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(4R)-4-[(8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid

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 0b7d912a-6622-4653-be89-e9557139fd85
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives
IUPAC Name (4R)-4-[(8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H38O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-16,18-21H,4-14H2,1-3H3,(H,26,27)/t15-,16?,18+,19-,20+,21+,23+,24-/m1/s1
InChI Key KIQFUORWRVZTHT-PBDHEXIJSA-N
Popularity 18 references in papers

Physical and Chemical Properties

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Molecular Formula C24H38O3
Molecular Weight 374.60 g/mol
Exact Mass 374.28209507 g/mol
Topological Polar Surface Area (TPSA) 54.40 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.72
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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SCHEMBL1653930
AKOS030254978
(4R)-4-[(8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9961 99.61%
Caco-2 - 0.5478 54.78%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8149 81.49%
OATP2B1 inhibitior - 0.5979 59.79%
OATP1B1 inhibitior - 0.3363 33.63%
OATP1B3 inhibitior + 0.9740 97.40%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.7050 70.50%
P-glycoprotein inhibitior + 0.6742 67.42%
P-glycoprotein substrate - 0.7031 70.31%
CYP3A4 substrate + 0.7109 71.09%
CYP2C9 substrate + 0.5824 58.24%
CYP2D6 substrate - 0.8618 86.18%
CYP3A4 inhibition - 0.8784 87.84%
CYP2C9 inhibition - 0.9242 92.42%
CYP2C19 inhibition - 0.9664 96.64%
CYP2D6 inhibition - 0.9788 97.88%
CYP1A2 inhibition - 0.9697 96.97%
CYP2C8 inhibition - 0.8675 86.75%
CYP inhibitory promiscuity - 0.9834 98.34%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6978 69.78%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9308 93.08%
Skin irritation + 0.6512 65.12%
Skin corrosion - 0.9098 90.98%
Ames mutagenesis - 0.9200 92.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6890 68.90%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.6089 60.89%
skin sensitisation - 0.7438 74.38%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.9421 94.21%
Acute Oral Toxicity (c) III 0.6816 68.16%
Estrogen receptor binding + 0.7473 74.73%
Androgen receptor binding + 0.8003 80.03%
Thyroid receptor binding + 0.6654 66.54%
Glucocorticoid receptor binding + 0.9094 90.94%
Aromatase binding + 0.6962 69.62%
PPAR gamma + 0.6220 62.20%
Honey bee toxicity - 0.8603 86.03%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9845 98.45%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 270 nM
 EC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.51% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.31% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.76% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.03% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.11% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.63% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.58% 90.71%
CHEMBL237 P41145 Kappa opioid receptor 89.09% 98.10%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 88.40% 85.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.15% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.70% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.42% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.34% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.19% 93.04%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.54% 93.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.98% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.17% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.99% 89.05%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.25% 82.69%
CHEMBL1871 P10275 Androgen Receptor 81.13% 96.43%
CHEMBL340 P08684 Cytochrome P450 3A4 81.11% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.04% 96.38%

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 10068031
LOTUS LTS0176127
wikiData Q105141640