Notoserolide B

Details

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Internal ID c46101d3-2691-4d8e-b26e-9f242125d3d9
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] 3-methylbutanoate
SMILES (Canonical) CC1C2C(CC(=C3C(C2OC1=O)C(=CC3=O)C)C)OC(=O)CC(C)C
SMILES (Isomeric) C[C@H]1[C@@H]2[C@H](CC(=C3[C@@H]([C@H]2OC1=O)C(=CC3=O)C)C)OC(=O)CC(C)C
InChI InChI=1S/C20H26O5/c1-9(2)6-15(22)24-14-8-11(4)16-13(21)7-10(3)17(16)19-18(14)12(5)20(23)25-19/h7,9,12,14,17-19H,6,8H2,1-5H3/t12-,14-,17-,18+,19+/m0/s1
InChI Key SWPNYWJFYRZWCQ-WLKGZBLQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H26O5
Molecular Weight 346.40 g/mol
Exact Mass 346.17802393 g/mol
Topological Polar Surface Area (TPSA) 69.70 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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CHEMBL2087219
AKOS030492376
(3S)-4beta-(3-Methylbutanoyloxy)-3,3abeta,4,5,9abeta,9balpha-hexahydro-3beta,6,9-trimethylazuleno[4,5-b]furan-2,7-dione

2D Structure

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2D Structure of Notoserolide B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9915 99.15%
Caco-2 + 0.7050 70.50%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6451 64.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8957 89.57%
OATP1B3 inhibitior + 0.8698 86.98%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5101 51.01%
P-glycoprotein inhibitior - 0.4824 48.24%
P-glycoprotein substrate - 0.5737 57.37%
CYP3A4 substrate + 0.5823 58.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9057 90.57%
CYP3A4 inhibition - 0.7781 77.81%
CYP2C9 inhibition - 0.6956 69.56%
CYP2C19 inhibition - 0.7042 70.42%
CYP2D6 inhibition - 0.9436 94.36%
CYP1A2 inhibition - 0.6437 64.37%
CYP2C8 inhibition - 0.8430 84.30%
CYP inhibitory promiscuity - 0.7330 73.30%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8743 87.43%
Carcinogenicity (trinary) Non-required 0.5373 53.73%
Eye corrosion - 0.9435 94.35%
Eye irritation - 0.8737 87.37%
Skin irritation - 0.7038 70.38%
Skin corrosion - 0.9487 94.87%
Ames mutagenesis - 0.5082 50.82%
Human Ether-a-go-go-Related Gene inhibition + 0.6643 66.43%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.7033 70.33%
skin sensitisation - 0.6498 64.98%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5634 56.34%
Acute Oral Toxicity (c) III 0.4977 49.77%
Estrogen receptor binding - 0.5265 52.65%
Androgen receptor binding + 0.6859 68.59%
Thyroid receptor binding + 0.5330 53.30%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.7424 74.24%
PPAR gamma - 0.5318 53.18%
Honey bee toxicity - 0.8243 82.43%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 0.9807 98.07%

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 93.39% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.30% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.25% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.91% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.45% 94.80%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.42% 91.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.32% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.36% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.10% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.70% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.14% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.31% 96.47%
CHEMBL221 P23219 Cyclooxygenase-1 81.56% 90.17%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 80.40% 92.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.17% 99.23%

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.
Kandelia candel

Cross-Links

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PubChem 11873584
NPASS NPC39411
LOTUS LTS0171919
wikiData Q105262800