(1R,3aR,8R,8aR,9aS)-1,5,8-trimethyl-3a,4,6,7,8,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one

Details

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Internal ID bbcb86a3-3e92-4792-b353-d97b73fbed5c
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name (1R,3aR,8R,8aR,9aS)-1,5,8-trimethyl-3a,4,6,7,8,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one
SMILES (Canonical) CC1CCC2=C(CC3C(CC12)C(C(=O)O3)C)C
SMILES (Isomeric) C[C@@H]1CCC2=C(C[C@@H]3[C@@H](C[C@H]12)[C@H](C(=O)O3)C)C
InChI InChI=1S/C15H22O2/c1-8-4-5-11-9(2)6-14-13(7-12(8)11)10(3)15(16)17-14/h8,10,12-14H,4-7H2,1-3H3/t8-,10-,12-,13+,14-/m1/s1
InChI Key LGGWYHIMEGQREQ-ARVLLKKWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H22O2
Molecular Weight 234.33 g/mol
Exact Mass 234.161979940 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.32
H-Bond Acceptor 2
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 (1R,3aR,8R,8aR,9aS)-1,5,8-trimethyl-3a,4,6,7,8,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 + 0.9220 92.20%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.4110 41.10%
OATP2B1 inhibitior - 0.8469 84.69%
OATP1B1 inhibitior + 0.9166 91.66%
OATP1B3 inhibitior + 0.9653 96.53%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.8066 80.66%
P-glycoprotein inhibitior - 0.8585 85.85%
P-glycoprotein substrate - 0.7868 78.68%
CYP3A4 substrate + 0.5534 55.34%
CYP2C9 substrate - 0.7874 78.74%
CYP2D6 substrate - 0.8423 84.23%
CYP3A4 inhibition - 0.8061 80.61%
CYP2C9 inhibition - 0.9232 92.32%
CYP2C19 inhibition - 0.6791 67.91%
CYP2D6 inhibition - 0.9426 94.26%
CYP1A2 inhibition + 0.7528 75.28%
CYP2C8 inhibition - 0.8471 84.71%
CYP inhibitory promiscuity - 0.8976 89.76%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5684 56.84%
Eye corrosion - 0.9388 93.88%
Eye irritation - 0.5290 52.90%
Skin irritation + 0.5194 51.94%
Skin corrosion - 0.9544 95.44%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4749 47.49%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.8000 80.00%
skin sensitisation - 0.5426 54.26%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity - 0.5111 51.11%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.7010 70.10%
Acute Oral Toxicity (c) III 0.6093 60.93%
Estrogen receptor binding - 0.7000 70.00%
Androgen receptor binding + 0.6755 67.55%
Thyroid receptor binding - 0.5906 59.06%
Glucocorticoid receptor binding - 0.5130 51.30%
Aromatase binding - 0.8146 81.46%
PPAR gamma - 0.7741 77.41%
Honey bee toxicity - 0.8034 80.34%
Biodegradation + 0.5250 52.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9734 97.34%

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
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.52% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.17% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.75% 97.09%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 87.06% 86.00%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 86.41% 95.55%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.70% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.34% 100.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.97% 93.40%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.58% 85.14%
CHEMBL1871 P10275 Androgen Receptor 80.31% 96.43%

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.
Callitris columellaris

Cross-Links

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PubChem 15381874
LOTUS LTS0046513
wikiData Q105151347