2,6,10-Cycloundecatrien-1-one, 2,6,9,9-tetramethyl-, (E,E,E)-

Details

• Internal ID: 806c1aa0-ce30-46f3-bf14-a7d1347e3884
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2Z,6Z,10E)-2,6,9,9-tetramethylcycloundeca-2,6,10-trien-1-one
• SMILES (Canonical): CC1=CCC(C=CC(=O)C(=CCC1)C)(C)C
• SMILES (Isomeric): C/C/1=C/CC(/C=C/C(=O)/C(=C\CC1)/C)(C)C
• InChI: InChI=1S/C15H22O/c1-12-6-5-7-13(2)14(16)9-11-15(3,4)10-8-12/h7-9,11H,5-6,10H2,1-4H3/b11-9+,12-8-,13-7-
• InChI Key: GIHNTRQPEMKFKO-RTTFEGKLSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33 g/mol
• Exact Mass: 218.167065321 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• (2Z,6Z,10E)-2,6,9,9-tetramethylcycloundeca-2,6,10-trien-1-one
• 2,6,9,9-Tetramethyl-2,6,10-cycloundecatrien-1-one
• 2,6,9-Humulatrien-8-one
• 471-05-6
• 2,6,9,9-tetramethylcycloundeca-2,6,10-trien-1-one
• GIHNTRQPEMKFKO-RTTFEGKLSA-N
• 2,6,9,9-Tetramethyl-2,6,10-cycloundecatrien-1-one #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.9656	96.56%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4522	45.22%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9668	96.68%
OATP1B3 inhibitior	+	0.8882	88.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6882	68.82%
P-glycoprotein inhibitior	-	0.9565	95.65%
P-glycoprotein substrate	-	0.9392	93.92%
CYP3A4 substrate	+	0.5081	50.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8788	87.88%
CYP3A4 inhibition	-	0.9226	92.26%
CYP2C9 inhibition	-	0.8155	81.55%
CYP2C19 inhibition	-	0.7701	77.01%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.6719	67.19%
CYP2C8 inhibition	-	0.9405	94.05%
CYP inhibitory promiscuity	-	0.8191	81.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5159	51.59%
Eye corrosion	-	0.8938	89.38%
Eye irritation	+	0.9455	94.55%
Skin irritation	+	0.6905	69.05%
Skin corrosion	-	0.9745	97.45%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4627	46.27%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	+	0.9082	90.82%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.8519	85.19%
Acute Oral Toxicity (c)	III	0.6020	60.20%
Estrogen receptor binding	-	0.9045	90.45%
Androgen receptor binding	-	0.8611	86.11%
Thyroid receptor binding	-	0.7860	78.60%
Glucocorticoid receptor binding	-	0.8547	85.47%
Aromatase binding	-	0.5504	55.04%
PPAR gamma	-	0.6880	68.80%
Honey bee toxicity	-	0.9399	93.99%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9848	98.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.23%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.47%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	86.68%	94.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.17%	93.40%
CHEMBL2581	P07339	Cathepsin D	85.99%	98.95%
CHEMBL1871	P10275	Androgen Receptor	82.67%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.30%	96.77%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 5372142
• NPASS: NPC10571