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methyl 6-(12-acetyloxy-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)-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 ac722bf5-2908-4c76-a599-87b5c2625ccc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl 6-(12-acetyloxy-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)-2-methyl-4-oxoheptanoate
SMILES (Canonical) CC(CC(=O)CC(C)C(=O)OC)C1CC(=O)C2(C1(C(C(=O)C3=C2C(CC4C3(CCC(C4(C)C)O)C)O)OC(=O)C)C)C
SMILES (Isomeric) CC(CC(=O)CC(C)C(=O)OC)C1CC(=O)C2(C1(C(C(=O)C3=C2C(CC4C3(CCC(C4(C)C)O)C)O)OC(=O)C)C)C
InChI InChI=1S/C33H48O9/c1-16(12-19(35)13-17(2)29(40)41-9)20-14-24(38)33(8)25-21(36)15-22-30(4,5)23(37)10-11-31(22,6)26(25)27(39)28(32(20,33)7)42-18(3)34/h16-17,20-23,28,36-37H,10-15H2,1-9H3
InChI Key MDGUMDPUTGUZOX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H48O9
Molecular Weight 588.70 g/mol
Exact Mass 588.32983310 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.76
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 6-(12-acetyloxy-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)-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 + 0.9913 99.13%
Caco-2 - 0.7829 78.29%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8683 86.83%
OATP2B1 inhibitior - 0.5727 57.27%
OATP1B1 inhibitior + 0.8601 86.01%
OATP1B3 inhibitior - 0.3958 39.58%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior + 0.8812 88.12%
P-glycoprotein inhibitior + 0.7591 75.91%
P-glycoprotein substrate + 0.5591 55.91%
CYP3A4 substrate + 0.7031 70.31%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9017 90.17%
CYP3A4 inhibition - 0.7606 76.06%
CYP2C9 inhibition - 0.7499 74.99%
CYP2C19 inhibition - 0.8540 85.40%
CYP2D6 inhibition - 0.9428 94.28%
CYP1A2 inhibition - 0.8849 88.49%
CYP2C8 inhibition + 0.5147 51.47%
CYP inhibitory promiscuity - 0.8763 87.63%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7091 70.91%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.9204 92.04%
Skin irritation + 0.6221 62.21%
Skin corrosion - 0.9577 95.77%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5233 52.33%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6217 62.17%
skin sensitisation - 0.8060 80.60%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.5599 55.99%
Acute Oral Toxicity (c) III 0.3906 39.06%
Estrogen receptor binding + 0.6735 67.35%
Androgen receptor binding + 0.7448 74.48%
Thyroid receptor binding + 0.5367 53.67%
Glucocorticoid receptor binding + 0.7595 75.95%
Aromatase binding + 0.7302 73.02%
PPAR gamma + 0.6090 60.90%
Honey bee toxicity - 0.6522 65.22%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9946 99.46%

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
CHEMBL4040 P28482 MAP kinase ERK2 97.95% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.82% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.42% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.92% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.50% 96.38%
CHEMBL2581 P07339 Cathepsin D 94.87% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.65% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 94.10% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 91.89% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.71% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 88.34% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.99% 82.69%
CHEMBL240 Q12809 HERG 87.33% 89.76%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.69% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.92% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.88% 92.62%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.62% 92.95%
CHEMBL5028 O14672 ADAM10 83.40% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.06% 91.07%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.95% 93.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.89% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.78% 85.30%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.73% 91.24%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.49% 92.78%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.40% 85.14%
CHEMBL299 P17252 Protein kinase C alpha 80.80% 98.03%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.33% 97.50%

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 75251042
LOTUS LTS0096198
wikiData Q104171575