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methyl (2R,6S)-6-[(3S,5R,7S,10S,13R,14R,17S)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[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 a2efd37a-e4eb-4c9b-aac4-6ff6e081a298
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2R,6S)-6-[(3S,5R,7S,10S,13R,14R,17S)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-4-oxoheptanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H46O8/c1-16(26(37)39-8)11-17(32)14-30(6,38)21-13-23(36)31(7)25-18(33)12-20-27(2,3)22(35)9-10-28(20,4)24(25)19(34)15-29(21,31)5/h16,18,20-22,33,35,38H,9-15H2,1-8H3/t16-,18+,20+,21+,22+,28+,29-,30+,31+/m1/s1
InChI Key BEZWXQQEEVUVPY-HSANZZDQSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C31H46O8
Molecular Weight 546.70 g/mol
Exact Mass 546.31926842 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 3.33
H-Bond Acceptor 8
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-[(3S,5R,7S,10S,13R,14R,17S)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[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 + 0.9933 99.33%
Caco-2 - 0.7065 70.65%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8636 86.36%
OATP2B1 inhibitior - 0.5675 56.75%
OATP1B1 inhibitior + 0.8802 88.02%
OATP1B3 inhibitior - 0.3990 39.90%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior + 0.8630 86.30%
P-glycoprotein inhibitior + 0.6528 65.28%
P-glycoprotein substrate + 0.5436 54.36%
CYP3A4 substrate + 0.7100 71.00%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.9105 91.05%
CYP3A4 inhibition - 0.8043 80.43%
CYP2C9 inhibition - 0.7624 76.24%
CYP2C19 inhibition - 0.8701 87.01%
CYP2D6 inhibition - 0.9613 96.13%
CYP1A2 inhibition - 0.8268 82.68%
CYP2C8 inhibition + 0.5847 58.47%
CYP inhibitory promiscuity - 0.8767 87.67%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6685 66.85%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9198 91.98%
Skin irritation + 0.5891 58.91%
Skin corrosion - 0.9548 95.48%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4741 47.41%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6268 62.68%
skin sensitisation - 0.8085 80.85%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.5841 58.41%
Acute Oral Toxicity (c) I 0.5731 57.31%
Estrogen receptor binding + 0.6419 64.19%
Androgen receptor binding + 0.6988 69.88%
Thyroid receptor binding + 0.5835 58.35%
Glucocorticoid receptor binding + 0.7555 75.55%
Aromatase binding + 0.7187 71.87%
PPAR gamma + 0.5901 59.01%
Honey bee toxicity - 0.6998 69.98%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9956 99.56%

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 97.53% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.83% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.42% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 95.85% 97.79%
CHEMBL2581 P07339 Cathepsin D 94.48% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.95% 97.25%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 93.78% 88.84%
CHEMBL299 P17252 Protein kinase C alpha 91.48% 98.03%
CHEMBL221 P23219 Cyclooxygenase-1 91.03% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.03% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.71% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 88.49% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.48% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 88.40% 94.75%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.97% 85.31%
CHEMBL5028 O14672 ADAM10 86.23% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.20% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.69% 99.23%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 83.61% 95.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.31% 96.38%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.10% 91.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.08% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.42% 94.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.93% 96.77%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.37% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.30% 100.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 81.24% 99.17%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.82% 90.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.67% 95.89%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 80.02% 92.95%

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 163016966
LOTUS LTS0169777
wikiData Q104933823