[(1S,5R)-5-[(3S)-3-hydroxy-3-methylpent-4-enyl]-4,6,6-trimethylcyclohex-3-en-1-yl] acetate

Details

• Internal ID: da33dca1-7456-4410-b521-e16b95f96ec6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,5R)-5-[(3S)-3-hydroxy-3-methylpent-4-enyl]-4,6,6-trimethylcyclohex-3-en-1-yl] acetate
• InChI: InChI=1S/C17H28O3/c1-7-17(6,19)11-10-14-12(2)8-9-15(16(14,4)5)20-13(3)18/h7-8,14-15,19H,1,9-11H2,2-6H3/t14-,15+,17-/m1/s1
• InChI Key: KRUDQFXXCLCCAC-HLLBOEOZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 3
• 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	+	0.9956	99.56%
Caco-2	+	0.8018	80.18%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8449	84.49%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8717	87.17%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6800	68.00%
P-glycoprotein inhibitior	-	0.8648	86.48%
P-glycoprotein substrate	-	0.8134	81.34%
CYP3A4 substrate	+	0.5943	59.43%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.7860	78.60%
CYP2C9 inhibition	-	0.7945	79.45%
CYP2C19 inhibition	-	0.8561	85.61%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.9263	92.63%
CYP2C8 inhibition	-	0.5800	58.00%
CYP inhibitory promiscuity	-	0.9341	93.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8286	82.86%
Carcinogenicity (trinary)	Non-required	0.6047	60.47%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9506	95.06%
Skin irritation	+	0.5846	58.46%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6065	60.65%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6071	60.71%
skin sensitisation	+	0.7644	76.44%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4753	47.53%
Acute Oral Toxicity (c)	III	0.7970	79.70%
Estrogen receptor binding	+	0.5924	59.24%
Androgen receptor binding	-	0.6932	69.32%
Thyroid receptor binding	+	0.5417	54.17%
Glucocorticoid receptor binding	+	0.6597	65.97%
Aromatase binding	-	0.5737	57.37%
PPAR gamma	+	0.6136	61.36%
Honey bee toxicity	-	0.7390	73.90%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9876	98.76%

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	97.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.81%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.52%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.74%	90.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.70%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.48%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.45%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.92%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.50%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.14%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.06%	91.19%

Plants that contains it

• Artemisia chamaemelifolia

Cross-Links

• PubChem: 162964211
• LOTUS: LTS0178692
• wikiData: Q105145233