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Ganoderlactone A

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 d98e158d-9c69-4d14-ae4a-56e71c3d7def
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5R,7S,10S,12R,13R,14R,17S)-7,12-dihydroxy-4,4,10,13,14-pentamethyl-17-[(2S)-2-methyl-5-oxooxolan-2-yl]-1,2,5,6,7,12,16,17-octahydrocyclopenta[a]phenanthrene-3,11,15-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H36O7/c1-23(2)14-11-13(28)19-20(24(14,3)9-7-16(23)29)21(32)22(33)26(5)15(12-17(30)27(19,26)6)25(4)10-8-18(31)34-25/h13-15,22,28,33H,7-12H2,1-6H3/t13-,14-,15+,22-,24-,25-,26-,27-/m0/s1
InChI Key ZHZRHASCKKRCIY-SNLAREEVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O7
Molecular Weight 472.60 g/mol
Exact Mass 472.24610348 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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(5R,7S,10S,12R,13R,14R,17S)-7,12-dihydroxy-4,4,10,13,14-pentamethyl-17-[(2S)-2-methyl-5-oxooxolan-2-yl]-1,2,5,6,7,12,16,17-octahydrocyclopenta[a]phenanthrene-3,11,15-trione
(5R,7S,10S,12R,13R,14R,17S)-7,12-dihydroxy-4,4,10,13,14-pentamethyl-17-((2S)-2-methyl-5-oxooxolan-2-yl)-1,2,5,6,7,12,16,17-octahydrocyclopenta(a)phenanthrene-3,11,15-trione
RefChem:142488
CHEMBL3601512
CHEBI:202538

2D Structure

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2D Structure of Ganoderlactone A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9900 99.00%
Caco-2 - 0.6062 60.62%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8238 82.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8813 88.13%
OATP1B3 inhibitior + 0.9376 93.76%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8143 81.43%
P-glycoprotein inhibitior - 0.4921 49.21%
P-glycoprotein substrate - 0.7247 72.47%
CYP3A4 substrate + 0.6399 63.99%
CYP2C9 substrate - 0.7957 79.57%
CYP2D6 substrate - 0.9003 90.03%
CYP3A4 inhibition - 0.5859 58.59%
CYP2C9 inhibition - 0.8716 87.16%
CYP2C19 inhibition - 0.8934 89.34%
CYP2D6 inhibition - 0.9276 92.76%
CYP1A2 inhibition - 0.7989 79.89%
CYP2C8 inhibition + 0.4901 49.01%
CYP inhibitory promiscuity - 0.8883 88.83%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4222 42.22%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9096 90.96%
Skin irritation + 0.6315 63.15%
Skin corrosion - 0.9122 91.22%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4860 48.60%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.7996 79.96%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.4718 47.18%
Acute Oral Toxicity (c) III 0.5790 57.90%
Estrogen receptor binding + 0.6054 60.54%
Androgen receptor binding + 0.7123 71.23%
Thyroid receptor binding + 0.6354 63.54%
Glucocorticoid receptor binding + 0.8026 80.26%
Aromatase binding + 0.7330 73.30%
PPAR gamma + 0.5432 54.32%
Honey bee toxicity - 0.7734 77.34%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9950 99.50%

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 94.94% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.48% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.27% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.83% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.47% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.58% 96.09%
CHEMBL2581 P07339 Cathepsin D 84.56% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.82% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.27% 94.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.00% 85.30%
CHEMBL230 P35354 Cyclooxygenase-2 80.28% 89.63%

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 122184969
LOTUS LTS0235295
wikiData Q77371934