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[(3S,5R,10S,13R,14R,15S,17R)-3-hydroxy-17-[(1S)-1-[(2S,6S)-6-methoxy-5-methyl-3,6-dihydro-2H-pyran-2-yl]ethyl]-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-15-yl] acetate

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 51de1085-0d31-466f-bde1-6a96c4dd8527
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5R,10S,13R,14R,15S,17R)-3-hydroxy-17-[(1S)-1-[(2S,6S)-6-methoxy-5-methyl-3,6-dihydro-2H-pyran-2-yl]ethyl]-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-15-yl] acetate
SMILES (Canonical) CC1=CCC(OC1OC)C(C)C2CC(C3(C2(CC=C4C3=CCC5C4(CCC(C5(C)C)O)C)C)C)OC(=O)C
SMILES (Isomeric) CC1=CC[C@H](O[C@@H]1OC)[C@@H](C)[C@H]2C[C@@H]([C@@]3([C@@]2(CC=C4C3=CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)C)OC(=O)C
InChI InChI=1S/C33H50O5/c1-19-10-12-25(38-29(19)36-9)20(2)24-18-28(37-21(3)34)33(8)23-11-13-26-30(4,5)27(35)15-16-31(26,6)22(23)14-17-32(24,33)7/h10-11,14,20,24-29,35H,12-13,15-18H2,1-9H3/t20-,24+,25-,26-,27-,28-,29-,31+,32+,33+/m0/s1
InChI Key KGEWVDFXLDMQBY-WCYDMJGISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H50O5
Molecular Weight 526.70 g/mol
Exact Mass 526.36582469 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 6.76
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5R,10S,13R,14R,15S,17R)-3-hydroxy-17-[(1S)-1-[(2S,6S)-6-methoxy-5-methyl-3,6-dihydro-2H-pyran-2-yl]ethyl]-4,4,10,13,14-pentamethyl-2,3,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-15-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 + 0.9888 98.88%
Caco-2 - 0.5758 57.58%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8196 81.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8548 85.48%
OATP1B3 inhibitior + 0.9029 90.29%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.9248 92.48%
P-glycoprotein inhibitior + 0.8007 80.07%
P-glycoprotein substrate - 0.5097 50.97%
CYP3A4 substrate + 0.7091 70.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8854 88.54%
CYP3A4 inhibition - 0.7294 72.94%
CYP2C9 inhibition - 0.7767 77.67%
CYP2C19 inhibition - 0.8501 85.01%
CYP2D6 inhibition - 0.9296 92.96%
CYP1A2 inhibition - 0.7292 72.92%
CYP2C8 inhibition + 0.6010 60.10%
CYP inhibitory promiscuity - 0.9108 91.08%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6767 67.67%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9208 92.08%
Skin irritation + 0.5310 53.10%
Skin corrosion - 0.9412 94.12%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7235 72.35%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5209 52.09%
skin sensitisation - 0.7631 76.31%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5740 57.40%
Acute Oral Toxicity (c) III 0.5024 50.24%
Estrogen receptor binding + 0.6932 69.32%
Androgen receptor binding + 0.6952 69.52%
Thyroid receptor binding + 0.6256 62.56%
Glucocorticoid receptor binding + 0.8304 83.04%
Aromatase binding + 0.7767 77.67%
PPAR gamma + 0.6606 66.06%
Honey bee toxicity - 0.7051 70.51%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9776 97.76%

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 97.47% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.38% 96.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.85% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 87.84% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.48% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.05% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.93% 97.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.77% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.51% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.21% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.01% 96.77%
CHEMBL2581 P07339 Cathepsin D 85.06% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.72% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.87% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.37% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.16% 89.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.17% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 81.83% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.63% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.34% 95.89%
CHEMBL5028 O14672 ADAM10 81.00% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162882509
LOTUS LTS0254397
wikiData Q105140739