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(3beta,22E)-ergosta-5,7,22-trien-3-yl beta-D-glucopyranoside

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 4a9be9c6-3087-413a-84b0-f7af124b2063
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H54O6/c1-19(2)20(3)7-8-21(4)25-11-12-26-24-10-9-22-17-23(13-15-33(22,5)27(24)14-16-34(25,26)6)39-32-31(38)30(37)29(36)28(18-35)40-32/h7-10,19-21,23,25-32,35-38H,11-18H2,1-6H3/b8-7+/t20-,21+,23-,25+,26-,27-,28+,29+,30-,31+,32+,33-,34+/m0/s1
InChI Key MKZPNGBJJJZJMI-GBLVNJONSA-N
Popularity 8 references in papers

Physical and Chemical Properties

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Molecular Formula C34H54O6
Molecular Weight 558.80 g/mol
Exact Mass 558.39203944 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.16
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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130155-33-8
CHEBI:52973
DTXSID401209497
(3beta,22E)-ergosta-5,7,22-trien-3-yl beta-D-glucopyranoside
(2R,3R,4S,5S,6R)-2-[[(3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
(2R,3R,4S,5S,6R)-2-(((3S,9S,10R,13R,14R,17R)-17-((E,2R,5R)-5,6-dimethylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta(a)phenanthren-3-yl)oxy)-6-(hydroxymethyl)oxane-3,4,5-triol
RefChem:1050175
DTXCID301640878
ergosterol glucoside
Ergosterol 3-b-D-glucopyranoside
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (3beta,22E)-ergosta-5,7,22-trien-3-yl beta-D-glucopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8281 82.81%
Caco-2 - 0.7850 78.50%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7990 79.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3628 36.28%
OATP1B3 inhibitior - 0.2615 26.15%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.6327 63.27%
P-glycoprotein inhibitior + 0.6314 63.14%
P-glycoprotein substrate - 0.6502 65.02%
CYP3A4 substrate + 0.6827 68.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8401 84.01%
CYP3A4 inhibition - 0.9083 90.83%
CYP2C9 inhibition - 0.8048 80.48%
CYP2C19 inhibition - 0.8811 88.11%
CYP2D6 inhibition - 0.9322 93.22%
CYP1A2 inhibition - 0.7903 79.03%
CYP2C8 inhibition + 0.4485 44.85%
CYP inhibitory promiscuity - 0.8239 82.39%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6936 69.36%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9479 94.79%
Skin irritation - 0.5857 58.57%
Skin corrosion - 0.9464 94.64%
Ames mutagenesis - 0.8024 80.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8025 80.25%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9027 90.27%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7752 77.52%
Acute Oral Toxicity (c) III 0.6709 67.09%
Estrogen receptor binding + 0.7316 73.16%
Androgen receptor binding + 0.6730 67.30%
Thyroid receptor binding + 0.5276 52.76%
Glucocorticoid receptor binding + 0.6744 67.44%
Aromatase binding - 0.4832 48.32%
PPAR gamma + 0.5605 56.05%
Honey bee toxicity - 0.7827 78.27%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9661 96.61%

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
CHEMBL226 P30542 Adenosine A1 receptor 98.75% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.08% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.33% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.95% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.00% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.76% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.10% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.64% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.92% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.22% 94.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.04% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.57% 97.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.86% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.46% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.83% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.63% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.46% 96.21%
CHEMBL5028 O14672 ADAM10 80.99% 97.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.86% 95.83%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.79% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.60% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.57% 97.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.56% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 80.35% 98.10%

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.
There are no matching plants.

Cross-Links

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PubChem 44176397
LOTUS LTS0119481
wikiData Q27123821