[(1R,4S,4aR,8aR)-4-hydroxy-4,8a-dimethyl-6-propan-2-yl-1,2,3,4a,5,8-hexahydronaphthalen-1-yl] acetate

Details

• Internal ID: 53a493c7-07bd-4794-9222-2357467efa45
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,4S,4aR,8aR)-4-hydroxy-4,8a-dimethyl-6-propan-2-yl-1,2,3,4a,5,8-hexahydronaphthalen-1-yl] acetate
• InChI: InChI=1S/C17H28O3/c1-11(2)13-6-8-16(4)14(10-13)17(5,19)9-7-15(16)20-12(3)18/h6,11,14-15,19H,7-10H2,1-5H3/t14-,15-,16-,17+/m1/s1
• InChI Key: DYCMQHUZIVGTKP-VQHPVUNQSA-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: 3.00
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.5945	59.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8679	86.79%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8432	84.32%
P-glycoprotein inhibitior	-	0.8309	83.09%
P-glycoprotein substrate	-	0.8876	88.76%
CYP3A4 substrate	+	0.6100	61.00%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.7848	78.48%
CYP2C9 inhibition	-	0.7572	75.72%
CYP2C19 inhibition	-	0.6834	68.34%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.8822	88.22%
CYP2C8 inhibition	-	0.8449	84.49%
CYP inhibitory promiscuity	-	0.9029	90.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.5607	56.07%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.7125	71.25%
Skin irritation	+	0.6463	64.63%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5278	52.78%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5334	53.34%
skin sensitisation	+	0.5641	56.41%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5818	58.18%
Acute Oral Toxicity (c)	III	0.7836	78.36%
Estrogen receptor binding	+	0.6157	61.57%
Androgen receptor binding	-	0.6155	61.55%
Thyroid receptor binding	+	0.5565	55.65%
Glucocorticoid receptor binding	-	0.6248	62.48%
Aromatase binding	-	0.6861	68.61%
PPAR gamma	-	0.4885	48.85%
Honey bee toxicity	-	0.8861	88.61%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5405	54.05%
Fish aquatic toxicity	+	0.9955	99.55%

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	97.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.99%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.89%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.57%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.12%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.21%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.98%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.97%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.87%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.78%	100.00%
CHEMBL5028	O14672	ADAM10	81.27%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.11%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.28%	82.69%

Plants that contains it

• Pulicaria arabica subsp. hispanica

Cross-Links

• PubChem: 14396693
• LOTUS: LTS0186291
• wikiData: Q104991317