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(9-[1-(4,5-Dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-4-hydroxy-11b-methyl-1-oxo-1,5a,6,6a,6b,7,8,9,10,11,11a,11b-dodecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-9a(4H)-yl)methyl 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 bce5001e-090d-4501-801d-ada4f61eeb28
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-2-methyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-16-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H40O7/c1-15-12-23(36-27(34)16(15)2)17(3)20-6-7-22-19-13-26-30(37-26)25(33)9-8-24(32)28(30,5)21(19)10-11-29(20,22)14-35-18(4)31/h8-9,17,19-23,25-26,33H,6-7,10-14H2,1-5H3
InChI Key ZQEYWCXMRUYTGT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O7
Molecular Weight 512.60 g/mol
Exact Mass 512.27740361 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.92
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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ZQEYWCXMRUYTGT-UHFFFAOYSA-N
(9-[1-(4,5-Dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-4-hydroxy-11b-methyl-1-oxo-1,5a,6,6a,6b,7,8,9,10,11,11a,11b-dodecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-9a(4H)-yl)methyl acetate #
5.beta.-Ergosta-2,24-dien-26-oic acid, 5,6.beta.-epoxy-4.beta.,18,22-trihydroxy-1-oxo-, .delta.-lactone, 18-acetate, (20S,22R)-
Ergosta-2,24-dien-26-oic acid, 18-(acetyloxy)-5,6-epoxy-4,22-dihydroxy-1-oxo-, .delta.-lactone, (4.beta.,5.beta.,6.beta.,22R)-

2D Structure

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2D Structure of (9-[1-(4,5-Dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-4-hydroxy-11b-methyl-1-oxo-1,5a,6,6a,6b,7,8,9,10,11,11a,11b-dodecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-9a(4H)-yl)methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9354 93.54%
Caco-2 - 0.7146 71.46%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8082 80.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8191 81.91%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6771 67.71%
BSEP inhibitior + 0.9586 95.86%
P-glycoprotein inhibitior + 0.7602 76.02%
P-glycoprotein substrate + 0.6236 62.36%
CYP3A4 substrate + 0.7350 73.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8991 89.91%
CYP3A4 inhibition - 0.9190 91.90%
CYP2C9 inhibition - 0.8550 85.50%
CYP2C19 inhibition - 0.9238 92.38%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition - 0.7636 76.36%
CYP2C8 inhibition + 0.6347 63.47%
CYP inhibitory promiscuity - 0.9044 90.44%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6473 64.73%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9478 94.78%
Skin irritation + 0.5070 50.70%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.5054 50.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6542 65.42%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5408 54.08%
skin sensitisation - 0.8715 87.15%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.7500 75.00%
Acute Oral Toxicity (c) I 0.6740 67.40%
Estrogen receptor binding + 0.8506 85.06%
Androgen receptor binding + 0.7685 76.85%
Thyroid receptor binding + 0.5543 55.43%
Glucocorticoid receptor binding + 0.8297 82.97%
Aromatase binding + 0.7680 76.80%
PPAR gamma + 0.6595 65.95%
Honey bee toxicity - 0.7196 71.96%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9835 98.35%

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 94.56% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.46% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.20% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.05% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.98% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.88% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 87.38% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.15% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.01% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.70% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.68% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.39% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.65% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.34% 82.69%
CHEMBL5028 O14672 ADAM10 84.14% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.85% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 82.46% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.14% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.62% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.37% 93.04%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.10% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.82% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.71% 100.00%

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 421514
LOTUS LTS0034175
wikiData Q105381424