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methyl (2R)-2-[(3R,5S,10S,13S,14R,16S,17S)-3-acetyloxy-16-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoate

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 edbbae3a-fb76-46ac-9d3a-4ab9cfc73cea
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2R)-2-[(3R,5S,10S,13S,14R,16S,17S)-3-acetyloxy-16-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H54O5/c1-20(2)21(3)11-12-23(30(37)38-10)29-26(36)19-34(9)25-13-14-27-31(5,6)28(39-22(4)35)16-17-32(27,7)24(25)15-18-33(29,34)8/h20,23,26-29,36H,3,11-19H2,1-2,4-10H3/t23-,26+,27-,28-,29-,32-,33+,34+/m1/s1
InChI Key OOLKLNKJVOLWGM-NJVJUXQSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H54O5
Molecular Weight 542.80 g/mol
Exact Mass 542.39712482 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 7.60
Atomic LogP (AlogP) 7.42
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R)-2-[(3R,5S,10S,13S,14R,16S,17S)-3-acetyloxy-16-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9902 99.02%
Caco-2 - 0.7712 77.12%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8327 83.27%
OATP2B1 inhibitior - 0.7126 71.26%
OATP1B1 inhibitior + 0.7214 72.14%
OATP1B3 inhibitior - 0.4690 46.90%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9205 92.05%
P-glycoprotein inhibitior + 0.6990 69.90%
P-glycoprotein substrate - 0.5489 54.89%
CYP3A4 substrate + 0.7168 71.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.6559 65.59%
CYP2C9 inhibition - 0.8092 80.92%
CYP2C19 inhibition - 0.8889 88.89%
CYP2D6 inhibition - 0.9366 93.66%
CYP1A2 inhibition - 0.8189 81.89%
CYP2C8 inhibition + 0.5743 57.43%
CYP inhibitory promiscuity - 0.8693 86.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7188 71.88%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9023 90.23%
Skin irritation + 0.6302 63.02%
Skin corrosion - 0.9574 95.74%
Ames mutagenesis - 0.6378 63.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5543 55.43%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7616 76.16%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.5780 57.80%
Acute Oral Toxicity (c) III 0.7333 73.33%
Estrogen receptor binding + 0.7775 77.75%
Androgen receptor binding + 0.7581 75.81%
Thyroid receptor binding + 0.5975 59.75%
Glucocorticoid receptor binding + 0.8060 80.60%
Aromatase binding + 0.7435 74.35%
PPAR gamma + 0.6185 61.85%
Honey bee toxicity - 0.7103 71.03%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.95% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.48% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.47% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.04% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 93.92% 90.17%
CHEMBL240 Q12809 HERG 93.83% 89.76%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.82% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.61% 82.69%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 90.14% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.86% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.41% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.08% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 88.87% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.63% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.63% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.26% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.28% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.15% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.98% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.51% 95.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.03% 82.50%
CHEMBL5028 O14672 ADAM10 81.01% 97.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.77% 95.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.31% 99.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.22% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.16% 97.25%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.06% 94.00%

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 162905779
LOTUS LTS0218114
wikiData Q105195456