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methyl (2S,6R)-6-[(5R,10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3,7,11-trioxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-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 938bacaa-84a3-432c-93df-f43ee024257a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2S,6R)-6-[(5R,10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3,7,11-trioxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoate
SMILES (Canonical) CC(CC(=O)CC(C)C(=O)OC)C1CC(C2(C1(CC(=O)C3=C2C(=O)CC4C3(CCC(=O)C4(C)C)C)C)C)O
SMILES (Isomeric) C[C@H](CC(=O)C[C@H](C)C(=O)OC)[C@H]1C[C@@H]([C@@]2([C@@]1(CC(=O)C3=C2C(=O)C[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)C)O
InChI InChI=1S/C31H44O7/c1-16(11-18(32)12-17(2)27(37)38-8)19-13-24(36)31(7)26-20(33)14-22-28(3,4)23(35)9-10-29(22,5)25(26)21(34)15-30(19,31)6/h16-17,19,22,24,36H,9-15H2,1-8H3/t16-,17+,19-,22+,24+,29+,30-,31+/m1/s1
InChI Key CLSQDKKKSJPJCC-SIDCTSIPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H44O7
Molecular Weight 528.70 g/mol
Exact Mass 528.30870374 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 4.43
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,6R)-6-[(5R,10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3,7,11-trioxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-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 + 0.9921 99.21%
Caco-2 - 0.6571 65.71%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8600 86.00%
OATP2B1 inhibitior - 0.5777 57.77%
OATP1B1 inhibitior + 0.8659 86.59%
OATP1B3 inhibitior - 0.2965 29.65%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8698 86.98%
P-glycoprotein inhibitior + 0.6893 68.93%
P-glycoprotein substrate + 0.5369 53.69%
CYP3A4 substrate + 0.6936 69.36%
CYP2C9 substrate - 0.7829 78.29%
CYP2D6 substrate - 0.8897 88.97%
CYP3A4 inhibition - 0.7577 75.77%
CYP2C9 inhibition - 0.8223 82.23%
CYP2C19 inhibition - 0.9146 91.46%
CYP2D6 inhibition - 0.9351 93.51%
CYP1A2 inhibition - 0.8477 84.77%
CYP2C8 inhibition + 0.4941 49.41%
CYP inhibitory promiscuity - 0.8563 85.63%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7069 70.69%
Eye corrosion - 0.9949 99.49%
Eye irritation - 0.9152 91.52%
Skin irritation + 0.6552 65.52%
Skin corrosion - 0.9626 96.26%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3675 36.75%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6467 64.67%
skin sensitisation - 0.7708 77.08%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6878 68.78%
Acute Oral Toxicity (c) III 0.7421 74.21%
Estrogen receptor binding + 0.6775 67.75%
Androgen receptor binding + 0.7029 70.29%
Thyroid receptor binding + 0.6454 64.54%
Glucocorticoid receptor binding + 0.8011 80.11%
Aromatase binding + 0.7396 73.96%
PPAR gamma + 0.5756 57.56%
Honey bee toxicity - 0.6628 66.28%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9952 99.52%

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 97.72% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.21% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.27% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.29% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.14% 91.11%
CHEMBL299 P17252 Protein kinase C alpha 93.99% 98.03%
CHEMBL2996 Q05655 Protein kinase C delta 93.95% 97.79%
CHEMBL240 Q12809 HERG 90.73% 89.76%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 90.44% 85.30%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.45% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 87.05% 91.19%
CHEMBL1914 P06276 Butyrylcholinesterase 84.65% 95.00%
CHEMBL332 P03956 Matrix metalloproteinase-1 84.61% 94.50%
CHEMBL5028 O14672 ADAM10 84.47% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.27% 99.23%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.60% 91.24%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.54% 94.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.73% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.66% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.61% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.22% 90.71%

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 154496997
LOTUS LTS0180103
wikiData Q104963893