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methyl (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]pentanoate

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 f8626264-6202-4d22-a708-54f9fcd8988f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (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]pentanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H40O8/c1-14(7-8-20(33)36-6)15-11-19(32)28(5)21-16(30)12-17-25(2,10-9-18(31)26(17,3)13-29)22(21)23(34)24(35)27(15,28)4/h14-15,17-18,24,29,31,35H,7-13H2,1-6H3/t14-,15-,17-,18+,24-,25+,26+,27+,28+/m1/s1
InChI Key UNPWGTFHYAENLH-HAJGZOKJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O8
Molecular Weight 504.60 g/mol
Exact Mass 504.27231823 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.17
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (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]pentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9741 97.41%
Caco-2 - 0.6392 63.92%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8396 83.96%
OATP2B1 inhibitior - 0.7138 71.38%
OATP1B1 inhibitior + 0.8683 86.83%
OATP1B3 inhibitior + 0.8626 86.26%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.5803 58.03%
BSEP inhibitior + 0.5813 58.13%
P-glycoprotein inhibitior + 0.6090 60.90%
P-glycoprotein substrate + 0.5102 51.02%
CYP3A4 substrate + 0.6830 68.30%
CYP2C9 substrate - 0.7985 79.85%
CYP2D6 substrate - 0.8933 89.33%
CYP3A4 inhibition - 0.8558 85.58%
CYP2C9 inhibition - 0.8562 85.62%
CYP2C19 inhibition - 0.8887 88.87%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.9035 90.35%
CYP2C8 inhibition - 0.6991 69.91%
CYP inhibitory promiscuity - 0.9173 91.73%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7351 73.51%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9187 91.87%
Skin irritation + 0.6184 61.84%
Skin corrosion - 0.9565 95.65%
Ames mutagenesis - 0.6654 66.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3738 37.38%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9492 94.92%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.6224 62.24%
Estrogen receptor binding + 0.6855 68.55%
Androgen receptor binding + 0.7363 73.63%
Thyroid receptor binding + 0.5355 53.55%
Glucocorticoid receptor binding + 0.7930 79.30%
Aromatase binding + 0.7199 71.99%
PPAR gamma + 0.6183 61.83%
Honey bee toxicity - 0.7335 73.35%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5838 58.38%
Fish aquatic toxicity + 0.9771 97.71%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.37% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 95.64% 83.82%
CHEMBL2581 P07339 Cathepsin D 94.73% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.67% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.57% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 92.06% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.67% 97.09%
CHEMBL299 P17252 Protein kinase C alpha 91.07% 98.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.16% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 88.52% 90.17%
CHEMBL1937 Q92769 Histone deacetylase 2 88.24% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.67% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.29% 82.69%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.07% 93.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.64% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 86.46% 98.10%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.40% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.47% 99.23%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.51% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.09% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.80% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 83.21% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.89% 96.90%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.83% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.67% 95.56%
CHEMBL5028 O14672 ADAM10 81.81% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.31% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.28% 93.56%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.06% 92.78%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.98% 97.50%

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 162976429
LOTUS LTS0176899
wikiData Q105276097