3,7,7-Trimethylbicyclo[4.1.0]hept-3-ene-2,5-dione

Details

• Internal ID: 14342634-d4db-446c-8e3f-9ad4d3307e0e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 3,7,7-trimethylbicyclo[4.1.0]hept-3-ene-2,5-dione
• SMILES (Canonical): CC1=CC(=O)C2C(C1=O)C2(C)C
• SMILES (Isomeric): CC1=CC(=O)C2C(C1=O)C2(C)C
• InChI: InChI=1S/C10H12O2/c1-5-4-6(11)7-8(9(5)12)10(7,2)3/h4,7-8H,1-3H3
• InChI Key: BBRJZZUFDYMNIY-UHFFFAOYSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.20 g/mol
• Exact Mass: 164.083729621 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 3,7,7-TRIMETHYLBICYCLO[4.1.0]HEPT-3-ENE-2,5-DIONE
• 6617-34-1
• 3,7,7-trimethylbicyclo(4.1.0)hept-3-ene-2,5-dione
• Bicyclo(4.1.0)hept-3-ene-2,5-dione, 3,7,7-trimethyl-
• Bicyclo[4.1.0]hept-3-ene-2,5-dione, 3,7,7-trimethyl-
• Bicyclo(4.1.0)hept-3-ene-2,5-dione, 3,7,7-trimethyl-, cis-
• Bicyclo[4.1.0]hept-3-ene-2,5-dione, 3,7,7-trimethyl-, cis-
• (+-)-Car-3-ene-2,5-dione
• Ref. SCIFINDER
• 67670-71-7
• 3-Carene-2,5-dione
• CHEMBL2011542
• SCHEMBL11023791
• DTXSID90984648
• BBRJZZUFDYMNIY-UHFFFAOYSA-N
• (+/-)-Car-3-ene-2,5-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.6403	64.03%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6970	69.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9146	91.46%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9467	94.67%
P-glycoprotein inhibitior	-	0.9402	94.02%
P-glycoprotein substrate	-	0.9714	97.14%
CYP3A4 substrate	-	0.5714	57.14%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.7962	79.62%
CYP2C9 inhibition	-	0.8459	84.59%
CYP2C19 inhibition	-	0.6135	61.35%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	-	0.7533	75.33%
CYP2C8 inhibition	-	0.9739	97.39%
CYP inhibitory promiscuity	-	0.7338	73.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7283	72.83%
Carcinogenicity (trinary)	Non-required	0.5453	54.53%
Eye corrosion	-	0.8621	86.21%
Eye irritation	+	0.9418	94.18%
Skin irritation	+	0.5893	58.93%
Skin corrosion	-	0.8965	89.65%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5835	58.35%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.8033	80.33%
skin sensitisation	+	0.8808	88.08%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5661	56.61%
Acute Oral Toxicity (c)	II	0.6000	60.00%
Estrogen receptor binding	-	0.8633	86.33%
Androgen receptor binding	-	0.4933	49.33%
Thyroid receptor binding	-	0.8293	82.93%
Glucocorticoid receptor binding	-	0.8769	87.69%
Aromatase binding	-	0.8657	86.57%
PPAR gamma	-	0.8552	85.52%
Honey bee toxicity	-	0.8838	88.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9154	91.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.07%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	87.14%	94.75%
CHEMBL2581	P07339	Cathepsin D	86.67%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.42%	96.09%

Plants that contains it

• Asarum sieboldii

Cross-Links

• PubChem: 181910
• LOTUS: LTS0086227
• wikiData: Q82971931