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methyl (2R,6R)-6-[(3S,5R,10S,12S,13R,14R,17R)-3,12-dihydroxy-4,4,10,13,14-pentamethyl-7,11,15-trioxo-1,2,3,5,6,12,16,17-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 5d3fed32-e424-4899-8d15-9466cdf17fb7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2R,6R)-6-[(3S,5R,10S,12S,13R,14R,17R)-3,12-dihydroxy-4,4,10,13,14-pentamethyl-7,11,15-trioxo-1,2,3,5,6,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H44O8/c1-15(11-17(32)12-16(2)27(38)39-8)18-13-22(35)31(7)23-19(33)14-20-28(3,4)21(34)9-10-29(20,5)24(23)25(36)26(37)30(18,31)6/h15-16,18,20-21,26,34,37H,9-14H2,1-8H3/t15-,16-,18-,20+,21+,26-,29+,30+,31+/m1/s1
InChI Key AZCYOYBNOUOOJJ-ICOUBGQFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O8
Molecular Weight 544.70 g/mol
Exact Mass 544.30361836 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R,6R)-6-[(3S,5R,10S,12S,13R,14R,17R)-3,12-dihydroxy-4,4,10,13,14-pentamethyl-7,11,15-trioxo-1,2,3,5,6,12,16,17-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 + 0.9913 99.13%
Caco-2 - 0.7169 71.69%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8683 86.83%
OATP2B1 inhibitior - 0.7127 71.27%
OATP1B1 inhibitior + 0.9010 90.10%
OATP1B3 inhibitior - 0.3958 39.58%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior + 0.8182 81.82%
P-glycoprotein inhibitior + 0.6714 67.14%
P-glycoprotein substrate - 0.5874 58.74%
CYP3A4 substrate + 0.6850 68.50%
CYP2C9 substrate - 0.7829 78.29%
CYP2D6 substrate - 0.8897 88.97%
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 - 0.6471 64.71%
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 - 0.9212 92.12%
Skin irritation + 0.6221 62.21%
Skin corrosion - 0.9577 95.77%
Ames mutagenesis - 0.5728 57.28%
Human Ether-a-go-go-Related Gene inhibition - 0.4856 48.56%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6218 62.18%
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 - 0.5891 58.91%
Acute Oral Toxicity (c) III 0.3906 39.06%
Estrogen receptor binding + 0.6816 68.16%
Androgen receptor binding + 0.7206 72.06%
Thyroid receptor binding + 0.5864 58.64%
Glucocorticoid receptor binding + 0.7892 78.92%
Aromatase binding + 0.7279 72.79%
PPAR gamma + 0.5900 59.00%
Honey bee toxicity - 0.7424 74.24%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6338 63.38%
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 97.44% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 96.86% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.78% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.33% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.20% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.91% 96.38%
CHEMBL2581 P07339 Cathepsin D 94.88% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.44% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.29% 93.03%
CHEMBL1937 Q92769 Histone deacetylase 2 86.29% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.57% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.42% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.20% 82.69%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.86% 85.30%
CHEMBL5028 O14672 ADAM10 83.22% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 83.11% 97.79%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.49% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.39% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.32% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.74% 91.07%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.70% 92.78%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.29% 97.25%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.28% 97.50%

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 124928601
LOTUS LTS0098425
wikiData Q104921611