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

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 4dc89d5c-8ca7-449f-8d6e-cbe917e2cff1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (E,2R)-6-[(5R,7S,10S,12S,13R,14R,17R)-7,12-dihydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-1,2,5,6,7,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxohept-5-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H42O8/c1-15(11-17(32)12-16(2)27(38)39-8)18-13-22(35)31(7)23-19(33)14-20-28(3,4)21(34)9-10-29(20,5)24(23)25(36)26(37)30(18,31)6/h11,16,18-20,26,33,37H,9-10,12-14H2,1-8H3/b15-11+/t16-,18-,19+,20+,26-,29+,30+,31+/m1/s1
InChI Key LHNXBUCEMMCNGA-HEDIQWIISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H42O8
Molecular Weight 542.70 g/mol
Exact Mass 542.28796829 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 3.32
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (E,2R)-6-[(5R,7S,10S,12S,13R,14R,17R)-7,12-dihydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-1,2,5,6,7,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxohept-5-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9877 98.77%
Caco-2 - 0.7451 74.51%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8535 85.35%
OATP2B1 inhibitior - 0.7147 71.47%
OATP1B1 inhibitior + 0.8528 85.28%
OATP1B3 inhibitior - 0.2555 25.55%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9757 97.57%
P-glycoprotein inhibitior + 0.7152 71.52%
P-glycoprotein substrate + 0.5353 53.53%
CYP3A4 substrate + 0.6866 68.66%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9017 90.17%
CYP3A4 inhibition - 0.7477 74.77%
CYP2C9 inhibition - 0.8144 81.44%
CYP2C19 inhibition - 0.8961 89.61%
CYP2D6 inhibition - 0.9256 92.56%
CYP1A2 inhibition - 0.8595 85.95%
CYP2C8 inhibition + 0.5297 52.97%
CYP inhibitory promiscuity - 0.8658 86.58%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6873 68.73%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9119 91.19%
Skin irritation + 0.6668 66.68%
Skin corrosion - 0.9588 95.88%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5484 54.84%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8014 80.14%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.5922 59.22%
Acute Oral Toxicity (c) III 0.4820 48.20%
Estrogen receptor binding + 0.7196 71.96%
Androgen receptor binding + 0.7347 73.47%
Thyroid receptor binding + 0.6334 63.34%
Glucocorticoid receptor binding + 0.8015 80.15%
Aromatase binding + 0.7822 78.22%
PPAR gamma + 0.6147 61.47%
Honey bee toxicity - 0.7040 70.40%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6038 60.38%
Fish aquatic toxicity + 0.9936 99.36%

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 98.15% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.98% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.67% 96.09%
CHEMBL230 P35354 Cyclooxygenase-2 91.85% 89.63%
CHEMBL2581 P07339 Cathepsin D 91.26% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 91.18% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.04% 96.95%
CHEMBL299 P17252 Protein kinase C alpha 88.80% 98.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.59% 91.07%
CHEMBL240 Q12809 HERG 88.02% 89.76%
CHEMBL2996 Q05655 Protein kinase C delta 87.25% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.66% 97.09%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.80% 85.30%
CHEMBL5028 O14672 ADAM10 85.53% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.40% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.37% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.88% 90.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.64% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.45% 95.50%
CHEMBL1951 P21397 Monoamine oxidase A 83.11% 91.49%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.91% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.82% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.52% 97.21%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.38% 89.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.83% 99.23%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.76% 96.90%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.70% 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 162992172
LOTUS LTS0046824
wikiData Q105151866