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[5,6,14-Trihydroxy-17-[1-(3-hydroxy-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,15-octahydrocyclopenta[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 807d5187-7ccf-45ac-9c6d-fdb9f6183b2a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [5,6,14-trihydroxy-17-[1-(3-hydroxy-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,15-octahydrocyclopenta[a]phenanthren-15-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1O)C(C)C2=CC(C3(C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)O)O)C)O)OC(=O)C)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1O)C(C)C2=CC(C3(C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)O)O)C)O)OC(=O)C)C
InChI InChI=1S/C30H40O9/c1-14-15(2)26(35)39-25(24(14)34)16(3)19-13-23(38-17(4)31)30(37)20-12-22(33)29(36)10-7-8-21(32)28(29,6)18(20)9-11-27(19,30)5/h7-8,13,16,18,20,22-25,33-34,36-37H,9-12H2,1-6H3
InChI Key FDWCLDRQHDRCTO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O9
Molecular Weight 544.60 g/mol
Exact Mass 544.26723285 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.91
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5,6,14-Trihydroxy-17-[1-(3-hydroxy-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,15-octahydrocyclopenta[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 + 0.9380 93.80%
Caco-2 - 0.7549 75.49%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7741 77.41%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.8613 86.13%
OATP1B3 inhibitior + 0.8809 88.09%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6624 66.24%
BSEP inhibitior + 0.9059 90.59%
P-glycoprotein inhibitior + 0.7098 70.98%
P-glycoprotein substrate + 0.6093 60.93%
CYP3A4 substrate + 0.7228 72.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9121 91.21%
CYP3A4 inhibition - 0.7787 77.87%
CYP2C9 inhibition - 0.8955 89.55%
CYP2C19 inhibition - 0.8484 84.84%
CYP2D6 inhibition - 0.9550 95.50%
CYP1A2 inhibition - 0.6828 68.28%
CYP2C8 inhibition + 0.6036 60.36%
CYP inhibitory promiscuity - 0.9740 97.40%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6260 62.60%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9303 93.03%
Skin irritation + 0.6456 64.56%
Skin corrosion - 0.9183 91.83%
Ames mutagenesis - 0.5923 59.23%
Human Ether-a-go-go-Related Gene inhibition - 0.4368 43.68%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5824 58.24%
skin sensitisation - 0.8549 85.49%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7092 70.92%
Acute Oral Toxicity (c) I 0.5210 52.10%
Estrogen receptor binding + 0.8180 81.80%
Androgen receptor binding + 0.7412 74.12%
Thyroid receptor binding + 0.5272 52.72%
Glucocorticoid receptor binding + 0.7655 76.55%
Aromatase binding + 0.7532 75.32%
PPAR gamma + 0.6504 65.04%
Honey bee toxicity - 0.6887 68.87%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9840 98.40%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.53% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.34% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.76% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.47% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.42% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.39% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.81% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.60% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.55% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.73% 92.88%
CHEMBL2996 Q05655 Protein kinase C delta 87.66% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.26% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.12% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.86% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.55% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.45% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.35% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.33% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.21% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.10% 95.71%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.69% 96.61%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.57% 93.04%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.73% 91.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.49% 93.56%

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.
Physalis angulata

Cross-Links

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PubChem 73210904
LOTUS LTS0260595
wikiData Q104993825