2,6,10-Cycloundecatrien-1-one, 6-(hydroxymethyl)-2,9,9-trimethyl-, (E,Z,Z)-

Details

• Internal ID: 588582ff-a222-4b84-940b-47bf79e8af33
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2Z,6Z,10E)-6-(hydroxymethyl)-2,9,9-trimethylcycloundeca-2,6,10-trien-1-one
• SMILES (Canonical): CC1=CCCC(=CCC(C=CC1=O)(C)C)CO
• SMILES (Isomeric): C/C/1=C/CC/C(=C/CC(/C=C/C1=O)(C)C)/CO
• InChI: InChI=1S/C15H22O2/c1-12-5-4-6-13(11-16)7-9-15(2,3)10-8-14(12)17/h5,7-8,10,16H,4,6,9,11H2,1-3H3/b10-8+,12-5-,13-7-
• InChI Key: IZKAIJSKFKIFNZ-PBCCAOCBSA-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: 2.70
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 2,6,10-Cycloundecatrien-1-one, 6-(hydroxymethyl)-2,9,9-trimethyl-, (E,Z,Z)-
• 143305-37-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.9395	93.95%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7357	73.57%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9509	95.09%
OATP1B3 inhibitior	+	0.8890	88.90%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5314	53.14%
BSEP inhibitior	-	0.5340	53.40%
P-glycoprotein inhibitior	-	0.9650	96.50%
P-glycoprotein substrate	-	0.9090	90.90%
CYP3A4 substrate	+	0.5243	52.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.7086	70.86%
CYP2C9 inhibition	-	0.6052	60.52%
CYP2C19 inhibition	-	0.7142	71.42%
CYP2D6 inhibition	-	0.8658	86.58%
CYP1A2 inhibition	-	0.5941	59.41%
CYP2C8 inhibition	-	0.9258	92.58%
CYP inhibitory promiscuity	-	0.7690	76.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.6145	61.45%
Eye corrosion	-	0.9586	95.86%
Eye irritation	+	0.8306	83.06%
Skin irritation	-	0.6081	60.81%
Skin corrosion	-	0.9745	97.45%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5106	51.06%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.6104	61.04%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6822	68.22%
Acute Oral Toxicity (c)	III	0.7202	72.02%
Estrogen receptor binding	-	0.7148	71.48%
Androgen receptor binding	-	0.8634	86.34%
Thyroid receptor binding	-	0.7886	78.86%
Glucocorticoid receptor binding	-	0.6535	65.35%
Aromatase binding	-	0.6339	63.39%
PPAR gamma	-	0.5792	57.92%
Honey bee toxicity	-	0.9699	96.99%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9703	97.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.29%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.50%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.74%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.67%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	87.24%	94.75%
CHEMBL4208	P20618	Proteasome component C5	87.09%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.26%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.03%	100.00%

Plants that contains it

• Asteriscus intermedius

Cross-Links

• PubChem: 165343388
• LOTUS: LTS0250157
• wikiData: Q105123258