[(1S,2R,4S)-5,5-dimethyl-6-methylidene-2-bicyclo[2.2.1]heptanyl] acetate

Details

• Internal ID: be3f4bbc-1d7a-4286-939e-668daf2fe994
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(1S,2R,4S)-5,5-dimethyl-6-methylidene-2-bicyclo[2.2.1]heptanyl] acetate
• SMILES (Canonical): CC(=O)OC1CC2CC1C(=C)C2(C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@@H]2C[C@H]1C(=C)C2(C)C
• InChI: InChI=1S/C12H18O2/c1-7-10-5-9(12(7,3)4)6-11(10)14-8(2)13/h9-11H,1,5-6H2,2-4H3/t9-,10-,11+/m0/s1
• InChI Key: GVZSSHYAFJPRJY-GARJFASQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27 g/mol
• Exact Mass: 194.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 2
• 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	+	0.9959	99.59%
Caco-2	-	0.5291	52.91%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7070	70.70%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.8691	86.91%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9401	94.01%
P-glycoprotein inhibitior	-	0.9400	94.00%
P-glycoprotein substrate	-	0.9237	92.37%
CYP3A4 substrate	+	0.5651	56.51%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8771	87.71%
CYP3A4 inhibition	-	0.6711	67.11%
CYP2C9 inhibition	-	0.9402	94.02%
CYP2C19 inhibition	-	0.5408	54.08%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.8572	85.72%
CYP2C8 inhibition	-	0.8565	85.65%
CYP inhibitory promiscuity	-	0.8449	84.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7630	76.30%
Carcinogenicity (trinary)	Non-required	0.4902	49.02%
Eye corrosion	-	0.9290	92.90%
Eye irritation	+	0.8177	81.77%
Skin irritation	+	0.5990	59.90%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6300	63.00%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5407	54.07%
skin sensitisation	+	0.8522	85.22%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5972	59.72%
Acute Oral Toxicity (c)	III	0.6809	68.09%
Estrogen receptor binding	-	0.8139	81.39%
Androgen receptor binding	-	0.7169	71.69%
Thyroid receptor binding	-	0.6914	69.14%
Glucocorticoid receptor binding	-	0.6852	68.52%
Aromatase binding	-	0.8029	80.29%
PPAR gamma	-	0.7418	74.18%
Honey bee toxicity	-	0.7504	75.04%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9916	99.16%

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	95.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.39%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	91.29%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.94%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.77%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.46%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.46%	97.09%
CHEMBL2581	P07339	Cathepsin D	80.70%	98.95%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.29%	97.53%

Plants that contains it

• Diplotaenia cachrydifolia
• Valeriana officinalis

Cross-Links

• PubChem: 13969119
• LOTUS: LTS0000621
• wikiData: Q104376009