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Psathergosterol B

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 f7e40b72-4913-4d3d-8e31-2d4fb04576eb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3R,5S,9S,10S,13R,14S,17R)-3,9,14-trihydroxy-17-[(2R,5S)-6-hydroxy-5,6-dimethylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(CCC(C)C(C)(C)O)C1CCC2(C1(CCC3(C2=CC(=O)C4C3(CCC(C4)O)C)O)C)O
SMILES (Isomeric) C[C@H](CC[C@H](C)C(C)(C)O)[C@H]1CC[C@@]2([C@@]1(CC[C@]3(C2=CC(=O)[C@@H]4[C@@]3(CC[C@H](C4)O)C)O)C)O
InChI InChI=1S/C28H46O5/c1-17(7-8-18(2)24(3,4)31)20-10-12-27(32)23-16-22(30)21-15-19(29)9-11-25(21,5)28(23,33)14-13-26(20,27)6/h16-21,29,31-33H,7-15H2,1-6H3/t17-,18+,19-,20-,21-,25+,26-,27-,28-/m1/s1
InChI Key WGXZQKRCDGULTL-WBTXOGIUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H46O5
Molecular Weight 462.70 g/mol
Exact Mass 462.33452456 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 4.16
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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(3R,5S,9S,10S,13R,14S,17R)-3,9,14-trihydroxy-17-[(2R,5S)-6-hydroxy-5,6-dimethylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
(3R,5S,9S,10S,13R,14S,17R)-3,9,14-trihydroxy-17-((2R,5S)-6-hydroxy-5,6-dimethylheptan-2-yl)-10,13-dimethyl-1,2,3,4,5,11,12,15,16,17-decahydrocyclopenta(a)phenanthren-6-one
RefChem:176853
CHEBI:211380

2D Structure

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2D Structure of Psathergosterol B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 + 0.5543 55.43%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.8143 81.43%
Subcellular localzation Mitochondria 0.7297 72.97%
OATP2B1 inhibitior - 0.7198 71.98%
OATP1B1 inhibitior + 0.8551 85.51%
OATP1B3 inhibitior + 0.8494 84.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7957 79.57%
P-glycoprotein inhibitior - 0.6808 68.08%
P-glycoprotein substrate + 0.5700 57.00%
CYP3A4 substrate + 0.6802 68.02%
CYP2C9 substrate - 0.8165 81.65%
CYP2D6 substrate - 0.8664 86.64%
CYP3A4 inhibition - 0.8260 82.60%
CYP2C9 inhibition - 0.8711 87.11%
CYP2C19 inhibition - 0.8749 87.49%
CYP2D6 inhibition - 0.9559 95.59%
CYP1A2 inhibition - 0.9156 91.56%
CYP2C8 inhibition - 0.7430 74.30%
CYP inhibitory promiscuity - 0.7516 75.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9367 93.67%
Skin irritation + 0.6422 64.22%
Skin corrosion - 0.9483 94.83%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4617 46.17%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5010 50.10%
skin sensitisation - 0.7309 73.09%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6625 66.25%
Acute Oral Toxicity (c) I 0.7540 75.40%
Estrogen receptor binding + 0.7936 79.36%
Androgen receptor binding + 0.7751 77.51%
Thyroid receptor binding + 0.6917 69.17%
Glucocorticoid receptor binding + 0.7817 78.17%
Aromatase binding + 0.6596 65.96%
PPAR gamma - 0.5225 52.25%
Honey bee toxicity - 0.8538 85.38%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9923 99.23%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.41% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.20% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.79% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 93.59% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.80% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.75% 82.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.52% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.36% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.16% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.03% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.69% 95.56%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.96% 94.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.92% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.54% 96.47%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.11% 90.24%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.01% 89.34%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.84% 91.07%
CHEMBL1871 P10275 Androgen Receptor 83.57% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.43% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.06% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.08% 93.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.89% 92.88%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.02% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.72% 96.90%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.59% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.25% 90.71%

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 146683458
LOTUS LTS0055844
wikiData Q105305050