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(2R,6R)-6-[(4S,5R,10S,13R,14S,17R)-14-hydroxy-4,10,13-trimethyl-3,7,11-trioxo-2,4,5,6,12,15,16,17-octahydro-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 6dd0fb00-eeb5-46cc-9224-451bec7fe9c3
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,5R,10S,13R,14S,17R)-14-hydroxy-4,10,13-trimethyl-3,7,11-trioxo-2,4,5,6,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid
SMILES (Canonical) CC1C2CC(=O)C3=C(C2(CCC1=O)C)C(=O)CC4(C3(CCC4C(C)CCC(=C)C(C)C(=O)O)O)C
SMILES (Isomeric) C[C@H]1[C@H]2CC(=O)C3=C([C@]2(CCC1=O)C)C(=O)C[C@]4([C@]3(CC[C@@H]4[C@H](C)CCC(=C)[C@@H](C)C(=O)O)O)C
InChI InChI=1S/C29H40O6/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/h16-20,35H,1,7-14H2,2-6H3,(H,33,34)/t16-,17-,18+,19-,20-,27+,28-,29-/m1/s1
InChI Key ZEXGDMONMBETSX-YIQUKEMISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O6
Molecular Weight 484.60 g/mol
Exact Mass 484.28248899 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.69
H-Bond Acceptor 5
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,5R,10S,13R,14S,17R)-14-hydroxy-4,10,13-trimethyl-3,7,11-trioxo-2,4,5,6,12,15,16,17-octahydro-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 - 0.5495 54.95%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7913 79.13%
OATP2B1 inhibitior - 0.7112 71.12%
OATP1B1 inhibitior + 0.8623 86.23%
OATP1B3 inhibitior - 0.2989 29.89%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6553 65.53%
BSEP inhibitior + 0.8459 84.59%
P-glycoprotein inhibitior + 0.5726 57.26%
P-glycoprotein substrate - 0.6888 68.88%
CYP3A4 substrate + 0.6918 69.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9104 91.04%
CYP3A4 inhibition - 0.7532 75.32%
CYP2C9 inhibition - 0.9279 92.79%
CYP2C19 inhibition - 0.9257 92.57%
CYP2D6 inhibition - 0.9669 96.69%
CYP1A2 inhibition - 0.9144 91.44%
CYP2C8 inhibition - 0.6580 65.80%
CYP inhibitory promiscuity - 0.9418 94.18%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6421 64.21%
Eye corrosion - 0.9942 99.42%
Eye irritation - 0.9271 92.71%
Skin irritation + 0.7591 75.91%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6944 69.44%
Human Ether-a-go-go-Related Gene inhibition - 0.5079 50.79%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8093 80.93%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8828 88.28%
Acute Oral Toxicity (c) I 0.6653 66.53%
Estrogen receptor binding + 0.6866 68.66%
Androgen receptor binding + 0.7370 73.70%
Thyroid receptor binding + 0.6235 62.35%
Glucocorticoid receptor binding + 0.7936 79.36%
Aromatase binding + 0.7417 74.17%
PPAR gamma + 0.5511 55.11%
Honey bee toxicity - 0.8099 80.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6524 65.24%
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
CHEMBL2581 P07339 Cathepsin D 98.24% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.77% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.52% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 95.49% 83.82%
CHEMBL4072 P07858 Cathepsin B 94.57% 93.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.91% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.99% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 88.42% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.81% 93.00%
CHEMBL299 P17252 Protein kinase C alpha 87.74% 98.03%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.49% 96.47%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.68% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.31% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.28% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.40% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 83.16% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.96% 94.45%
CHEMBL217 P14416 Dopamine D2 receptor 81.74% 95.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.67% 97.09%
CHEMBL3837 P07711 Cathepsin L 81.50% 96.61%
CHEMBL340 P08684 Cytochrome P450 3A4 81.29% 91.19%
CHEMBL1902 P62942 FK506-binding protein 1A 81.04% 97.05%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.75% 90.71%
CHEMBL220 P22303 Acetylcholinesterase 80.68% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.32% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.20% 96.77%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.09% 93.04%

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 163186202
LOTUS LTS0027604
wikiData Q105373803