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methyl (4R)-4-[(5R,10S,12R,13R,14R,17R)-12-hydroxy-4,4,10,13,14-pentamethyl-3,7,11,15-tetraoxo-2,5,6,12,16,17-hexahydro-1H-cyclopenta[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 f07b1e46-997c-464f-92f7-874025b643fb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (4R)-4-[(5R,10S,12R,13R,14R,17R)-12-hydroxy-4,4,10,13,14-pentamethyl-3,7,11,15-tetraoxo-2,5,6,12,16,17-hexahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
SMILES (Canonical) CC(CCC(=O)OC)C1CC(=O)C2(C1(C(C(=O)C3=C2C(=O)CC4C3(CCC(=O)C4(C)C)C)O)C)C
SMILES (Isomeric) C[C@H](CCC(=O)OC)[C@H]1CC(=O)[C@@]2([C@@]1([C@H](C(=O)C3=C2C(=O)C[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)O)C)C
InChI InChI=1S/C28H38O7/c1-14(8-9-20(32)35-7)15-12-19(31)28(6)21-16(29)13-17-25(2,3)18(30)10-11-26(17,4)22(21)23(33)24(34)27(15,28)5/h14-15,17,24,34H,8-13H2,1-7H3/t14-,15-,17+,24+,26+,27+,28+/m1/s1
InChI Key WESQYFRWIXQVIZ-KGXWFZIOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O7
Molecular Weight 486.60 g/mol
Exact Mass 486.26175355 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4R)-4-[(5R,10S,12R,13R,14R,17R)-12-hydroxy-4,4,10,13,14-pentamethyl-3,7,11,15-tetraoxo-2,5,6,12,16,17-hexahydro-1H-cyclopenta[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 + 0.9877 98.77%
Caco-2 - 0.5704 57.04%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8581 85.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8536 85.36%
OATP1B3 inhibitior - 0.3899 38.99%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.6586 65.86%
P-glycoprotein substrate - 0.5834 58.34%
CYP3A4 substrate + 0.6668 66.68%
CYP2C9 substrate - 0.7829 78.29%
CYP2D6 substrate - 0.8897 88.97%
CYP3A4 inhibition - 0.7558 75.58%
CYP2C9 inhibition - 0.8424 84.24%
CYP2C19 inhibition - 0.8824 88.24%
CYP2D6 inhibition - 0.9326 93.26%
CYP1A2 inhibition - 0.7766 77.66%
CYP2C8 inhibition - 0.6871 68.71%
CYP inhibitory promiscuity - 0.8577 85.77%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9620 96.20%
Carcinogenicity (trinary) Non-required 0.6833 68.33%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.9396 93.96%
Skin irritation + 0.6105 61.05%
Skin corrosion - 0.9650 96.50%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4493 44.93%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8014 80.14%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7087 70.87%
Acute Oral Toxicity (c) III 0.5470 54.70%
Estrogen receptor binding + 0.6460 64.60%
Androgen receptor binding + 0.7085 70.85%
Thyroid receptor binding + 0.5801 58.01%
Glucocorticoid receptor binding + 0.8168 81.68%
Aromatase binding + 0.6863 68.63%
PPAR gamma + 0.6100 61.00%
Honey bee toxicity - 0.6802 68.02%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5438 54.38%
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 97.39% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.29% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.59% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.57% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 93.49% 83.82%
CHEMBL299 P17252 Protein kinase C alpha 91.40% 98.03%
CHEMBL221 P23219 Cyclooxygenase-1 90.25% 90.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.50% 90.71%
CHEMBL2996 Q05655 Protein kinase C delta 87.49% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.27% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.76% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 85.57% 91.19%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.97% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.96% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.84% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.69% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.10% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.29% 82.69%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.17% 96.90%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.06% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.99% 91.07%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.87% 93.03%
CHEMBL5028 O14672 ADAM10 81.34% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.05% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.52% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.34% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 80.25% 94.75%

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 162984416
LOTUS LTS0273797
wikiData Q105303510