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(2R,6R)-6-[(4S,5S,7S,10S,13R,14S,17R)-7,14-dihydroxy-4,10,13-trimethyl-3,11-dioxo-1,2,4,5,6,7,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic 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 2cdd1fd7-5e05-4c4a-9642-339be1b257a2
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 (2R,6R)-6-[(4S,5S,7S,10S,13R,14S,17R)-7,14-dihydroxy-4,10,13-trimethyl-3,11-dioxo-1,2,4,5,6,7,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H42O6/c1-15(17(3)26(33)34)7-8-16(2)19-9-12-29(35)25-22(31)13-20-18(4)21(30)10-11-27(20,5)24(25)23(32)14-28(19,29)6/h16-20,22,31,35H,1,7-14H2,2-6H3,(H,33,34)/t16-,17-,18+,19-,20+,22+,27+,28-,29-/m1/s1
InChI Key FPSUTNLGRMMQOR-LSMYXWCSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O6
Molecular Weight 486.60 g/mol
Exact Mass 486.29813906 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.48
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,6R)-6-[(4S,5S,7S,10S,13R,14S,17R)-7,14-dihydroxy-4,10,13-trimethyl-3,11-dioxo-1,2,4,5,6,7,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9817 98.17%
Caco-2 - 0.5891 58.91%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7396 73.96%
OATP2B1 inhibitior - 0.5691 56.91%
OATP1B1 inhibitior + 0.8525 85.25%
OATP1B3 inhibitior - 0.3330 33.30%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7053 70.53%
BSEP inhibitior + 0.7479 74.79%
P-glycoprotein inhibitior - 0.4731 47.31%
P-glycoprotein substrate - 0.5878 58.78%
CYP3A4 substrate + 0.6960 69.60%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.9116 91.16%
CYP3A4 inhibition - 0.7853 78.53%
CYP2C9 inhibition - 0.9128 91.28%
CYP2C19 inhibition - 0.9201 92.01%
CYP2D6 inhibition - 0.9619 96.19%
CYP1A2 inhibition - 0.9251 92.51%
CYP2C8 inhibition + 0.4746 47.46%
CYP inhibitory promiscuity - 0.9225 92.25%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6789 67.89%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9339 93.39%
Skin irritation + 0.7185 71.85%
Skin corrosion - 0.9345 93.45%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4532 45.32%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5034 50.34%
skin sensitisation - 0.8227 82.27%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8246 82.46%
Acute Oral Toxicity (c) I 0.6496 64.96%
Estrogen receptor binding + 0.7088 70.88%
Androgen receptor binding + 0.7588 75.88%
Thyroid receptor binding + 0.6263 62.63%
Glucocorticoid receptor binding + 0.7997 79.97%
Aromatase binding + 0.7576 75.76%
PPAR gamma + 0.5462 54.62%
Honey bee toxicity - 0.7353 73.53%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6790 67.90%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.62% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.48% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.49% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.62% 90.17%
CHEMBL4072 P07858 Cathepsin B 92.47% 93.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.43% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.59% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.07% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.05% 94.45%
CHEMBL299 P17252 Protein kinase C alpha 88.59% 98.03%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.62% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.51% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.54% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.87% 96.77%
CHEMBL237 P41145 Kappa opioid receptor 85.64% 98.10%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.98% 96.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.95% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 84.15% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.28% 93.04%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.06% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.23% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 82.08% 97.79%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.03% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.72% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.50% 93.56%
CHEMBL4040 P28482 MAP kinase ERK2 81.33% 83.82%
CHEMBL2514 O95665 Neurotensin receptor 2 80.81% 100.00%

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 163021614
LOTUS LTS0050511
wikiData Q104999374