Mehirugin B

Details

Top
Internal ID e7b2f1da-ef09-4099-b332-b347120d0f65
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
IUPAC Name [(3S,3aR,4S,9aS,9bR)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(=C2C(C3C1C(C(=O)O3)C)C(=CC2=O)C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1CC(=C2[C@@H]([C@@H]3[C@@H]1[C@@H](C(=O)O3)C)C(=CC2=O)C)C
InChI InChI=1S/C20H24O5/c1-6-9(2)19(22)24-14-8-11(4)15-13(21)7-10(3)16(15)18-17(14)12(5)20(23)25-18/h6-7,12,14,16-18H,8H2,1-5H3/b9-6+/t12-,14-,16-,17+,18+/m0/s1
InChI Key KRHKMQZMQZFVBI-HKSHSXCXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C20H24O5
Molecular Weight 344.40 g/mol
Exact Mass 344.16237386 g/mol
Topological Polar Surface Area (TPSA) 69.70 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.91
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

Top
CHEMBL2087217
(3S)-4beta-(2-Methylcrotonoyloxy)-3,3abeta,4,5,9abeta,9balpha-hexahydro-3beta,6,9-trimethylazuleno[4,5-b]furan-2,7-dione

2D Structure

Top
2D Structure of Mehirugin B

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 + 0.8380 83.80%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5430 54.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9076 90.76%
OATP1B3 inhibitior + 0.9293 92.93%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4504 45.04%
P-glycoprotein inhibitior - 0.4648 46.48%
P-glycoprotein substrate - 0.6726 67.26%
CYP3A4 substrate + 0.5897 58.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9057 90.57%
CYP3A4 inhibition - 0.7916 79.16%
CYP2C9 inhibition - 0.8490 84.90%
CYP2C19 inhibition - 0.8358 83.58%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.5365 53.65%
CYP2C8 inhibition - 0.8018 80.18%
CYP inhibitory promiscuity - 0.7969 79.69%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.4397 43.97%
Eye corrosion - 0.9282 92.82%
Eye irritation - 0.8182 81.82%
Skin irritation - 0.6633 66.33%
Skin corrosion - 0.9328 93.28%
Ames mutagenesis + 0.5118 51.18%
Human Ether-a-go-go-Related Gene inhibition + 0.8262 82.62%
Micronuclear + 0.5100 51.00%
Hepatotoxicity + 0.7515 75.15%
skin sensitisation - 0.7025 70.25%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.7206 72.06%
Acute Oral Toxicity (c) III 0.4159 41.59%
Estrogen receptor binding + 0.6762 67.62%
Androgen receptor binding + 0.6395 63.95%
Thyroid receptor binding - 0.5256 52.56%
Glucocorticoid receptor binding - 0.5949 59.49%
Aromatase binding - 0.6795 67.95%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.6986 69.86%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9492 94.92%

Targets

Top

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 91.97% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.28% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.06% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.42% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.35% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.78% 99.23%
CHEMBL2581 P07339 Cathepsin D 85.18% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.54% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.25% 89.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.04% 93.65%

Plants that contains it

Top
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.
Kandelia candel

Cross-Links

Top
PubChem 66553496
NPASS NPC107787
LOTUS LTS0073800
wikiData Q105145010