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(2R,6R)-6-[(3R,4S,5R,10S,13R,14S,17R)-3-hydroxy-4,10,13-trimethyl-7,11-dioxo-2,3,4,5,6,12,14,15,16,17-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 6c59db9d-708d-4dbb-9c88-2f5865466241
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-[(3R,4S,5R,10S,13R,14S,17R)-3-hydroxy-4,10,13-trimethyl-7,11-dioxo-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid
SMILES (Canonical) CC1C(CCC2(C1CC(=O)C3=C2C(=O)CC4(C3CCC4C(C)CCC(=C)C(C)C(=O)O)C)C)O
SMILES (Isomeric) C[C@@H]1[C@@H](CC[C@]2([C@@H]1CC(=O)C3=C2C(=O)C[C@]4([C@@H]3CC[C@@H]4[C@H](C)CCC(=C)[C@@H](C)C(=O)O)C)C)O
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/h16-22,30H,1,7-14H2,2-6H3,(H,33,34)/t16-,17-,18+,19-,20-,21-,22-,28+,29-/m1/s1
InChI Key TXEJUZMIQVTZHO-RHHSAOOFSA-N
Popularity 0 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 5.60
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-[(3R,4S,5R,10S,13R,14S,17R)-3-hydroxy-4,10,13-trimethyl-7,11-dioxo-2,3,4,5,6,12,14,15,16,17-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 + 0.9904 99.04%
Caco-2 - 0.5881 58.81%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8253 82.53%
OATP2B1 inhibitior - 0.7138 71.38%
OATP1B1 inhibitior + 0.8358 83.58%
OATP1B3 inhibitior - 0.3169 31.69%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6053 60.53%
BSEP inhibitior + 0.7611 76.11%
P-glycoprotein inhibitior + 0.6179 61.79%
P-glycoprotein substrate - 0.6773 67.73%
CYP3A4 substrate + 0.6774 67.74%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.7602 76.02%
CYP2C9 inhibition - 0.9413 94.13%
CYP2C19 inhibition - 0.9505 95.05%
CYP2D6 inhibition - 0.9567 95.67%
CYP1A2 inhibition - 0.9410 94.10%
CYP2C8 inhibition - 0.7593 75.93%
CYP inhibitory promiscuity - 0.9225 92.25%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6915 69.15%
Eye corrosion - 0.9951 99.51%
Eye irritation - 0.9380 93.80%
Skin irritation + 0.7500 75.00%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.5178 51.78%
skin sensitisation - 0.7572 75.72%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.7640 76.40%
Acute Oral Toxicity (c) III 0.6533 65.33%
Estrogen receptor binding + 0.7318 73.18%
Androgen receptor binding + 0.7500 75.00%
Thyroid receptor binding + 0.6277 62.77%
Glucocorticoid receptor binding + 0.8102 81.02%
Aromatase binding + 0.6924 69.24%
PPAR gamma + 0.5706 57.06%
Honey bee toxicity - 0.7928 79.28%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7500 75.00%
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
CHEMBL221 P23219 Cyclooxygenase-1 98.15% 90.17%
CHEMBL2581 P07339 Cathepsin D 97.11% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.90% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.42% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.07% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 92.22% 93.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.61% 94.45%
CHEMBL4072 P07858 Cathepsin B 89.78% 93.67%
CHEMBL237 P41145 Kappa opioid receptor 89.07% 98.10%
CHEMBL1902 P62942 FK506-binding protein 1A 87.65% 97.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.49% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.99% 90.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.43% 91.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.31% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 84.15% 97.79%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.10% 91.07%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.96% 93.04%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.37% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 83.15% 98.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.23% 99.23%
CHEMBL220 P22303 Acetylcholinesterase 81.86% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 81.68% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.91% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.90% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.78% 95.89%

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.
Pseudolarix amabilis

Cross-Links

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PubChem 163082421
LOTUS LTS0057444
wikiData Q105306484