(1S,4S,9Z,13S)-5,5,9-trimethyl-3-oxatricyclo[5.5.1.04,13]trideca-6,9-diene-2,8-dione

Details

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Internal ID 4c29b37b-9737-43e9-bcc2-1ce17a47fcef
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name (1S,4S,9Z,13S)-5,5,9-trimethyl-3-oxatricyclo[5.5.1.04,13]trideca-6,9-diene-2,8-dione
SMILES (Canonical) CC1=CCCC2C3C(C(C=C3C1=O)(C)C)OC2=O
SMILES (Isomeric) C/C/1=C/CC[C@H]2[C@@H]3[C@@H](C(C=C3C1=O)(C)C)OC2=O
InChI InChI=1S/C15H18O3/c1-8-5-4-6-9-11-10(12(8)16)7-15(2,3)13(11)18-14(9)17/h5,7,9,11,13H,4,6H2,1-3H3/b8-5-/t9-,11-,13-/m0/s1
InChI Key QXLSQEJYLGGONF-OPKSVECOSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C15H18O3
Molecular Weight 246.30 g/mol
Exact Mass 246.125594432 g/mol
Topological Polar Surface Area (TPSA) 43.40 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.42
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,4S,9Z,13S)-5,5,9-trimethyl-3-oxatricyclo[5.5.1.04,13]trideca-6,9-diene-2,8-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 + 0.7352 73.52%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.6721 67.21%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.9442 94.42%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.8744 87.44%
P-glycoprotein inhibitior - 0.8877 88.77%
P-glycoprotein substrate - 0.8160 81.60%
CYP3A4 substrate + 0.5681 56.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9026 90.26%
CYP3A4 inhibition - 0.9066 90.66%
CYP2C9 inhibition - 0.8925 89.25%
CYP2C19 inhibition - 0.8873 88.73%
CYP2D6 inhibition - 0.9169 91.69%
CYP1A2 inhibition + 0.7846 78.46%
CYP2C8 inhibition - 0.9026 90.26%
CYP inhibitory promiscuity - 0.8175 81.75%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4890 48.90%
Eye corrosion - 0.9408 94.08%
Eye irritation - 0.8406 84.06%
Skin irritation + 0.5936 59.36%
Skin corrosion - 0.7241 72.41%
Ames mutagenesis - 0.6037 60.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4590 45.90%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation + 0.5728 57.28%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity - 0.6444 64.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.9209 92.09%
Acute Oral Toxicity (c) III 0.7264 72.64%
Estrogen receptor binding - 0.6000 60.00%
Androgen receptor binding + 0.6354 63.54%
Thyroid receptor binding - 0.7632 76.32%
Glucocorticoid receptor binding - 0.7224 72.24%
Aromatase binding - 0.8566 85.66%
PPAR gamma - 0.5113 51.13%
Honey bee toxicity - 0.8625 86.25%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9523 95.23%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.88% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 89.83% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.45% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.09% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.84% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.79% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.72% 89.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.40% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.95% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.06% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.72% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 82.24% 92.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.77% 91.11%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.39% 96.21%

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.
Asteriscus graveolens
Asteriscus graveolens subsp. graveolens

Cross-Links

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PubChem 21724970
LOTUS LTS0001532
wikiData Q105229691