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methyl (2R,6S)-6-[(5R,7S,10S,12R,13R,14R,17S)-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]-6-hydroxy-2-methyl-4-oxoheptanoate

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 c871b5e5-e6b8-4092-87db-c37644805b9b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2R,6S)-6-[(5R,7S,10S,12R,13R,14R,17S)-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]-6-hydroxy-2-methyl-4-oxoheptanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H44O9/c1-15(26(38)40-8)11-16(32)14-29(5,39)19-13-21(35)31(7)22-17(33)12-18-27(2,3)20(34)9-10-28(18,4)23(22)24(36)25(37)30(19,31)6/h15,17-19,25,33,37,39H,9-14H2,1-8H3/t15-,17+,18+,19-,25+,28+,29+,30+,31+/m1/s1
InChI Key XGIKTGNVQMUAHS-MGJBOEJZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O9
Molecular Weight 560.70 g/mol
Exact Mass 560.29853298 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 2.51
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R,6S)-6-[(5R,7S,10S,12R,13R,14R,17S)-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]-6-hydroxy-2-methyl-4-oxoheptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9915 99.15%
Caco-2 - 0.7376 73.76%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8496 84.96%
OATP2B1 inhibitior - 0.5684 56.84%
OATP1B1 inhibitior + 0.8742 87.42%
OATP1B3 inhibitior - 0.3384 33.84%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior + 0.8112 81.12%
P-glycoprotein inhibitior + 0.6774 67.74%
P-glycoprotein substrate + 0.5504 55.04%
CYP3A4 substrate + 0.6951 69.51%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.9105 91.05%
CYP3A4 inhibition - 0.7684 76.84%
CYP2C9 inhibition - 0.7215 72.15%
CYP2C19 inhibition - 0.7788 77.88%
CYP2D6 inhibition - 0.9551 95.51%
CYP1A2 inhibition - 0.8253 82.53%
CYP2C8 inhibition + 0.5660 56.60%
CYP inhibitory promiscuity - 0.9075 90.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6682 66.82%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9124 91.24%
Skin irritation + 0.6288 62.88%
Skin corrosion - 0.9514 95.14%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4773 47.73%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6717 67.17%
skin sensitisation - 0.8432 84.32%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.4940 49.40%
Acute Oral Toxicity (c) I 0.5167 51.67%
Estrogen receptor binding + 0.6139 61.39%
Androgen receptor binding + 0.7249 72.49%
Thyroid receptor binding + 0.5992 59.92%
Glucocorticoid receptor binding + 0.7694 76.94%
Aromatase binding + 0.7778 77.78%
PPAR gamma + 0.6167 61.67%
Honey bee toxicity - 0.6920 69.20%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6138 61.38%
Fish aquatic toxicity + 0.9939 99.39%

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 97.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.21% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 95.29% 97.79%
CHEMBL299 P17252 Protein kinase C alpha 95.11% 98.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.01% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.00% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 93.83% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.93% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.42% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.45% 97.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 88.71% 90.93%
CHEMBL1914 P06276 Butyrylcholinesterase 87.87% 95.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.28% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.87% 82.69%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 85.41% 92.68%
CHEMBL5028 O14672 ADAM10 85.29% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.21% 91.19%
CHEMBL2535 P11166 Glucose transporter 83.85% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.67% 95.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.03% 96.90%
CHEMBL230 P35354 Cyclooxygenase-2 81.41% 89.63%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.37% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.89% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 80.39% 90.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.36% 91.24%

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 163040243
LOTUS LTS0174032
wikiData Q105327615