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5-[[17-[1-(3,4-dimethyl-5-oxo-2H-furan-2-yl)propan-2-yl]-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

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 685096f5-fd17-4b54-9915-efb2ae24f11b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 5-[[17-[1-(3,4-dimethyl-5-oxo-2H-furan-2-yl)propan-2-yl]-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H56O8/c1-20(16-26-21(2)22(3)32(42)44-26)23-12-15-36(8)24-10-11-27-33(4,5)29(45-31(41)19-34(6,43)18-30(39)40)13-14-35(27,7)25(24)17-28(38)37(23,36)9/h20,23,26-29,38,43H,10-19H2,1-9H3,(H,39,40)
InChI Key LBKWQFFXMHXISP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H56O8
Molecular Weight 628.80 g/mol
Exact Mass 628.39751874 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 6.52
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[[17-[1-(3,4-dimethyl-5-oxo-2H-furan-2-yl)propan-2-yl]-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9786 97.86%
Caco-2 - 0.8182 81.82%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7670 76.70%
OATP2B1 inhibitior - 0.5662 56.62%
OATP1B1 inhibitior + 0.7707 77.07%
OATP1B3 inhibitior + 0.8916 89.16%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8584 85.84%
P-glycoprotein inhibitior + 0.7735 77.35%
P-glycoprotein substrate + 0.5634 56.34%
CYP3A4 substrate + 0.7241 72.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9135 91.35%
CYP3A4 inhibition + 0.6336 63.36%
CYP2C9 inhibition - 0.7984 79.84%
CYP2C19 inhibition - 0.8989 89.89%
CYP2D6 inhibition - 0.9340 93.40%
CYP1A2 inhibition - 0.7472 74.72%
CYP2C8 inhibition + 0.6497 64.97%
CYP inhibitory promiscuity - 0.7296 72.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5274 52.74%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9179 91.79%
Skin irritation + 0.6258 62.58%
Skin corrosion - 0.9216 92.16%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5069 50.69%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5773 57.73%
skin sensitisation - 0.8246 82.46%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8179 81.79%
Acute Oral Toxicity (c) I 0.6412 64.12%
Estrogen receptor binding + 0.7179 71.79%
Androgen receptor binding + 0.7486 74.86%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8278 82.78%
Aromatase binding + 0.8019 80.19%
PPAR gamma + 0.6624 66.24%
Honey bee toxicity - 0.7034 70.34%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9946 99.46%

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 98.76% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.88% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.79% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.54% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.29% 96.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.09% 96.47%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.05% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.30% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.27% 93.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.84% 93.56%
CHEMBL5028 O14672 ADAM10 86.15% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.16% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.86% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.41% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.39% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.31% 99.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.66% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.59% 92.62%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 83.57% 95.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.80% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.74% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 80.59% 91.19%

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 162815049
LOTUS LTS0094218
wikiData Q104170788