beta-Pinene, 3-(acetylmethyl)-

Details

• Internal ID: 5493c43d-0cb2-4d29-a8fa-9fc9dfa96d54
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 1-(6,6-dimethyl-2-methylidene-3-bicyclo[3.1.1]heptanyl)propan-2-one
• SMILES (Canonical): CC(=O)CC1CC2CC(C1=C)C2(C)C
• SMILES (Isomeric): CC(=O)CC1CC2CC(C1=C)C2(C)C
• InChI: InChI=1S/C13H20O/c1-8(14)5-10-6-11-7-12(9(10)2)13(11,3)4/h10-12H,2,5-7H2,1,3-4H3
• InChI Key: ZJKXUGPLOAFMNP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O
• Molecular Weight: 192.30 g/mol
• Exact Mass: 192.151415257 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 3-(Acetylmethyl)-beta-pinene
• ZJKXUGPLOAFMNP-UHFFFAOYSA-N
• 1-(6,6-Dimethyl-2-methylenebicyclo[3.1.1]hept-3-yl)acetone #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.7931	79.31%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4573	45.73%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9067	90.67%
OATP1B3 inhibitior	-	0.2382	23.82%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8680	86.80%
P-glycoprotein inhibitior	-	0.9361	93.61%
P-glycoprotein substrate	-	0.8409	84.09%
CYP3A4 substrate	+	0.5088	50.88%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8076	80.76%
CYP3A4 inhibition	-	0.7719	77.19%
CYP2C9 inhibition	-	0.7360	73.60%
CYP2C19 inhibition	-	0.5116	51.16%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.7556	75.56%
CYP2C8 inhibition	-	0.9378	93.78%
CYP inhibitory promiscuity	-	0.5148	51.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Non-required	0.5539	55.39%
Eye corrosion	-	0.9448	94.48%
Eye irritation	+	0.9115	91.15%
Skin irritation	+	0.6377	63.77%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.7426	74.26%
skin sensitisation	+	0.8786	87.86%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.6644	66.44%
Acute Oral Toxicity (c)	III	0.7651	76.51%
Estrogen receptor binding	-	0.8770	87.70%
Androgen receptor binding	-	0.6330	63.30%
Thyroid receptor binding	-	0.6707	67.07%
Glucocorticoid receptor binding	-	0.7319	73.19%
Aromatase binding	-	0.7369	73.69%
PPAR gamma	-	0.7407	74.07%
Honey bee toxicity	-	0.8515	85.15%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	97.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.84%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.01%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	80.56%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.42%	91.19%

Plants that contains it

• Hansenia weberbaueriana

Cross-Links

• PubChem: 539536
• NPASS: NPC261871