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Ganoleucoin K

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 43ca9f3c-91df-433c-94ec-905dad32ef36
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (E,6R)-6-[(4R,5R,10S,12R,13R,14R,17R)-4-[[(3S)-4-carboxy-3-hydroxy-3-methylbutanoyl]oxymethyl]-12-hydroxy-4,10,13,14-tetramethyl-3,7,11,15-tetraoxo-2,5,6,12,16,17-hexahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid
SMILES (Canonical) CC(CCC=C(C)C(=O)O)C1CC(=O)C2(C1(C(C(=O)C3=C2C(=O)CC4C3(CCC(=O)C4(C)COC(=O)CC(C)(CC(=O)O)O)C)O)C)C
SMILES (Isomeric) C[C@H](CC/C=C(\C)/C(=O)O)[C@H]1CC(=O)[C@@]2([C@@]1([C@H](C(=O)C3=C2C(=O)C[C@@H]4[C@@]3(CCC(=O)[C@@]4(C)COC(=O)C[C@](C)(CC(=O)O)O)C)O)C)C
InChI InChI=1S/C36H48O12/c1-18(9-8-10-19(2)31(45)46)20-13-24(39)36(7)27-21(37)14-22-33(4,28(27)29(43)30(44)35(20,36)6)12-11-23(38)34(22,5)17-48-26(42)16-32(3,47)15-25(40)41/h10,18,20,22,30,44,47H,8-9,11-17H2,1-7H3,(H,40,41)(H,45,46)/b19-10+/t18-,20-,22-,30+,32+,33+,34+,35+,36+/m1/s1
InChI Key KQPHEVLEJQGFTM-JSMRCVIMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H48O12
Molecular Weight 672.80 g/mol
Exact Mass 672.31457696 g/mol
Topological Polar Surface Area (TPSA) 210.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 11

Synonyms

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(E,6R)-6-[(4R,5R,10S,12R,13R,14R,17R)-4-[[(3S)-4-carboxy-3-hydroxy-3-methylbutanoyl]oxymethyl]-12-hydroxy-4,10,13,14-tetramethyl-3,7,11,15-tetraoxo-2,5,6,12,16,17-hexahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid
(2E,6R)-6-((2S,6R,7R,11R,14R,15R,16R)-6-((((3S)-4-carboxy-3-hydroxy-3-methylbutanoyl)oxy)methyl)-16-hydroxy-2,6,11,15-tetramethyl-5,9,12,17-tetraoxotetracyclo(8.7.0.0,.0,)heptadec-1(10)-en-14-yl)-2-methylhept-2-enoate
(2E,6R)-6-[(2S,6R,7R,11R,14R,15R,16R)-6-({[(3S)-4-carboxy-3-hydroxy-3-methylbutanoyl]oxy}methyl)-16-hydroxy-2,6,11,15-tetramethyl-5,9,12,17-tetraoxotetracyclo[8.7.0.0,.0,]heptadec-1(10)-en-14-yl]-2-methylhept-2-enoate
(E,6R)-6-((4R,5R,10S,12R,13R,14R,17R)-4-(((3S)-4-carboxy-3-hydroxy-3-methylbutanoyl)oxymethyl)-12-hydroxy-4,10,13,14-tetramethyl-3,7,11,15-tetraoxo-2,5,6,12,16,17-hexahydro-1H-cyclopenta(a)phenanthren-17-yl)-2-methylhept-2-enoic acid
RefChem:142542
CHEMBL3594152
CHEBI:199561
BDBM50104764

2D Structure

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2D Structure of Ganoleucoin K

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9723 97.23%
Caco-2 - 0.8139 81.39%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8398 83.98%
OATP2B1 inhibitior - 0.5721 57.21%
OATP1B1 inhibitior + 0.8365 83.65%
OATP1B3 inhibitior + 0.9435 94.35%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6406 64.06%
BSEP inhibitior + 0.8788 87.88%
P-glycoprotein inhibitior + 0.7755 77.55%
P-glycoprotein substrate + 0.5387 53.87%
CYP3A4 substrate + 0.7110 71.10%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.9137 91.37%
CYP3A4 inhibition - 0.8919 89.19%
CYP2C9 inhibition - 0.9217 92.17%
CYP2C19 inhibition - 0.9508 95.08%
CYP2D6 inhibition - 0.9386 93.86%
CYP1A2 inhibition - 0.9034 90.34%
CYP2C8 inhibition + 0.5789 57.89%
CYP inhibitory promiscuity - 0.8909 89.09%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6757 67.57%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9142 91.42%
Skin irritation + 0.7774 77.74%
Skin corrosion - 0.9551 95.51%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5311 53.11%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6448 64.48%
skin sensitisation - 0.9337 93.37%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.9116 91.16%
Acute Oral Toxicity (c) III 0.6879 68.79%
Estrogen receptor binding + 0.7313 73.13%
Androgen receptor binding + 0.7382 73.82%
Thyroid receptor binding + 0.5209 52.09%
Glucocorticoid receptor binding + 0.7872 78.72%
Aromatase binding + 0.7469 74.69%
PPAR gamma + 0.6725 67.25%
Honey bee toxicity - 0.6990 69.90%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9927 99.27%

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 98.42% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.19% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.22% 97.25%
CHEMBL284 P27487 Dipeptidyl peptidase IV 95.12% 95.69%
CHEMBL2996 Q05655 Protein kinase C delta 93.43% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 93.04% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.35% 95.56%
CHEMBL1914 P06276 Butyrylcholinesterase 90.66% 95.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.84% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.29% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.03% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.53% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.32% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.19% 82.69%
CHEMBL299 P17252 Protein kinase C alpha 86.86% 98.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.62% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.26% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 86.17% 91.19%
CHEMBL5028 O14672 ADAM10 84.99% 97.50%
CHEMBL236 P41143 Delta opioid receptor 84.41% 99.35%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.25% 85.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.10% 96.90%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.87% 93.56%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.59% 80.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.49% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.22% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.74% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.35% 89.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.07% 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 122182461
LOTUS LTS0249139
wikiData Q75066997