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[17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-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 413eb321-cc0a-4b96-bb87-a94ec656b581
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)ethyl]-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC(=O)C)C)C)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC(=O)C)C)C)C
InChI InChI=1S/C30H44O5/c1-16-13-26(35-28(33)17(16)2)18(3)23-9-10-24-22-8-7-20-14-21(32)15-27(34-19(4)31)30(20,6)25(22)11-12-29(23,24)5/h7,18,21-27,32H,8-15H2,1-6H3
InChI Key YROWEILPQZMTTI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O5
Molecular Weight 484.70 g/mol
Exact Mass 484.31887450 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.76
H-Bond Acceptor 5
H-Bond Donor 1
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)ethyl]-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-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 + 0.9878 98.78%
Caco-2 - 0.6246 62.46%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7215 72.15%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8691 86.91%
OATP1B3 inhibitior + 0.9441 94.41%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8271 82.71%
BSEP inhibitior + 0.8635 86.35%
P-glycoprotein inhibitior + 0.7485 74.85%
P-glycoprotein substrate + 0.5691 56.91%
CYP3A4 substrate + 0.7716 77.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9055 90.55%
CYP3A4 inhibition - 0.6703 67.03%
CYP2C9 inhibition - 0.9246 92.46%
CYP2C19 inhibition - 0.9712 97.12%
CYP2D6 inhibition - 0.9627 96.27%
CYP1A2 inhibition - 0.7151 71.51%
CYP2C8 inhibition + 0.5936 59.36%
CYP inhibitory promiscuity - 0.9652 96.52%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6207 62.07%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9466 94.66%
Skin irritation + 0.6783 67.83%
Skin corrosion - 0.9126 91.26%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7875 78.75%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5592 55.92%
skin sensitisation - 0.8200 82.00%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5620 56.20%
Acute Oral Toxicity (c) I 0.3211 32.11%
Estrogen receptor binding + 0.7816 78.16%
Androgen receptor binding + 0.7486 74.86%
Thyroid receptor binding - 0.5217 52.17%
Glucocorticoid receptor binding + 0.7824 78.24%
Aromatase binding + 0.6553 65.53%
PPAR gamma + 0.6329 63.29%
Honey bee toxicity - 0.7083 70.83%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9837 98.37%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.05% 96.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.72% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.90% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.86% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.26% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.82% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.31% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.24% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.84% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.80% 93.04%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.19% 97.25%
CHEMBL2581 P07339 Cathepsin D 86.70% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.12% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.51% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.48% 93.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.90% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.57% 85.14%
CHEMBL5028 O14672 ADAM10 84.16% 97.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.08% 96.95%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.72% 90.08%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.13% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 80.36% 91.19%

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 163011498
LOTUS LTS0275454
wikiData Q105352946