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[17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-1-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-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 e626292e-d3d8-470a-80e8-011326137a6c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-1-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC(=O)C)O)C)C)O)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC(=O)C)O)C)C)O)C
InChI InChI=1S/C30H44O6/c1-16-13-26(36-27(33)17(16)2)30(6,34)24-10-9-22-21-8-7-19-14-20(35-18(3)31)15-25(32)29(19,5)23(21)11-12-28(22,24)4/h7,20-26,32,34H,8-15H2,1-6H3
InChI Key CYBYABMREZVKJT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O6
Molecular Weight 500.70 g/mol
Exact Mass 500.31378912 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.87
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-1-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-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 + 0.9749 97.49%
Caco-2 - 0.7102 71.02%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7964 79.64%
OATP2B1 inhibitior - 0.7131 71.31%
OATP1B1 inhibitior + 0.8978 89.78%
OATP1B3 inhibitior + 0.8880 88.80%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5874 58.74%
BSEP inhibitior + 0.8285 82.85%
P-glycoprotein inhibitior + 0.6744 67.44%
P-glycoprotein substrate - 0.5314 53.14%
CYP3A4 substrate + 0.7806 78.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9109 91.09%
CYP3A4 inhibition - 0.7446 74.46%
CYP2C9 inhibition - 0.9028 90.28%
CYP2C19 inhibition - 0.9085 90.85%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.6525 65.25%
CYP2C8 inhibition + 0.5912 59.12%
CYP inhibitory promiscuity - 0.9548 95.48%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5883 58.83%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9400 94.00%
Skin irritation + 0.6908 69.08%
Skin corrosion - 0.9192 91.92%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6578 65.78%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5698 56.98%
skin sensitisation - 0.8708 87.08%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5355 53.55%
Acute Oral Toxicity (c) I 0.4029 40.29%
Estrogen receptor binding + 0.8055 80.55%
Androgen receptor binding + 0.7623 76.23%
Thyroid receptor binding - 0.5769 57.69%
Glucocorticoid receptor binding + 0.8156 81.56%
Aromatase binding + 0.7778 77.78%
PPAR gamma + 0.6975 69.75%
Honey bee toxicity - 0.7755 77.55%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9839 98.39%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.23% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.19% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.00% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.86% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.71% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.70% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.37% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.87% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.63% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.71% 94.45%
CHEMBL1871 P10275 Androgen Receptor 86.54% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.51% 97.09%
CHEMBL5028 O14672 ADAM10 86.44% 97.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.40% 97.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.04% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.62% 97.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.49% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 85.43% 94.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.06% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 84.36% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.28% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.57% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.72% 91.07%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.50% 90.08%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.52% 95.71%
CHEMBL3401 O75469 Pregnane X receptor 80.66% 94.73%
CHEMBL2996 Q05655 Protein kinase C delta 80.29% 97.79%

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.
Eriolarynx australis

Cross-Links

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PubChem 163070377
LOTUS LTS0201784
wikiData Q104972237