1,6,6-trimethyl-7-[(Z)-3-oxobut-1-enyl]-3,8-dioxatricyclo[5.1.0.02,4]octan-5-one

Details

• Internal ID: d639a6d3-cd7b-404c-ab6f-8cd74974e835
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 1,6,6-trimethyl-7-[(Z)-3-oxobut-1-enyl]-3,8-dioxatricyclo[5.1.0.02,4]octan-5-one
• SMILES (Canonical): CC(=O)C=CC12C(C(=O)C3C(C1(O2)C)O3)(C)C
• SMILES (Isomeric): CC(=O)/C=C\C12C(C(=O)C3C(C1(O2)C)O3)(C)C
• InChI: InChI=1S/C13H16O4/c1-7(14)5-6-13-11(2,3)9(15)8-10(16-8)12(13,4)17-13/h5-6,8,10H,1-4H3/b6-5-
• InChI Key: CIHKAJDGNMDFOT-WAYWQWQTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 59.20 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CIHKAJDGNMDFOT-WAYWQWQTSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.5706	57.06%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5621	56.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7893	78.93%
P-glycoprotein inhibitior	-	0.8995	89.95%
P-glycoprotein substrate	-	0.9372	93.72%
CYP3A4 substrate	+	0.5396	53.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.7230	72.30%
CYP2C9 inhibition	-	0.9428	94.28%
CYP2C19 inhibition	-	0.8703	87.03%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.8587	85.87%
CYP2C8 inhibition	-	0.9092	90.92%
CYP inhibitory promiscuity	-	0.9085	90.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5382	53.82%
Eye corrosion	-	0.9388	93.88%
Eye irritation	-	0.5510	55.10%
Skin irritation	-	0.5843	58.43%
Skin corrosion	-	0.8685	86.85%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7142	71.42%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.5807	58.07%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.5679	56.79%
Nephrotoxicity	+	0.8998	89.98%
Acute Oral Toxicity (c)	III	0.4832	48.32%
Estrogen receptor binding	+	0.7258	72.58%
Androgen receptor binding	-	0.5534	55.34%
Thyroid receptor binding	-	0.7035	70.35%
Glucocorticoid receptor binding	-	0.7922	79.22%
Aromatase binding	-	0.6212	62.12%
PPAR gamma	-	0.5101	51.01%
Honey bee toxicity	-	0.8961	89.61%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8538	85.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.07%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.92%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.54%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.22%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.21%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.89%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	82.34%	83.82%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.25%	92.29%

Plants that contains it

• Taraxacum mongolicum

Cross-Links

• PubChem: 5371272
• NPASS: NPC218965