[(1S,2S,5S)-4,6,6-trimethyl-7-oxo-2-bicyclo[3.1.1]hept-3-enyl] acetate

Details

• Internal ID: 2f906db5-5b4b-4104-be4d-5f047930ab35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(1S,2S,5S)-4,6,6-trimethyl-7-oxo-2-bicyclo[3.1.1]hept-3-enyl] acetate
• SMILES (Canonical): CC1=CC(C2C(=O)C1C2(C)C)OC(=O)C
• SMILES (Isomeric): CC1=C[C@@H]([C@H]2C(=O)[C@@H]1C2(C)C)OC(=O)C
• InChI: InChI=1S/C12H16O3/c1-6-5-8(15-7(2)13)10-11(14)9(6)12(10,3)4/h5,8-10H,1-4H3/t8-,9+,10-/m0/s1
• InChI Key: KGXJGLWCNAGVOS-AEJSXWLSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25 g/mol
• Exact Mass: 208.109944368 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.6071	60.71%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8262	82.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9395	93.95%
P-glycoprotein inhibitior	-	0.9044	90.44%
P-glycoprotein substrate	-	0.9250	92.50%
CYP3A4 substrate	+	0.5589	55.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.8305	83.05%
CYP2C9 inhibition	-	0.7072	70.72%
CYP2C19 inhibition	-	0.5699	56.99%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.8345	83.45%
CYP2C8 inhibition	-	0.8760	87.60%
CYP inhibitory promiscuity	-	0.6642	66.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6859	68.59%
Carcinogenicity (trinary)	Non-required	0.4053	40.53%
Eye corrosion	-	0.9114	91.14%
Eye irritation	+	0.8100	81.00%
Skin irritation	-	0.6384	63.84%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7636	76.36%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6159	61.59%
skin sensitisation	+	0.6917	69.17%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.6444	64.44%
Acute Oral Toxicity (c)	III	0.6280	62.80%
Estrogen receptor binding	-	0.5967	59.67%
Androgen receptor binding	-	0.7066	70.66%
Thyroid receptor binding	-	0.7277	72.77%
Glucocorticoid receptor binding	-	0.7985	79.85%
Aromatase binding	-	0.8467	84.67%
PPAR gamma	-	0.8377	83.77%
Honey bee toxicity	-	0.7358	73.58%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9807	98.07%

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	92.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.18%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.94%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.46%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.52%	86.33%

Plants that contains it

• Tanacetum parthenium

Cross-Links

• PubChem: 162846546
• LOTUS: LTS0009430
• wikiData: Q105141027