[(1R)-3-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,2,4-trimethyl-5-oxocyclohex-3-en-1-yl] acetate

Details

• Internal ID: eae9d634-cf45-46ab-be40-5da5ab900d64
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R)-3-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,2,4-trimethyl-5-oxocyclohex-3-en-1-yl] acetate
• InChI: InChI=1S/C17H26O4/c1-7-17(6,20)9-8-13-11(2)14(19)10-15(16(13,4)5)21-12(3)18/h7,15,20H,1,8-10H2,2-6H3/t15-,17-/m1/s1
• InChI Key: HHZNVUJWWSMQHR-NVXWUHKLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₄
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.18310931 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	+	0.7386	73.86%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8396	83.96%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8415	84.15%
OATP1B3 inhibitior	+	0.8518	85.18%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6159	61.59%
P-glycoprotein inhibitior	-	0.7839	78.39%
P-glycoprotein substrate	-	0.7915	79.15%
CYP3A4 substrate	+	0.6338	63.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9102	91.02%
CYP3A4 inhibition	-	0.7570	75.70%
CYP2C9 inhibition	-	0.7898	78.98%
CYP2C19 inhibition	-	0.8281	82.81%
CYP2D6 inhibition	-	0.9507	95.07%
CYP1A2 inhibition	-	0.9111	91.11%
CYP2C8 inhibition	-	0.6629	66.29%
CYP inhibitory promiscuity	-	0.9696	96.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8186	81.86%
Carcinogenicity (trinary)	Non-required	0.6546	65.46%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.8249	82.49%
Skin irritation	+	0.5437	54.37%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6345	63.45%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5950	59.50%
skin sensitisation	+	0.5371	53.71%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5062	50.62%
Acute Oral Toxicity (c)	III	0.5049	50.49%
Estrogen receptor binding	-	0.5187	51.87%
Androgen receptor binding	-	0.5082	50.82%
Thyroid receptor binding	-	0.5617	56.17%
Glucocorticoid receptor binding	+	0.5619	56.19%
Aromatase binding	-	0.5709	57.09%
PPAR gamma	+	0.6251	62.51%
Honey bee toxicity	-	0.7848	78.48%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	94.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.61%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.21%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.04%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.76%	90.93%
CHEMBL340	P08684	Cytochrome P450 3A4	86.29%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.33%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.74%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.47%	100.00%
CHEMBL5028	O14672	ADAM10	83.02%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	81.90%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.69%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.38%	93.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.00%	89.34%

Plants that contains it

• Artemisia chamaemelifolia

Cross-Links

• PubChem: 162960480
• LOTUS: LTS0088964
• wikiData: Q105028699