4-(Hydroxymethyl)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-en-3-one

Details

• Internal ID: 49e22c9e-12cc-4a18-9d18-1771e2ca1230
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-(hydroxymethyl)-11,11-dimethyl-8-methylidenebicyclo[7.2.0]undec-4-en-3-one
• SMILES (Canonical): CC1(CC2C1CC(=O)C(=CCCC2=C)CO)C
• SMILES (Isomeric): CC1(CC2C1CC(=O)C(=CCCC2=C)CO)C
• InChI: InChI=1S/C15H22O2/c1-10-5-4-6-11(9-16)14(17)7-13-12(10)8-15(13,2)3/h6,12-13,16H,1,4-5,7-9H2,2-3H3
• InChI Key: GVUHIWDAWNDBKR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.8052	80.52%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6460	64.60%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.9144	91.44%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5131	51.31%
BSEP inhibitior	-	0.8308	83.08%
P-glycoprotein inhibitior	-	0.8501	85.01%
P-glycoprotein substrate	-	0.9229	92.29%
CYP3A4 substrate	+	0.5575	55.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8859	88.59%
CYP3A4 inhibition	-	0.8339	83.39%
CYP2C9 inhibition	-	0.8243	82.43%
CYP2C19 inhibition	-	0.7660	76.60%
CYP2D6 inhibition	-	0.9078	90.78%
CYP1A2 inhibition	-	0.6500	65.00%
CYP2C8 inhibition	-	0.7776	77.76%
CYP inhibitory promiscuity	-	0.9001	90.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5747	57.47%
Eye corrosion	-	0.9522	95.22%
Eye irritation	+	0.6489	64.89%
Skin irritation	-	0.5999	59.99%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5700	57.00%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.5352	53.52%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6638	66.38%
Acute Oral Toxicity (c)	III	0.7446	74.46%
Estrogen receptor binding	-	0.7624	76.24%
Androgen receptor binding	-	0.5760	57.60%
Thyroid receptor binding	-	0.7369	73.69%
Glucocorticoid receptor binding	+	0.5691	56.91%
Aromatase binding	-	0.6844	68.44%
PPAR gamma	-	0.7398	73.98%
Honey bee toxicity	-	0.8845	88.45%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9544	95.44%

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	98.36%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.20%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.68%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.29%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.10%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.97%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.94%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.66%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.40%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.80%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	80.89%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.13%	95.89%

Plants that contains it

• Pulicaria arabica
• Pulicaria scabra

Cross-Links

• PubChem: 73189411
• LOTUS: LTS0193668
• wikiData: Q105021734