[(5R,6R,7S,8R,9R,10R,13S,17R)-7-acetyloxy-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-6-yl] acetate

Details

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Internal ID 79413fc6-48f0-4c94-8811-b5a74a8cec6b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(5R,6R,7S,8R,9R,10R,13S,17R)-7-acetyloxy-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-6-yl] acetate
SMILES (Canonical) CC(=O)OC1C2C(C(=O)C=CC2(C3CCC4(C(C(=O)C=C4C3(C1OC(=O)C)C)C5=COC=C5)C)C)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]2[C@](C=CC(=O)C2(C)C)([C@H]3CC[C@]4([C@@H](C(=O)C=C4[C@@]3([C@@H]1OC(=O)C)C)C5=COC=C5)C)C
InChI InChI=1S/C30H36O7/c1-16(31)36-24-25-27(3,4)22(34)9-12-29(25,6)20-8-11-28(5)21(30(20,7)26(24)37-17(2)32)14-19(33)23(28)18-10-13-35-15-18/h9-10,12-15,20,23-26H,8,11H2,1-7H3/t20-,23-,24-,25+,26-,28-,29-,30-/m1/s1
InChI Key TXWSMSPRFREESP-YVGMQRIPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H36O7
Molecular Weight 508.60 g/mol
Exact Mass 508.24610348 g/mol
Topological Polar Surface Area (TPSA) 99.90 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.96
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5R,6R,7S,8R,9R,10R,13S,17R)-7-acetyloxy-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-6-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 + 0.9962 99.62%
Caco-2 - 0.6105 61.05%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7414 74.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3890 38.90%
OATP1B3 inhibitior - 0.2934 29.34%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9269 92.69%
P-glycoprotein inhibitior + 0.8582 85.82%
P-glycoprotein substrate - 0.6791 67.91%
CYP3A4 substrate + 0.6962 69.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8812 88.12%
CYP3A4 inhibition + 0.7428 74.28%
CYP2C9 inhibition - 0.5311 53.11%
CYP2C19 inhibition - 0.6227 62.27%
CYP2D6 inhibition - 0.8460 84.60%
CYP1A2 inhibition + 0.6032 60.32%
CYP2C8 inhibition + 0.5934 59.34%
CYP inhibitory promiscuity + 0.6396 63.96%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4012 40.12%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8963 89.63%
Skin irritation - 0.6521 65.21%
Skin corrosion - 0.9069 90.69%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8507 85.07%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5727 57.27%
skin sensitisation - 0.7361 73.61%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6117 61.17%
Acute Oral Toxicity (c) III 0.6306 63.06%
Estrogen receptor binding + 0.8506 85.06%
Androgen receptor binding + 0.7260 72.60%
Thyroid receptor binding + 0.7146 71.46%
Glucocorticoid receptor binding + 0.8542 85.42%
Aromatase binding + 0.6933 69.33%
PPAR gamma + 0.7725 77.25%
Honey bee toxicity - 0.8274 82.74%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5050 50.50%
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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.69% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.60% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.75% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.92% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.38% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.46% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.07% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.31% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.22% 100.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.05% 81.11%
CHEMBL340 P08684 Cytochrome P450 3A4 85.37% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.27% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.34% 95.89%
CHEMBL3524 P56524 Histone deacetylase 4 81.72% 92.97%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.56% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.82% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.48% 86.33%
CHEMBL5028 O14672 ADAM10 80.44% 97.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.16% 97.28%

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.
Chisocheton cumingianus subsp. balansae
Swietenia mahagoni

Cross-Links

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PubChem 14378498
LOTUS LTS0118937
wikiData Q105267077