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(3S,4R,5S,6R,8S,9R,10S,13R,14S,15R,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,4,6,8,15-pentol

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 188fcc71-744d-40a1-823a-c456d6ea22f0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name (3S,4R,5S,6R,8S,9R,10S,13R,14S,15R,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,4,6,8,15-pentol
SMILES (Canonical) CC(CCC(C(C)(C)O)O)C1CC(C2C1(CCC3C2(CC(C4C3(CCC(C4O)O)C)O)O)C)O
SMILES (Isomeric) C[C@H](CC[C@H](C(C)(C)O)O)[C@H]1C[C@H]([C@@H]2[C@@]1(CC[C@H]3[C@]2(C[C@H]([C@@H]4[C@@]3(CC[C@@H]([C@@H]4O)O)C)O)O)C)O
InChI InChI=1S/C27H48O7/c1-14(6-7-20(31)24(2,3)33)15-12-17(29)23-25(15,4)11-9-19-26(5)10-8-16(28)22(32)21(26)18(30)13-27(19,23)34/h14-23,28-34H,6-13H2,1-5H3/t14-,15-,16+,17-,18-,19-,20-,21+,22+,23-,25-,26-,27+/m1/s1
InChI Key HXDUGHMQOCBJOT-PFYNCICHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H48O7
Molecular Weight 484.70 g/mol
Exact Mass 484.34000387 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.58
H-Bond Acceptor 7
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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(24R)-5alpha-cholestane-3beta,4beta,6beta,8,15beta,24,25-heptaol

2D Structure

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2D Structure of (3S,4R,5S,6R,8S,9R,10S,13R,14S,15R,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,4,6,8,15-pentol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9572 95.72%
Caco-2 - 0.7859 78.59%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.5498 54.98%
OATP2B1 inhibitior - 0.5811 58.11%
OATP1B1 inhibitior + 0.8890 88.90%
OATP1B3 inhibitior + 0.9456 94.56%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.7428 74.28%
P-glycoprotein inhibitior - 0.5911 59.11%
P-glycoprotein substrate + 0.5462 54.62%
CYP3A4 substrate + 0.6968 69.68%
CYP2C9 substrate + 0.5955 59.55%
CYP2D6 substrate - 0.7294 72.94%
CYP3A4 inhibition - 0.8761 87.61%
CYP2C9 inhibition - 0.8613 86.13%
CYP2C19 inhibition - 0.7934 79.34%
CYP2D6 inhibition - 0.9643 96.43%
CYP1A2 inhibition - 0.8083 80.83%
CYP2C8 inhibition - 0.7168 71.68%
CYP inhibitory promiscuity - 0.9417 94.17%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.7213 72.13%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9420 94.20%
Skin irritation + 0.5582 55.82%
Skin corrosion - 0.9202 92.02%
Ames mutagenesis - 0.7078 70.78%
Human Ether-a-go-go-Related Gene inhibition - 0.3973 39.73%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.6550 65.50%
skin sensitisation - 0.7640 76.40%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8158 81.58%
Acute Oral Toxicity (c) III 0.3855 38.55%
Estrogen receptor binding + 0.6610 66.10%
Androgen receptor binding + 0.6581 65.81%
Thyroid receptor binding + 0.5795 57.95%
Glucocorticoid receptor binding + 0.6498 64.98%
Aromatase binding + 0.6461 64.61%
PPAR gamma + 0.5656 56.56%
Honey bee toxicity - 0.7389 73.89%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9564 95.64%

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 99.91% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.25% 96.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 95.76% 95.58%
CHEMBL2581 P07339 Cathepsin D 94.93% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.24% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 93.99% 97.79%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.98% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 92.53% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.09% 97.09%
CHEMBL2094135 Q96BI3 Gamma-secretase 90.94% 98.05%
CHEMBL237 P41145 Kappa opioid receptor 90.79% 98.10%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.90% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.73% 82.69%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 88.56% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.22% 100.00%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 88.00% 95.42%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 87.94% 88.81%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.41% 97.14%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.38% 85.31%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 87.33% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.79% 96.77%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.58% 96.47%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.42% 97.29%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.35% 92.86%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 86.02% 99.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.86% 94.45%
CHEMBL204 P00734 Thrombin 85.57% 96.01%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.12% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 84.50% 93.18%
CHEMBL236 P41143 Delta opioid receptor 84.47% 99.35%
CHEMBL233 P35372 Mu opioid receptor 84.21% 97.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.06% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.96% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.95% 85.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.63% 91.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.14% 93.56%
CHEMBL1902 P62942 FK506-binding protein 1A 81.90% 97.05%
CHEMBL1871 P10275 Androgen Receptor 81.77% 96.43%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.37% 94.78%
CHEMBL4302 P08183 P-glycoprotein 1 81.12% 92.98%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 81.07% 87.16%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.84% 98.33%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.70% 95.00%

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.
Fraxinus ornus

Cross-Links

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PubChem 44566288
NPASS NPC252065
LOTUS LTS0195553
wikiData Q105034939