b-Sitosterol b-D-Glucuronide

Details

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Internal ID 1c83a2e0-6755-4626-847f-bb8401f40828
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroid glucuronide conjugates
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)C)C(C)C
SMILES (Isomeric) CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)C)C)C(C)C
InChI InChI=1S/C35H58O7/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(14-16-34(22,5)27(24)15-17-35(25,26)6)41-33-30(38)28(36)29(37)31(42-33)32(39)40/h10,19-21,23-31,33,36-38H,7-9,11-18H2,1-6H3,(H,39,40)/t20-,21-,23+,24+,25-,26+,27+,28+,29+,30-,31+,33-,34+,35-/m1/s1
InChI Key REARGUUVUPUXPW-KDVCRYPISA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C35H58O7
Molecular Weight 590.80 g/mol
Exact Mass 590.41825418 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 8.00
Atomic LogP (AlogP) 5.94
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of b-Sitosterol b-D-Glucuronide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9604 96.04%
Caco-2 - 0.8501 85.01%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6055 60.55%
OATP2B1 inhibitior - 0.7138 71.38%
OATP1B1 inhibitior + 0.9090 90.90%
OATP1B3 inhibitior + 0.8691 86.91%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.6509 65.09%
P-glycoprotein inhibitior + 0.6622 66.22%
P-glycoprotein substrate + 0.5078 50.78%
CYP3A4 substrate + 0.7343 73.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7077 70.77%
CYP2C9 inhibition - 0.8334 83.34%
CYP2C19 inhibition - 0.8213 82.13%
CYP2D6 inhibition - 0.9181 91.81%
CYP1A2 inhibition - 0.8133 81.33%
CYP2C8 inhibition + 0.6445 64.45%
CYP inhibitory promiscuity - 0.7998 79.98%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6525 65.25%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9312 93.12%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9362 93.62%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3824 38.24%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6637 66.37%
skin sensitisation - 0.7919 79.19%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.9082 90.82%
Acute Oral Toxicity (c) III 0.4770 47.70%
Estrogen receptor binding + 0.7246 72.46%
Androgen receptor binding + 0.7417 74.17%
Thyroid receptor binding - 0.6017 60.17%
Glucocorticoid receptor binding + 0.5833 58.33%
Aromatase binding + 0.6020 60.20%
PPAR gamma + 0.5678 56.78%
Honey bee toxicity - 0.7681 76.81%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9900 99.00%

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 97.41% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.08% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.76% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.81% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.16% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.06% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.00% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.98% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.92% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.72% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.58% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.27% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.40% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.12% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.53% 99.17%
CHEMBL240 Q12809 HERG 84.06% 89.76%
CHEMBL5028 O14672 ADAM10 83.64% 97.50%
CHEMBL226 P30542 Adenosine A1 receptor 83.64% 95.93%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.16% 90.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.96% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.69% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.55% 94.62%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.29% 85.31%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.18% 92.62%

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.
Helichrysum arenarium
Oryza sativa
Senecio bonariensis

Cross-Links

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PubChem 15104526
LOTUS LTS0121622
wikiData Q105234604