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(5S,8R,9S,10S,12R,13S,14S,17S)-17-[(2R)-2-[(1R,3R)-1-hydroxy-3-[(1S,2R)-2-methylcyclopropyl]butyl]oxiran-2-yl]-3,3-dimethoxy-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-12-ol

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 f09deccb-0794-4438-b142-e98d78cbcff6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Dihydroxy bile acids, alcohols and derivatives
IUPAC Name (5S,8R,9S,10S,12R,13S,14S,17S)-17-[(2R)-2-[(1R,3R)-1-hydroxy-3-[(1S,2R)-2-methylcyclopropyl]butyl]oxiran-2-yl]-3,3-dimethoxy-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-12-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H52O5/c1-18-13-22(18)19(2)14-27(33)31(17-36-31)25-10-9-23-21-8-7-20-16-30(34-5,35-6)12-11-28(20,3)24(21)15-26(32)29(23,25)4/h18-27,32-33H,7-17H2,1-6H3/t18-,19-,20+,21+,22+,23+,24+,25+,26-,27-,28+,29+,31+/m1/s1
InChI Key FYTGYGISPNLOQM-KXMYXTPTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H52O5
Molecular Weight 504.70 g/mol
Exact Mass 504.38147475 g/mol
Topological Polar Surface Area (TPSA) 71.50 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.42
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5S,8R,9S,10S,12R,13S,14S,17S)-17-[(2R)-2-[(1R,3R)-1-hydroxy-3-[(1S,2R)-2-methylcyclopropyl]butyl]oxiran-2-yl]-3,3-dimethoxy-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-12-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9560 95.60%
Caco-2 - 0.6813 68.13%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6871 68.71%
OATP2B1 inhibitior - 0.5725 57.25%
OATP1B1 inhibitior + 0.8882 88.82%
OATP1B3 inhibitior + 0.8863 88.63%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8542 85.42%
BSEP inhibitior - 0.8259 82.59%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.6722 67.22%
CYP3A4 substrate + 0.7158 71.58%
CYP2C9 substrate - 0.8005 80.05%
CYP2D6 substrate - 0.7581 75.81%
CYP3A4 inhibition - 0.6777 67.77%
CYP2C9 inhibition - 0.6471 64.71%
CYP2C19 inhibition - 0.7726 77.26%
CYP2D6 inhibition - 0.9557 95.57%
CYP1A2 inhibition - 0.8130 81.30%
CYP2C8 inhibition + 0.5641 56.41%
CYP inhibitory promiscuity - 0.8738 87.38%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6523 65.23%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9093 90.93%
Skin irritation - 0.6645 66.45%
Skin corrosion - 0.9512 95.12%
Ames mutagenesis - 0.6788 67.88%
Human Ether-a-go-go-Related Gene inhibition - 0.4091 40.91%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6808 68.08%
skin sensitisation - 0.9070 90.70%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8073 80.73%
Acute Oral Toxicity (c) I 0.3869 38.69%
Estrogen receptor binding + 0.6122 61.22%
Androgen receptor binding + 0.7142 71.42%
Thyroid receptor binding - 0.5229 52.29%
Glucocorticoid receptor binding + 0.7055 70.55%
Aromatase binding + 0.6627 66.27%
PPAR gamma + 0.5208 52.08%
Honey bee toxicity - 0.6150 61.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8992 89.92%

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 99.28% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.35% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.51% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.00% 91.11%
CHEMBL237 P41145 Kappa opioid receptor 93.72% 98.10%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.47% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.91% 98.95%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.62% 89.05%
CHEMBL2094135 Q96BI3 Gamma-secretase 88.47% 98.05%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 86.56% 99.17%
CHEMBL259 P32245 Melanocortin receptor 4 86.52% 95.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.47% 97.14%
CHEMBL1871 P10275 Androgen Receptor 85.37% 96.43%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.94% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.81% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.43% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.38% 96.77%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.19% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.99% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.84% 85.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.80% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.62% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.54% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.11% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.67% 93.04%
CHEMBL3785 Q8TDS4 Hydroxycarboxylic acid receptor 2 82.32% 94.05%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 80.02% 92.38%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 20055752
LOTUS LTS0255567
wikiData Q105004715