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[(1S,3R,5S,8R,9R,10S,13S,17S)-1,7-diacetyloxy-17-[(3S)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-4,4,8,10,13-pentamethyl-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 cef08b7e-a89a-4df8-9ec2-ed92b178000c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1S,3R,5S,8R,9R,10S,13S,17S)-1,7-diacetyloxy-17-[(3S)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-4,4,8,10,13-pentamethyl-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(C(C(OC5)(C)C)O)O)C)C)OC(=O)C)OC(=O)C6=CC=CC=C6)(C)C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@H](C([C@H]2[C@]1([C@H]3CC[C@]4([C@@H](CC=C4[C@@]3(C(C2)OC(=O)C)C)[C@@H]5CC(C(C(OC5)(C)C)O)O)C)C)(C)C)OC(=O)C6=CC=CC=C6
InChI InChI=1S/C41H58O9/c1-23(42)48-33-20-31-37(3,4)32(50-36(46)25-13-11-10-12-14-25)21-34(49-24(2)43)41(31,9)30-17-18-39(7)27(15-16-29(39)40(30,33)8)26-19-28(44)35(45)38(5,6)47-22-26/h10-14,16,26-28,30-35,44-45H,15,17-22H2,1-9H3/t26-,27+,28?,30+,31+,32-,33?,34+,35?,39+,40+,41-/m1/s1
InChI Key LCWARTZNQSKAAQ-JHTQHWETSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H58O9
Molecular Weight 694.90 g/mol
Exact Mass 694.40808342 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.44
H-Bond Acceptor 9
H-Bond Donor 2
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,8R,9R,10S,13S,17S)-1,7-diacetyloxy-17-[(3S)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-4,4,8,10,13-pentamethyl-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 + 0.9850 98.50%
Caco-2 - 0.8339 83.39%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8577 85.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8659 86.59%
OATP1B3 inhibitior + 0.8989 89.89%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9068 90.68%
BSEP inhibitior + 0.9672 96.72%
P-glycoprotein inhibitior + 0.8035 80.35%
P-glycoprotein substrate + 0.5256 52.56%
CYP3A4 substrate + 0.7375 73.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8566 85.66%
CYP3A4 inhibition - 0.6549 65.49%
CYP2C9 inhibition - 0.5399 53.99%
CYP2C19 inhibition - 0.7474 74.74%
CYP2D6 inhibition - 0.9300 93.00%
CYP1A2 inhibition - 0.6517 65.17%
CYP2C8 inhibition + 0.8387 83.87%
CYP inhibitory promiscuity - 0.9194 91.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5766 57.66%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9199 91.99%
Skin irritation - 0.5722 57.22%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7814 78.14%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8782 87.82%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6445 64.45%
Acute Oral Toxicity (c) I 0.5713 57.13%
Estrogen receptor binding + 0.8125 81.25%
Androgen receptor binding + 0.6992 69.92%
Thyroid receptor binding + 0.5704 57.04%
Glucocorticoid receptor binding + 0.8073 80.73%
Aromatase binding + 0.6301 63.01%
PPAR gamma + 0.7694 76.94%
Honey bee toxicity - 0.6566 65.66%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5255 52.55%
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 93.36% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.07% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.74% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.21% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.54% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 90.54% 91.19%
CHEMBL5028 O14672 ADAM10 90.49% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.47% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.37% 94.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.35% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.29% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 85.82% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.72% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.65% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.48% 95.56%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 85.41% 88.84%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.84% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.74% 83.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.33% 89.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.22% 81.11%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 82.14% 89.23%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.75% 94.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.27% 85.14%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 80.06% 91.65%

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 azedarach
Melia volkensii

Cross-Links

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PubChem 101650342
LOTUS LTS0130155
wikiData Q105150022