(1S,3aS,5S,8R,8aS,9aR)-1,5,8-trimethyl-1,3a,4,5,8,8a,9,9a-octahydroazuleno[6,5-b]furan-2,7-dione

Details

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Internal ID 8ab21e6d-312d-47a0-953a-ecc06ae6ecf6
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name (1S,3aS,5S,8R,8aS,9aR)-1,5,8-trimethyl-1,3a,4,5,8,8a,9,9a-octahydroazuleno[6,5-b]furan-2,7-dione
SMILES (Canonical) CC1CC2C(CC3C1=CC(=O)C3C)C(C(=O)O2)C
SMILES (Isomeric) C[C@H]1C[C@H]2[C@H](C[C@@H]3C1=CC(=O)[C@@H]3C)[C@@H](C(=O)O2)C
InChI InChI=1S/C15H20O3/c1-7-4-14-12(9(3)15(17)18-14)5-11-8(2)13(16)6-10(7)11/h6-9,11-12,14H,4-5H2,1-3H3/t7-,8+,9-,11-,12+,14-/m0/s1
InChI Key UEEDNJLGWKEDFS-FBEHUXOMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H20O3
Molecular Weight 248.32 g/mol
Exact Mass 248.14124450 g/mol
Topological Polar Surface Area (TPSA) 43.40 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.36
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3aS,5S,8R,8aS,9aR)-1,5,8-trimethyl-1,3a,4,5,8,8a,9,9a-octahydroazuleno[6,5-b]furan-2,7-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9970 99.70%
Caco-2 + 0.8269 82.69%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.6003 60.03%
OATP2B1 inhibitior - 0.8529 85.29%
OATP1B1 inhibitior + 0.9204 92.04%
OATP1B3 inhibitior + 0.9604 96.04%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.8629 86.29%
P-glycoprotein inhibitior - 0.8677 86.77%
P-glycoprotein substrate - 0.7980 79.80%
CYP3A4 substrate + 0.5100 51.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8968 89.68%
CYP3A4 inhibition - 0.8594 85.94%
CYP2C9 inhibition - 0.9004 90.04%
CYP2C19 inhibition - 0.8503 85.03%
CYP2D6 inhibition - 0.9572 95.72%
CYP1A2 inhibition + 0.5205 52.05%
CYP2C8 inhibition - 0.9023 90.23%
CYP inhibitory promiscuity - 0.9136 91.36%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9317 93.17%
Carcinogenicity (trinary) Non-required 0.5656 56.56%
Eye corrosion - 0.9464 94.64%
Eye irritation - 0.8296 82.96%
Skin irritation - 0.5276 52.76%
Skin corrosion - 0.9268 92.68%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4670 46.70%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.7283 72.83%
skin sensitisation - 0.6161 61.61%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5349 53.49%
Acute Oral Toxicity (c) III 0.5127 51.27%
Estrogen receptor binding - 0.5407 54.07%
Androgen receptor binding + 0.6240 62.40%
Thyroid receptor binding - 0.6994 69.94%
Glucocorticoid receptor binding - 0.6475 64.75%
Aromatase binding - 0.9083 90.83%
PPAR gamma - 0.7957 79.57%
Honey bee toxicity - 0.8051 80.51%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9925 99.25%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.26% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.50% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.48% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.64% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.45% 97.09%
CHEMBL2581 P07339 Cathepsin D 86.20% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.56% 94.80%
CHEMBL3974 P25116 Proteinase-activated receptor 1 82.89% 97.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.46% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.38% 86.33%

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.
Decachaeta thieleana

Cross-Links

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PubChem 162901452
LOTUS LTS0253856
wikiData Q105270833