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(4R)-4-[(3S,4R,5R,10S,12S,13R,14R,17R)-3,12-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-7,11,15-trioxo-1,2,3,5,6,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]pentanoic 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 e2195421-8ec8-4995-8f4b-f6ebbe9a5e12
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4R)-4-[(3S,4R,5R,10S,12S,13R,14R,17R)-3,12-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-7,11,15-trioxo-1,2,3,5,6,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H38O8/c1-13(6-7-19(32)33)14-10-18(31)27(5)20-15(29)11-16-24(2,9-8-17(30)25(16,3)12-28)21(20)22(34)23(35)26(14,27)4/h13-14,16-17,23,28,30,35H,6-12H2,1-5H3,(H,32,33)/t13-,14-,16-,17+,23-,24+,25+,26+,27+/m1/s1
InChI Key HAVMVUFJSIMVDG-FMDFGACUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H38O8
Molecular Weight 490.60 g/mol
Exact Mass 490.25666817 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.08
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R)-4-[(3S,4R,5R,10S,12S,13R,14R,17R)-3,12-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-7,11,15-trioxo-1,2,3,5,6,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9757 97.57%
Caco-2 - 0.6644 66.44%
Blood Brain Barrier + 0.8804 88.04%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8395 83.95%
OATP2B1 inhibitior - 0.5736 57.36%
OATP1B1 inhibitior + 0.8908 89.08%
OATP1B3 inhibitior + 0.8701 87.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5688 56.88%
BSEP inhibitior - 0.5452 54.52%
P-glycoprotein inhibitior - 0.5089 50.89%
P-glycoprotein substrate - 0.6078 60.78%
CYP3A4 substrate + 0.6533 65.33%
CYP2C9 substrate - 0.7985 79.85%
CYP2D6 substrate - 0.8952 89.52%
CYP3A4 inhibition - 0.8591 85.91%
CYP2C9 inhibition - 0.9208 92.08%
CYP2C19 inhibition - 0.9380 93.80%
CYP2D6 inhibition - 0.9568 95.68%
CYP1A2 inhibition - 0.9508 95.08%
CYP2C8 inhibition - 0.7794 77.94%
CYP inhibitory promiscuity - 0.9374 93.74%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7120 71.20%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9089 90.89%
Skin irritation + 0.7284 72.84%
Skin corrosion - 0.9535 95.35%
Ames mutagenesis - 0.6808 68.08%
Human Ether-a-go-go-Related Gene inhibition - 0.4034 40.34%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6218 62.18%
skin sensitisation - 0.9470 94.70%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6868 68.68%
Acute Oral Toxicity (c) III 0.7726 77.26%
Estrogen receptor binding + 0.6551 65.51%
Androgen receptor binding + 0.7347 73.47%
Thyroid receptor binding - 0.4891 48.91%
Glucocorticoid receptor binding + 0.8167 81.67%
Aromatase binding + 0.7347 73.47%
PPAR gamma + 0.5840 58.40%
Honey bee toxicity - 0.8264 82.64%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7938 79.38%
Fish aquatic toxicity + 0.9868 98.68%

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 97.54% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.42% 90.17%
CHEMBL4040 P28482 MAP kinase ERK2 93.79% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.77% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.21% 91.11%
CHEMBL237 P41145 Kappa opioid receptor 90.87% 98.10%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.74% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 89.65% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.55% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.26% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.12% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.83% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.75% 90.71%
CHEMBL2996 Q05655 Protein kinase C delta 85.69% 97.79%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.23% 85.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.95% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.28% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.25% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.15% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.06% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 82.19% 98.03%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.74% 98.33%
CHEMBL1907 P15144 Aminopeptidase N 81.70% 93.31%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.57% 96.00%
CHEMBL236 P41143 Delta opioid receptor 81.33% 99.35%
CHEMBL340 P08684 Cytochrome P450 3A4 80.35% 91.19%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.22% 92.78%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.01% 93.03%

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.
There are no matching plants.

Cross-Links

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PubChem 163008816
LOTUS LTS0212138
wikiData Q105025094