PlantaeDB Logo
Login Sign-up

(2S,6R)-6-[(4S,5S,10S,12R,13R,14R,17R)-12-hydroxy-4,10,13-trimethyl-3,7,11-trioxo-1,2,4,5,6,12,14,15,16,17-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

Top
Internal ID 90667020-cdd7-43f2-9b80-c217b5e6142c
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 (2S,6R)-6-[(4S,5S,10S,12R,13R,14R,17R)-12-hydroxy-4,10,13-trimethyl-3,7,11-trioxo-1,2,4,5,6,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid
SMILES (Canonical) CC1C2CC(=O)C3=C(C2(CCC1=O)C)C(=O)C(C4(C3CCC4C(C)CCC(=C)C(C)C(=O)O)C)O
SMILES (Isomeric) C[C@H]1[C@@H]2CC(=O)C3=C([C@]2(CCC1=O)C)C(=O)[C@@H]([C@]4([C@H]3CC[C@@H]4[C@H](C)CCC(=C)[C@H](C)C(=O)O)C)O
InChI InChI=1S/C29H40O6/c1-14(16(3)27(34)35)7-8-15(2)18-9-10-19-23-22(31)13-20-17(4)21(30)11-12-28(20,5)24(23)25(32)26(33)29(18,19)6/h15-20,26,33H,1,7-13H2,2-6H3,(H,34,35)/t15-,16+,17+,18-,19+,20+,26+,28+,29-/m1/s1
InChI Key UHOSLQZZSSOKBP-FNOQRFBESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C29H40O6
Molecular Weight 484.60 g/mol
Exact Mass 484.28248899 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.55
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9788 97.88%
Caco-2 - 0.6157 61.57%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7863 78.63%
OATP2B1 inhibitior - 0.7111 71.11%
OATP1B1 inhibitior + 0.8523 85.23%
OATP1B3 inhibitior + 0.7917 79.17%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6521 65.21%
BSEP inhibitior + 0.7371 73.71%
P-glycoprotein inhibitior + 0.6226 62.26%
P-glycoprotein substrate - 0.6651 66.51%
CYP3A4 substrate + 0.6782 67.82%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.7713 77.13%
CYP2C9 inhibition - 0.9400 94.00%
CYP2C19 inhibition - 0.9420 94.20%
CYP2D6 inhibition - 0.9398 93.98%
CYP1A2 inhibition - 0.8175 81.75%
CYP2C8 inhibition - 0.6453 64.53%
CYP inhibitory promiscuity - 0.9029 90.29%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6574 65.74%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.9337 93.37%
Skin irritation + 0.7590 75.90%
Skin corrosion - 0.9442 94.42%
Ames mutagenesis - 0.7364 73.64%
Human Ether-a-go-go-Related Gene inhibition - 0.5135 51.35%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.7938 79.38%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8050 80.50%
Acute Oral Toxicity (c) III 0.5706 57.06%
Estrogen receptor binding + 0.7399 73.99%
Androgen receptor binding + 0.7234 72.34%
Thyroid receptor binding + 0.6087 60.87%
Glucocorticoid receptor binding + 0.8058 80.58%
Aromatase binding + 0.7149 71.49%
PPAR gamma + 0.5708 57.08%
Honey bee toxicity - 0.7985 79.85%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7190 71.90%
Fish aquatic toxicity + 1.0000 100.00%

Targets

Top

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
CHEMBL4040 P28482 MAP kinase ERK2 99.73% 83.82%
CHEMBL2581 P07339 Cathepsin D 97.97% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.46% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.28% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.95% 90.17%
CHEMBL4072 P07858 Cathepsin B 94.79% 93.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.19% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.07% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.18% 93.00%
CHEMBL237 P41145 Kappa opioid receptor 90.88% 98.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.76% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.48% 96.47%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.83% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.27% 97.09%
CHEMBL233 P35372 Mu opioid receptor 86.22% 97.93%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.66% 92.78%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.88% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.49% 100.00%
CHEMBL3837 P07711 Cathepsin L 83.33% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.62% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.29% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.93% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.66% 93.03%
CHEMBL5255 O00206 Toll-like receptor 4 81.14% 92.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.82% 97.50%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 76317399
LOTUS LTS0266565
wikiData Q105273023