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[(1S,3R,5S,7R,8R,9R,10S,13S,17S)-1,7-diacetyloxy-4,4,8,10,13-pentamethyl-17-[(3R)-5-oxooxolan-3-yl]-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 164c78f9-8c02-4ce5-90cb-89247adc4718
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,3R,5S,7R,8R,9R,10S,13S,17S)-1,7-diacetyloxy-4,4,8,10,13-pentamethyl-17-[(3R)-5-oxooxolan-3-yl]-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate
SMILES (Canonical) CC(=O)OC1CC2C(C(CC(C2(C3C1(C4=CCC(C4(CC3)C)C5CC(=O)OC5)C)C)OC(=O)C)OC(=O)C6=CC=CC=C6)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@@]([C@@H]3[C@@]1(C4=CC[C@H]([C@@]4(CC3)C)[C@H]5CC(=O)OC5)C)([C@H](C[C@H](C2(C)C)OC(=O)C6=CC=CC=C6)OC(=O)C)C
InChI InChI=1S/C37H48O8/c1-21(38)43-30-18-28-34(3,4)29(45-33(41)23-11-9-8-10-12-23)19-31(44-22(2)39)37(28,7)27-15-16-35(5)25(24-17-32(40)42-20-24)13-14-26(35)36(27,30)6/h8-12,14,24-25,27-31H,13,15-20H2,1-7H3/t24-,25-,27-,28-,29+,30+,31-,35-,36-,37+/m0/s1
InChI Key UMDZHCRPOCMGPU-XZWAPDJDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H48O8
Molecular Weight 620.80 g/mol
Exact Mass 620.33491849 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 7.00
Atomic LogP (AlogP) 6.46
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,5S,7R,8R,9R,10S,13S,17S)-1,7-diacetyloxy-4,4,8,10,13-pentamethyl-17-[(3R)-5-oxooxolan-3-yl]-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9970 99.70%
Caco-2 - 0.7846 78.46%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8428 84.28%
OATP2B1 inhibitior - 0.7206 72.06%
OATP1B1 inhibitior + 0.8641 86.41%
OATP1B3 inhibitior + 0.8049 80.49%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9905 99.05%
P-glycoprotein inhibitior + 0.8455 84.55%
P-glycoprotein substrate - 0.5120 51.20%
CYP3A4 substrate + 0.7283 72.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8758 87.58%
CYP3A4 inhibition - 0.5253 52.53%
CYP2C9 inhibition - 0.5374 53.74%
CYP2C19 inhibition - 0.6621 66.21%
CYP2D6 inhibition - 0.9260 92.60%
CYP1A2 inhibition - 0.6646 66.46%
CYP2C8 inhibition + 0.8132 81.32%
CYP inhibitory promiscuity - 0.6215 62.15%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5354 53.54%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9167 91.67%
Skin irritation - 0.6588 65.88%
Skin corrosion - 0.9442 94.42%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8020 80.20%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8491 84.91%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.4886 48.86%
Acute Oral Toxicity (c) III 0.4111 41.11%
Estrogen receptor binding + 0.8565 85.65%
Androgen receptor binding + 0.6897 68.97%
Thyroid receptor binding + 0.5897 58.97%
Glucocorticoid receptor binding + 0.8289 82.89%
Aromatase binding + 0.6967 69.67%
PPAR gamma + 0.7706 77.06%
Honey bee toxicity - 0.6453 64.53%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
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
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.16% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.28% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.72% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.45% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 89.80% 91.19%
CHEMBL5028 O14672 ADAM10 89.56% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.11% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.96% 94.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.72% 91.11%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.08% 94.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.83% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.47% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.45% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.29% 97.09%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.12% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.79% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.39% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.04% 93.04%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 81.82% 91.65%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.95% 85.14%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 80.78% 88.84%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.44% 94.23%

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.
Melia volkensii

Cross-Links

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PubChem 162845759
LOTUS LTS0089657
wikiData Q105275506