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methyl (4R)-4-[(5R,7S,10S,13R,14R,17R)-7-hydroxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[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 b1b7ec07-4c25-40f6-a954-0702a8b07386
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (4R)-4-[(5R,7S,10S,13R,14R,17R)-7-hydroxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H42O5/c1-16(8-9-22(32)33-7)17-10-13-27(5)24-18(29)14-20-25(2,3)21(31)11-12-26(20,4)23(24)19(30)15-28(17,27)6/h16-18,20,29H,8-15H2,1-7H3/t16-,17-,18+,20+,26+,27+,28-/m1/s1
InChI Key VZYPWBVGOUSGOD-KEUIGMMSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O5
Molecular Weight 458.60 g/mol
Exact Mass 458.30322444 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 4.10
Atomic LogP (AlogP) 5.04
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4R)-4-[(5R,7S,10S,13R,14R,17R)-7-hydroxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[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 + 0.9921 99.21%
Caco-2 + 0.5438 54.38%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8600 86.00%
OATP2B1 inhibitior - 0.8610 86.10%
OATP1B1 inhibitior + 0.8232 82.32%
OATP1B3 inhibitior - 0.2965 29.65%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8466 84.66%
P-glycoprotein inhibitior + 0.5958 59.58%
P-glycoprotein substrate - 0.5054 50.54%
CYP3A4 substrate + 0.6904 69.04%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9017 90.17%
CYP3A4 inhibition - 0.7577 75.77%
CYP2C9 inhibition - 0.8223 82.23%
CYP2C19 inhibition - 0.9146 91.46%
CYP2D6 inhibition - 0.9351 93.51%
CYP1A2 inhibition - 0.8477 84.77%
CYP2C8 inhibition + 0.4837 48.37%
CYP inhibitory promiscuity - 0.8563 85.63%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7069 70.69%
Eye corrosion - 0.9949 99.49%
Eye irritation - 0.9350 93.50%
Skin irritation + 0.6552 65.52%
Skin corrosion - 0.9626 96.26%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4162 41.62%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.7708 77.08%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7158 71.58%
Acute Oral Toxicity (c) III 0.7421 74.21%
Estrogen receptor binding + 0.7108 71.08%
Androgen receptor binding + 0.7271 72.71%
Thyroid receptor binding + 0.6934 69.34%
Glucocorticoid receptor binding + 0.8146 81.46%
Aromatase binding + 0.6844 68.44%
PPAR gamma + 0.5800 58.00%
Honey bee toxicity - 0.6719 67.19%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9952 99.52%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.75% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.50% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.05% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.73% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 91.25% 98.03%
CHEMBL340 P08684 Cytochrome P450 3A4 90.89% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 90.84% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.90% 97.09%
CHEMBL240 Q12809 HERG 88.70% 89.76%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.48% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.26% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.79% 100.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 86.49% 88.84%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.85% 90.71%
CHEMBL221 P23219 Cyclooxygenase-1 84.17% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.88% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.68% 82.69%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.64% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.09% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.70% 99.17%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.32% 97.50%
CHEMBL301 P24941 Cyclin-dependent kinase 2 82.04% 91.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.55% 93.03%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.22% 94.00%
CHEMBL5028 O14672 ADAM10 80.96% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.73% 96.90%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.61% 93.04%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 80.48% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.16% 95.56%

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 162867992
LOTUS LTS0265412
wikiData Q105300064