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Adenolin 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 40b264cb-69d3-4e4f-bd54-b447cf74ece8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,2S,3R,5R,6S,8S,9S,10S,11R,12R)-3-acetyloxy-9,10-dihydroxy-6-(methoxymethyl)-12-methyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H36O9/c1-13(26)32-11-22(3)6-5-7-23-12-33-25(30,21(29)19(22)23)24-9-15(16(10-31-4)20(24)28)8-17(18(23)24)34-14(2)27/h15-19,21,29-30H,5-12H2,1-4H3/t15-,16+,17+,18-,19+,21-,22-,23+,24-,25+/m0/s1
InChI Key DGVZXNNCLWTOAG-ILOGQNIYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C25H36O9
Molecular Weight 480.50 g/mol
Exact Mass 480.23593272 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.23
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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((1S,2S,3R,5R,6S,8S,9S,10S,11R,12R)-3-acetyloxy-9,10-dihydroxy-6-(methoxymethyl)-12-methyl-7-oxo-17-oxapentacyclo(7.6.2.15,8.01,11.02,8)octadecan-12-yl)methyl acetate
[(1S,2S,3R,5R,6S,8S,9S,10S,11R,12R)-3-acetyloxy-9,10-dihydroxy-6-(methoxymethyl)-12-methyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl]methyl acetate
RefChem:109689
146436-16-0
CHEBI:67676
Q27136148

2D Structure

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2D Structure of Adenolin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7108 71.08%
Caco-2 - 0.6835 68.35%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7601 76.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8669 86.69%
OATP1B3 inhibitior + 0.9157 91.57%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7035 70.35%
P-glycoprotein inhibitior - 0.5263 52.63%
P-glycoprotein substrate + 0.5328 53.28%
CYP3A4 substrate + 0.7118 71.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8586 85.86%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.8644 86.44%
CYP2C19 inhibition - 0.8231 82.31%
CYP2D6 inhibition - 0.9668 96.68%
CYP1A2 inhibition - 0.8273 82.73%
CYP2C8 inhibition + 0.5299 52.99%
CYP inhibitory promiscuity - 0.9842 98.42%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6878 68.78%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9232 92.32%
Skin irritation - 0.7306 73.06%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5962 59.62%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5601 56.01%
skin sensitisation - 0.9297 92.97%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6504 65.04%
Acute Oral Toxicity (c) I 0.3989 39.89%
Estrogen receptor binding + 0.8471 84.71%
Androgen receptor binding + 0.7474 74.74%
Thyroid receptor binding - 0.5559 55.59%
Glucocorticoid receptor binding + 0.7483 74.83%
Aromatase binding + 0.7100 71.00%
PPAR gamma + 0.5763 57.63%
Honey bee toxicity - 0.7067 70.67%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8966 89.66%

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 97.04% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.53% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.87% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.07% 96.38%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.75% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.51% 97.25%
CHEMBL3922 P50579 Methionine aminopeptidase 2 93.43% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.06% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.45% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 91.03% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.41% 94.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.15% 95.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.78% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.10% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.62% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.81% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.81% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.48% 85.14%
CHEMBL2581 P07339 Cathepsin D 84.10% 98.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.60% 94.23%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.27% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.06% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.18% 97.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.81% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.75% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.36% 92.94%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.27% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 81.24% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.13% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.68% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 80.38% 95.38%

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.
Isodon adenolomus

Cross-Links

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PubChem 70698022
LOTUS LTS0007536
wikiData Q27136148