4-(4-Hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]hept-1-yl)-3-buten-2-one

Details

• Internal ID: 66f38c79-547e-4e88-8717-ca894f18cf40
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 4-(4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl)but-3-en-2-one
• SMILES (Canonical): CC(=O)C=CC12C(CC(CC1(O2)C)O)(C)C
• SMILES (Isomeric): CC(=O)C=CC12C(CC(CC1(O2)C)O)(C)C
• InChI: InChI=1S/C13H20O3/c1-9(14)5-6-13-11(2,3)7-10(15)8-12(13,4)16-13/h5-6,10,15H,7-8H2,1-4H3
• InChI Key: VYKLRWGPNUVKNC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 224.30 g/mol
• Exact Mass: 224.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.8886	88.86%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5433	54.33%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9713	97.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7318	73.18%
P-glycoprotein inhibitior	-	0.9662	96.62%
P-glycoprotein substrate	-	0.9161	91.61%
CYP3A4 substrate	+	0.5666	56.66%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.8583	85.83%
CYP2C9 inhibition	-	0.8513	85.13%
CYP2C19 inhibition	-	0.7630	76.30%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.7987	79.87%
CYP2C8 inhibition	-	0.9405	94.05%
CYP inhibitory promiscuity	-	0.9707	97.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8313	83.13%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	-	0.9573	95.73%
Eye irritation	+	0.5357	53.57%
Skin irritation	-	0.5111	51.11%
Skin corrosion	-	0.8975	89.75%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7925	79.25%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5481	54.81%
skin sensitisation	+	0.5696	56.96%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5935	59.35%
Acute Oral Toxicity (c)	III	0.5430	54.30%
Estrogen receptor binding	+	0.5323	53.23%
Androgen receptor binding	+	0.5848	58.48%
Thyroid receptor binding	-	0.5073	50.73%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7336	73.36%
PPAR gamma	-	0.7176	71.76%
Honey bee toxicity	-	0.8055	80.55%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7907	79.07%

Targets

Proven Targets:

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	95.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.84%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.44%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.76%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.45%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.18%	96.77%
CHEMBL221	P23219	Cyclooxygenase-1	80.05%	90.17%

Plants that contains it

• Acanthosyris paulo-alvinii
• Arabidopsis thaliana
• Artemisia ludoviciana
• Brachystemma calycinum
• Cardamine komarovii
• Cestrum parqui
• Helianthus annuus
• Jacobaea erucifolia subsp. argunensis
• Physalis minima
• Piper sarmentosum
• Saussurea medusa
• Senecio vulgaris
• Tectona grandis
• Tridax procumbens
• Viburnum dilatatum

Cross-Links

• PubChem: 181574
• LOTUS: LTS0273299
• wikiData: Q105299049