Ergosta-7,23-dien-3-ol, (3beta,5alpha,23E)-

Details

Top
Internal ID 0e4f7e48-fccc-443e-8e75-03edccd5f6ae
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,5S,9R,10S,13R,14R,17R)-17-[(E,2R)-5,6-dimethylhept-4-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7,10,18,20-22,24-26,29H,8-9,11-17H2,1-6H3/b19-7+/t20-,21+,22+,24-,25+,26+,27+,28-/m1/s1
InChI Key KAQGTARNAVQLMK-BCTBAPBZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H46O
Molecular Weight 398.70 g/mol
Exact Mass 398.354866087 g/mol
Topological Polar Surface Area (TPSA) 20.20 Ų
XlogP 8.10
Atomic LogP (AlogP) 7.55
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

Top
Ergosta-7,23-dien-3-ol, (3beta,5alpha,23E)-
90580-67-9

2D Structure

Top
2D Structure of Ergosta-7,23-dien-3-ol, (3beta,5alpha,23E)-

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.7274 72.74%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.4911 49.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8326 83.26%
OATP1B3 inhibitior + 0.9592 95.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8906 89.06%
P-glycoprotein inhibitior - 0.5314 53.14%
P-glycoprotein substrate - 0.5262 52.62%
CYP3A4 substrate + 0.6482 64.82%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
CYP3A4 inhibition - 0.8640 86.40%
CYP2C9 inhibition - 0.8612 86.12%
CYP2C19 inhibition - 0.7681 76.81%
CYP2D6 inhibition - 0.9483 94.83%
CYP1A2 inhibition - 0.9088 90.88%
CYP2C8 inhibition - 0.7846 78.46%
CYP inhibitory promiscuity - 0.5784 57.84%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5998 59.98%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9648 96.48%
Skin irritation + 0.6308 63.08%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6767 67.67%
Micronuclear - 0.9600 96.00%
Hepatotoxicity + 0.5716 57.16%
skin sensitisation + 0.5785 57.85%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7318 73.18%
Acute Oral Toxicity (c) III 0.8086 80.86%
Estrogen receptor binding + 0.8537 85.37%
Androgen receptor binding - 0.5566 55.66%
Thyroid receptor binding + 0.7768 77.68%
Glucocorticoid receptor binding + 0.7695 76.95%
Aromatase binding - 0.6211 62.11%
PPAR gamma + 0.5500 55.00%
Honey bee toxicity - 0.7966 79.66%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9890 98.90%

Targets

Top

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.71% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.40% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.12% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.37% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.79% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.33% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.49% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.27% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.75% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 87.49% 94.75%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 84.54% 85.30%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.36% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.46% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.43% 95.56%
CHEMBL1977 P11473 Vitamin D receptor 82.31% 99.43%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.88% 97.28%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.85% 93.00%
CHEMBL240 Q12809 HERG 80.75% 89.76%

Plants that contains it

Top
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.
Zea mays

Cross-Links

Top
PubChem 162886781
LOTUS LTS0237783
wikiData Q105137957