(25S)-5alpha-cholestan-3beta,6alpha,8,15beta,16beta,26-hexol

Details

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Internal ID 09ccc629-b11f-48c1-8064-9b92df7ab267
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Pentahydroxy bile acids, alcohols and derivatives
IUPAC Name (3S,5S,6S,8S,9R,10S,13R,14S,15S,16R,17R)-17-[(2R,6S)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,6,8,15,16-pentol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H48O6/c1-15(14-28)6-5-7-16(2)21-22(31)23(32)24-26(21,4)11-9-20-25(3)10-8-17(29)12-18(25)19(30)13-27(20,24)33/h15-24,28-33H,5-14H2,1-4H3/t15-,16+,17-,18+,19-,20+,21-,22+,23+,24+,25-,26+,27-/m0/s1
InChI Key JBQJBUSSZCBEON-VCPUBHNASA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C27H48O6
Molecular Weight 468.70 g/mol
Exact Mass 468.34508925 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.47
H-Bond Acceptor 6
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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CHEBI:193477
LMST01010340
(20r,25s)-5alpha-cholestan-3beta,6alpha,8,15beta,16beta,26-hexaol
(3S,5S,6S,8S,9R,10S,13R,14S,15S,16R,17R)-17-[(2R,6S)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,6,8,15,16-pentol

2D Structure

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2D Structure of (25S)-5alpha-cholestan-3beta,6alpha,8,15beta,16beta,26-hexol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9288 92.88%
Caco-2 - 0.7591 75.91%
Blood Brain Barrier + 0.5885 58.85%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5170 51.70%
OATP2B1 inhibitior - 0.5723 57.23%
OATP1B1 inhibitior + 0.8930 89.30%
OATP1B3 inhibitior + 0.9346 93.46%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7650 76.50%
BSEP inhibitior - 0.7346 73.46%
P-glycoprotein inhibitior - 0.6322 63.22%
P-glycoprotein substrate + 0.6173 61.73%
CYP3A4 substrate + 0.7027 70.27%
CYP2C9 substrate - 0.5963 59.63%
CYP2D6 substrate - 0.7575 75.75%
CYP3A4 inhibition - 0.8841 88.41%
CYP2C9 inhibition - 0.8402 84.02%
CYP2C19 inhibition - 0.8611 86.11%
CYP2D6 inhibition - 0.9626 96.26%
CYP1A2 inhibition - 0.7628 76.28%
CYP2C8 inhibition - 0.6611 66.11%
CYP inhibitory promiscuity - 0.9575 95.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7440 74.40%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9207 92.07%
Skin irritation - 0.5374 53.74%
Skin corrosion - 0.9559 95.59%
Ames mutagenesis - 0.6815 68.15%
Human Ether-a-go-go-Related Gene inhibition - 0.3908 39.08%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.6922 69.22%
skin sensitisation - 0.8942 89.42%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6602 66.02%
Acute Oral Toxicity (c) III 0.6366 63.66%
Estrogen receptor binding + 0.6683 66.83%
Androgen receptor binding + 0.6453 64.53%
Thyroid receptor binding + 0.5804 58.04%
Glucocorticoid receptor binding + 0.6793 67.93%
Aromatase binding + 0.6854 68.54%
PPAR gamma + 0.5641 56.41%
Honey bee toxicity - 0.8736 87.36%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6555 65.55%
Fish aquatic toxicity + 0.8732 87.32%

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 98.24% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.32% 96.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 97.01% 95.58%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.19% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.85% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 93.48% 97.79%
CHEMBL206 P03372 Estrogen receptor alpha 93.43% 97.64%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.87% 92.86%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.80% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.57% 94.45%
CHEMBL299 P17252 Protein kinase C alpha 89.61% 98.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.50% 91.11%
CHEMBL237 P41145 Kappa opioid receptor 89.39% 98.10%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.30% 97.29%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.27% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.73% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.51% 95.89%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 87.12% 92.50%
CHEMBL204 P00734 Thrombin 86.56% 96.01%
CHEMBL233 P35372 Mu opioid receptor 85.91% 97.93%
CHEMBL1937 Q92769 Histone deacetylase 2 85.67% 94.75%
CHEMBL242 Q92731 Estrogen receptor beta 85.58% 98.35%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.36% 91.03%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.29% 89.05%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.52% 96.47%
CHEMBL4040 P28482 MAP kinase ERK2 84.45% 83.82%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.36% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 84.00% 94.45%
CHEMBL2581 P07339 Cathepsin D 83.82% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.70% 96.61%
CHEMBL4581 P52732 Kinesin-like protein 1 83.29% 93.18%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.26% 100.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 83.16% 95.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.53% 96.38%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.51% 95.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.95% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.82% 100.00%
CHEMBL2514 O95665 Neurotensin receptor 2 81.79% 100.00%
CHEMBL238 Q01959 Dopamine transporter 81.66% 95.88%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 81.31% 99.00%
CHEMBL4302 P08183 P-glycoprotein 1 80.94% 92.98%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.68% 98.33%
CHEMBL4805 Q99572 P2X purinoceptor 7 80.26% 97.50%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 80.08% 83.10%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 80.04% 96.03%

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.
Printzia polifolia

Cross-Links

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PubChem 13845991
LOTUS LTS0238607
wikiData Q105131322