8-(4-Hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-6-methylocta-3,5,7-trien-2-one

Details

• Internal ID: 6e21f5ae-8bff-457f-b585-905ba54e3cc1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 8-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-6-methylocta-3,5,7-trien-2-one
• SMILES (Canonical): CC1=CC(CC(C1C=CC(=CC=CC(=O)C)C)(C)C)O
• SMILES (Isomeric): CC1=CC(CC(C1C=CC(=CC=CC(=O)C)C)(C)C)O
• InChI: InChI=1S/C18H26O2/c1-13(7-6-8-15(3)19)9-10-17-14(2)11-16(20)12-18(17,4)5/h6-11,16-17,20H,12H2,1-5H3
• InChI Key: VFISUJDCZMSIKT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₂
• Molecular Weight: 274.40 g/mol
• Exact Mass: 274.193280068 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.7756	77.56%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7059	70.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8785	87.85%
OATP1B3 inhibitior	+	0.9705	97.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7158	71.58%
P-glycoprotein inhibitior	-	0.8884	88.84%
P-glycoprotein substrate	-	0.7960	79.60%
CYP3A4 substrate	+	0.5959	59.59%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.8454	84.54%
CYP2C9 inhibition	-	0.9171	91.71%
CYP2C19 inhibition	-	0.8195	81.95%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	-	0.8842	88.42%
CYP2C8 inhibition	-	0.8339	83.39%
CYP inhibitory promiscuity	-	0.8885	88.85%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6957	69.57%
Carcinogenicity (trinary)	Non-required	0.5442	54.42%
Eye corrosion	-	0.9256	92.56%
Eye irritation	-	0.8971	89.71%
Skin irritation	+	0.6550	65.50%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6461	64.61%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6155	61.55%
skin sensitisation	+	0.9383	93.83%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.5653	56.53%
Acute Oral Toxicity (c)	III	0.8419	84.19%
Estrogen receptor binding	+	0.6742	67.42%
Androgen receptor binding	-	0.7670	76.70%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5735	57.35%
Aromatase binding	+	0.6806	68.06%
PPAR gamma	+	0.6074	60.74%
Honey bee toxicity	-	0.8649	86.49%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7964	79.64%

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	94.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.35%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	85.48%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.09%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.90%	85.30%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.66%	100.00%

Plants that contains it

• Chenopodium album

Cross-Links

• PubChem: 72833631
• LOTUS: LTS0046430
• wikiData: Q105285320