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(2R,6R)-6-[(4S,5S,7R,10S,13R,14R,17R)-7-hydroxy-4,10,13-trimethyl-3,11-dioxo-2,4,5,6,7,12,14,15,16,17-decahydro-1H-cyclopenta[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 f680fb87-15bc-443d-ba09-3751bd759b98
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Monohydroxy bile acids, alcohols and derivatives
IUPAC Name (2R,6R)-6-[(4S,5S,7R,10S,13R,14R,17R)-7-hydroxy-4,10,13-trimethyl-3,11-dioxo-2,4,5,6,7,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H42O5/c1-15(17(3)27(33)34)7-8-16(2)19-9-10-20-25-23(31)13-21-18(4)22(30)11-12-28(21,5)26(25)24(32)14-29(19,20)6/h16-21,23,31H,1,7-14H2,2-6H3,(H,33,34)/t16-,17-,18+,19-,20+,21+,23-,28+,29-/m1/s1
InChI Key TWISSXUWVGIUBP-CQMKZXIESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O5
Molecular Weight 470.60 g/mol
Exact Mass 470.30322444 g/mol
Topological Polar Surface Area (TPSA) 91.70 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.37
H-Bond Acceptor 4
H-Bond Donor 2
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,7R,10S,13R,14R,17R)-7-hydroxy-4,10,13-trimethyl-3,11-dioxo-2,4,5,6,7,12,14,15,16,17-decahydro-1H-cyclopenta[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 + 0.9864 98.64%
Caco-2 - 0.5753 57.53%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7695 76.95%
OATP2B1 inhibitior - 0.5717 57.17%
OATP1B1 inhibitior + 0.8435 84.35%
OATP1B3 inhibitior - 0.2134 21.34%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6021 60.21%
BSEP inhibitior + 0.6908 69.08%
P-glycoprotein inhibitior + 0.5888 58.88%
P-glycoprotein substrate - 0.7114 71.14%
CYP3A4 substrate + 0.7052 70.52%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.7333 73.33%
CYP2C9 inhibition - 0.9440 94.40%
CYP2C19 inhibition - 0.9651 96.51%
CYP2D6 inhibition - 0.9464 94.64%
CYP1A2 inhibition - 0.8937 89.37%
CYP2C8 inhibition - 0.5999 59.99%
CYP inhibitory promiscuity - 0.9118 91.18%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6749 67.49%
Eye corrosion - 0.9952 99.52%
Eye irritation - 0.9341 93.41%
Skin irritation + 0.7865 78.65%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4917 49.17%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5470 54.70%
skin sensitisation - 0.7572 75.72%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.7793 77.93%
Acute Oral Toxicity (c) III 0.7346 73.46%
Estrogen receptor binding + 0.7207 72.07%
Androgen receptor binding + 0.7456 74.56%
Thyroid receptor binding + 0.6169 61.69%
Glucocorticoid receptor binding + 0.8032 80.32%
Aromatase binding + 0.6865 68.65%
PPAR gamma + 0.5401 54.01%
Honey bee toxicity - 0.7623 76.23%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6990 69.90%
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
CHEMBL4072 P07858 Cathepsin B 97.25% 93.67%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.22% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.75% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.39% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.39% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.84% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.52% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.12% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.07% 91.19%
CHEMBL220 P22303 Acetylcholinesterase 88.18% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 87.80% 98.10%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.69% 96.77%
CHEMBL299 P17252 Protein kinase C alpha 87.56% 98.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.87% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.67% 91.07%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.60% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.69% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.43% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.19% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.97% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.68% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.05% 93.04%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.55% 96.47%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.42% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.43% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 81.16% 97.79%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.12% 95.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.04% 93.56%

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 163018370
LOTUS LTS0026466
wikiData Q105265844