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methyl 4-[(10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3,7,11-trioxo-1,2,5,6,12,15,16,17-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 8322325a-9317-48a5-bcf2-19c952d2fd8f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl 4-[(10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3,7,11-trioxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]pentanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H40O6/c1-15(8-9-22(33)34-7)16-12-21(32)28(6)24-17(29)13-19-25(2,3)20(31)10-11-26(19,4)23(24)18(30)14-27(16,28)5/h15-16,19,21,32H,8-14H2,1-7H3/t15?,16-,19?,21+,26+,27-,28+/m1/s1
InChI Key SYGBPRPDXGNGOW-MGRGHEBLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O6
Molecular Weight 472.60 g/mol
Exact Mass 472.28248899 g/mol
Topological Polar Surface Area (TPSA) 97.70 Ų
XlogP 3.10
Atomic LogP (AlogP) 4.22
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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methyl 4-[(10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3,7,11-trioxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]pentanoate

2D Structure

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2D Structure of methyl 4-[(10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3,7,11-trioxo-1,2,5,6,12,15,16,17-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 + 0.9921 99.21%
Caco-2 + 0.4898 48.98%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8600 86.00%
OATP2B1 inhibitior - 0.8617 86.17%
OATP1B1 inhibitior + 0.8187 81.87%
OATP1B3 inhibitior - 0.2965 29.65%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6639 66.39%
P-glycoprotein inhibitior + 0.6297 62.97%
P-glycoprotein substrate + 0.5353 53.53%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 0.7829 78.29%
CYP2D6 substrate - 0.8897 88.97%
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 - 0.5850 58.50%
CYP inhibitory promiscuity - 0.8563 85.63%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7069 70.69%
Eye corrosion - 0.9949 99.49%
Eye irritation - 0.9359 93.59%
Skin irritation + 0.6552 65.52%
Skin corrosion - 0.9626 96.26%
Ames mutagenesis - 0.6737 67.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4423 44.23%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.7217 72.17%
skin sensitisation - 0.7708 77.08%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7517 75.17%
Acute Oral Toxicity (c) III 0.7421 74.21%
Estrogen receptor binding + 0.6543 65.43%
Androgen receptor binding + 0.6924 69.24%
Thyroid receptor binding + 0.6183 61.83%
Glucocorticoid receptor binding + 0.8026 80.26%
Aromatase binding + 0.6805 68.05%
PPAR gamma + 0.6139 61.39%
Honey bee toxicity - 0.6429 64.29%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
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 97.42% 96.09%
CHEMBL299 P17252 Protein kinase C alpha 96.38% 98.03%
CHEMBL2996 Q05655 Protein kinase C delta 95.71% 97.79%
CHEMBL2581 P07339 Cathepsin D 94.25% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.25% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.29% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 92.13% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 88.76% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.71% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.62% 97.09%
CHEMBL3437 Q16853 Amine oxidase, copper containing 87.49% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.42% 100.00%
CHEMBL240 Q12809 HERG 86.68% 89.76%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.91% 85.31%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.83% 90.71%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.56% 85.30%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.43% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.04% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.51% 99.17%
CHEMBL332 P03956 Matrix metalloproteinase-1 82.75% 94.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.58% 97.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.48% 93.56%
CHEMBL5028 O14672 ADAM10 82.08% 97.50%
CHEMBL220 P22303 Acetylcholinesterase 81.79% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.48% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.47% 92.62%

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 146682727
LOTUS LTS0012825
wikiData Q105263564