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[(1S,3R,5S,7R,8R,9R,10S,13S,17S)-1,7-diacetyloxy-17-[(3S)-7,7-dimethyl-5,6-dioxooxepan-3-yl]-4,4,8,10,13-pentamethyl-16-oxo-1,2,3,5,6,7,9,11,12,17-decahydrocyclopenta[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 6d2327f0-623e-475c-8afd-1e98eda1a430
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1S,3R,5S,7R,8R,9R,10S,13S,17S)-1,7-diacetyloxy-17-[(3S)-7,7-dimethyl-5,6-dioxooxepan-3-yl]-4,4,8,10,13-pentamethyl-16-oxo-1,2,3,5,6,7,9,11,12,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate
SMILES (Canonical) CC(=O)OC1CC2C(C(CC(C2(C3C1(C4=CC(=O)C(C4(CC3)C)C5CC(=O)C(=O)C(OC5)(C)C)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(=O)[C@H]([C@@]4(CC3)C)[C@@H]5CC(=O)C(=O)C(OC5)(C)C)C)([C@H](C[C@H](C2(C)C)OC(=O)C6=CC=CC=C6)OC(=O)C)C
InChI InChI=1S/C41H52O10/c1-22(42)49-32-19-29-37(3,4)31(51-36(47)24-13-11-10-12-14-24)20-33(50-23(2)43)40(29,8)28-15-16-39(7)30(41(28,32)9)18-26(44)34(39)25-17-27(45)35(46)38(5,6)48-21-25/h10-14,18,25,28-29,31-34H,15-17,19-21H2,1-9H3/t25-,28-,29+,31-,32-,33+,34-,39-,40-,41-/m1/s1
InChI Key GDYSTZQWOSPDBB-LZFZOPKGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H52O10
Molecular Weight 704.80 g/mol
Exact Mass 704.35604785 g/mol
Topological Polar Surface Area (TPSA) 139.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 6.03
H-Bond Acceptor 10
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-17-[(3S)-7,7-dimethyl-5,6-dioxooxepan-3-yl]-4,4,8,10,13-pentamethyl-16-oxo-1,2,3,5,6,7,9,11,12,17-decahydrocyclopenta[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 + 0.9951 99.51%
Caco-2 - 0.8135 81.35%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7946 79.46%
OATP2B1 inhibitior - 0.5771 57.71%
OATP1B1 inhibitior + 0.8283 82.83%
OATP1B3 inhibitior + 0.8303 83.03%
MATE1 inhibitior + 0.5200 52.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9864 98.64%
P-glycoprotein inhibitior + 0.8449 84.49%
P-glycoprotein substrate + 0.5634 56.34%
CYP3A4 substrate + 0.7285 72.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8805 88.05%
CYP3A4 inhibition - 0.6779 67.79%
CYP2C9 inhibition - 0.5578 55.78%
CYP2C19 inhibition - 0.7260 72.60%
CYP2D6 inhibition - 0.9198 91.98%
CYP1A2 inhibition - 0.6525 65.25%
CYP2C8 inhibition + 0.8549 85.49%
CYP inhibitory promiscuity - 0.7193 71.93%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5479 54.79%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9119 91.19%
Skin irritation - 0.6525 65.25%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7717 77.17%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.6342 63.42%
skin sensitisation - 0.8186 81.86%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.4399 43.99%
Estrogen receptor binding + 0.8358 83.58%
Androgen receptor binding + 0.7356 73.56%
Thyroid receptor binding + 0.6280 62.80%
Glucocorticoid receptor binding + 0.8442 84.42%
Aromatase binding + 0.6957 69.57%
PPAR gamma + 0.7782 77.82%
Honey bee toxicity - 0.6809 68.09%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9970 99.70%

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
CHEMBL2581 P07339 Cathepsin D 97.45% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 96.03% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.75% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.24% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.86% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.72% 94.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.54% 96.09%
CHEMBL5028 O14672 ADAM10 89.04% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.57% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.56% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 87.81% 91.19%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.19% 94.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.87% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.81% 93.04%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.03% 85.14%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.57% 94.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.10% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.07% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.67% 95.89%
CHEMBL2535 P11166 Glucose transporter 84.47% 98.75%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.82% 83.00%

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 21600037
LOTUS LTS0036226
wikiData Q105007033