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[(1S,3R,5S,7R,8R,9R,10S,13S,17S)-1,7-diacetyloxy-17-[(3S,5R,6S)-5,6-dihydroxy-6-(2-hydroxypropan-2-yl)oxan-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 5ab4f18f-e2af-472e-b9c8-7eab21a76ad9
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,5R,6S)-5,6-dihydroxy-6-(2-hydroxypropan-2-yl)oxan-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(OC5)(C(C)(C)O)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]2[C@@]([C@@H]3[C@@]1(C4=CC[C@H]([C@@]4(CC3)C)[C@@H]5C[C@H]([C@](OC5)(C(C)(C)O)O)O)C)([C@H](C[C@H](C2(C)C)OC(=O)C6=CC=CC=C6)OC(=O)C)C
InChI InChI=1S/C41H58O10/c1-23(42)49-33-20-30-36(3,4)32(51-35(45)25-13-11-10-12-14-25)21-34(50-24(2)43)40(30,9)29-17-18-38(7)27(15-16-28(38)39(29,33)8)26-19-31(44)41(47,48-22-26)37(5,6)46/h10-14,16,26-27,29-34,44,46-47H,15,17-22H2,1-9H3/t26-,27+,29+,30+,31-,32-,33-,34+,38+,39+,40-,41+/m1/s1
InChI Key DZAGHRFCGNPSES-BBUGSPLRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H58O10
Molecular Weight 710.90 g/mol
Exact Mass 710.40299804 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 5.76
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 6

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,5R,6S)-5,6-dihydroxy-6-(2-hydroxypropan-2-yl)oxan-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 + 0.9509 95.09%
Caco-2 - 0.8443 84.43%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8677 86.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8740 87.40%
OATP1B3 inhibitior + 0.9000 90.00%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8818 88.18%
BSEP inhibitior + 0.9742 97.42%
P-glycoprotein inhibitior + 0.8030 80.30%
P-glycoprotein substrate + 0.5381 53.81%
CYP3A4 substrate + 0.7457 74.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8733 87.33%
CYP3A4 inhibition - 0.7234 72.34%
CYP2C9 inhibition - 0.7641 76.41%
CYP2C19 inhibition - 0.8722 87.22%
CYP2D6 inhibition - 0.9186 91.86%
CYP1A2 inhibition - 0.7932 79.32%
CYP2C8 inhibition + 0.8628 86.28%
CYP inhibitory promiscuity - 0.9127 91.27%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6413 64.13%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9167 91.67%
Skin irritation - 0.5739 57.39%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7656 76.56%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8858 88.58%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6881 68.81%
Acute Oral Toxicity (c) I 0.7322 73.22%
Estrogen receptor binding + 0.7754 77.54%
Androgen receptor binding + 0.7235 72.35%
Thyroid receptor binding + 0.5726 57.26%
Glucocorticoid receptor binding + 0.7734 77.34%
Aromatase binding + 0.6429 64.29%
PPAR gamma + 0.7618 76.18%
Honey bee toxicity - 0.6708 67.08%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9951 99.51%

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 95.32% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.27% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.16% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.17% 94.62%
CHEMBL5028 O14672 ADAM10 92.04% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.65% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.29% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.01% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.05% 96.09%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.85% 94.23%
CHEMBL340 P08684 Cytochrome P450 3A4 88.37% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.09% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.23% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.09% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.19% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.91% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.83% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 84.39% 90.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.11% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.69% 95.89%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 82.03% 91.65%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.25% 81.11%

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 162899547
LOTUS LTS0274017
wikiData Q104991675