
wikiData Q105345871