1-[5-[(2E)-3,7-dimethylocta-2,6-dienyl]-1,3,5-trihydroxycyclohex-2-en-1-yl]-2-methylpropan-1-one

Details

• Internal ID: 075e0f82-9437-4fce-b25d-17a3551594b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: 1-[5-[(2E)-3,7-dimethylocta-2,6-dienyl]-1,3,5-trihydroxycyclohex-2-en-1-yl]-2-methylpropan-1-one
• InChI: InChI=1S/C20H32O4/c1-14(2)7-6-8-16(5)9-10-19(23)11-17(21)12-20(24,13-19)18(22)15(3)4/h7,9,12,15,21,23-24H,6,8,10-11,13H2,1-5H3/b16-9+
• InChI Key: BZHAVEINVWSUOC-CXUHLZMHSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9669	96.69%
Caco-2	+	0.5619	56.19%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7246	72.46%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6314	63.14%
BSEP inhibitior	+	0.7319	73.19%
P-glycoprotein inhibitior	-	0.8240	82.40%
P-glycoprotein substrate	-	0.7065	70.65%
CYP3A4 substrate	+	0.5286	52.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8240	82.40%
CYP3A4 inhibition	-	0.7635	76.35%
CYP2C9 inhibition	-	0.7553	75.53%
CYP2C19 inhibition	-	0.7363	73.63%
CYP2D6 inhibition	-	0.9078	90.78%
CYP1A2 inhibition	-	0.8635	86.35%
CYP2C8 inhibition	-	0.8981	89.81%
CYP inhibitory promiscuity	-	0.9067	90.67%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.6846	68.46%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.7131	71.31%
Skin irritation	+	0.5657	56.57%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5679	56.79%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.5334	53.34%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5176	51.76%
Acute Oral Toxicity (c)	III	0.6101	61.01%
Estrogen receptor binding	+	0.6460	64.60%
Androgen receptor binding	+	0.7455	74.55%
Thyroid receptor binding	+	0.6519	65.19%
Glucocorticoid receptor binding	+	0.6430	64.30%
Aromatase binding	+	0.6277	62.77%
PPAR gamma	+	0.7089	70.89%
Honey bee toxicity	-	0.9079	90.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9409	94.09%

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	98.30%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.51%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.18%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.42%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.55%	85.30%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.74%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	83.70%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.46%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.18%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.14%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.62%	90.00%

Plants that contains it

• Esenbeckia nesiotica

Cross-Links

• PubChem: 154926351
• LOTUS: LTS0153858
• wikiData: Q104950454