(3R)-3abeta,4,5,9balpha-Tetrahydro-4beta-acetoxy-3alpha,6,9-trimethylazuleno[4,5-b]furan-2(3H)-one

Details

Top
Internal ID e60a40cc-5b9d-4ee2-8436-4f18bc736077
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name [(3R,3aR,4S,9bS)-3,6,9-trimethyl-2-oxo-3a,4,5,9b-tetrahydro-3H-azuleno[4,5-b]furan-4-yl] acetate
SMILES (Canonical) CC1C2C(CC(=C3C=CC(=C3C2OC1=O)C)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1[C@@H]2[C@H](CC(=C3C=CC(=C3[C@H]2OC1=O)C)C)OC(=O)C
InChI InChI=1S/C17H20O4/c1-8-5-6-12-9(2)7-13(20-11(4)18)15-10(3)17(19)21-16(15)14(8)12/h5-6,10,13,15-16H,7H2,1-4H3/t10-,13+,15-,16-/m1/s1
InChI Key XCPJIDFERYSZPG-UCDYDWOKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C17H20O4
Molecular Weight 288.34 g/mol
Exact Mass 288.13615911 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3R)-3abeta,4,5,9balpha-Tetrahydro-4beta-acetoxy-3alpha,6,9-trimethylazuleno[4,5-b]furan-2(3H)-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 + 0.7346 73.46%
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 + 0.9232 92.32%
OATP1B3 inhibitior + 0.9293 92.93%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.6803 68.03%
P-glycoprotein inhibitior - 0.7257 72.57%
P-glycoprotein substrate - 0.7955 79.55%
CYP3A4 substrate + 0.5743 57.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8858 88.58%
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 - 0.9023 90.23%
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 - 0.6633 66.33%
Skin irritation - 0.6633 66.33%
Skin corrosion - 0.9328 93.28%
Ames mutagenesis - 0.5028 50.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7269 72.69%
Micronuclear + 0.5100 51.00%
Hepatotoxicity + 0.7481 74.81%
skin sensitisation - 0.7025 70.25%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.6111 61.11%
Acute Oral Toxicity (c) III 0.4159 41.59%
Estrogen receptor binding - 0.6509 65.09%
Androgen receptor binding - 0.4853 48.53%
Thyroid receptor binding - 0.6247 62.47%
Glucocorticoid receptor binding - 0.6434 64.34%
Aromatase binding - 0.8050 80.50%
PPAR gamma - 0.7034 70.34%
Honey bee toxicity - 0.8599 85.99%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6150 61.50%
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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.84% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.70% 91.11%
CHEMBL2581 P07339 Cathepsin D 89.12% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.79% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.51% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.99% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.87% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.14% 96.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.15% 94.80%

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.
Catha edulis
Tanacetum annuum

Cross-Links

Top
PubChem 14563847
NPASS NPC189479
LOTUS LTS0025412
wikiData Q105325304