[(1S,2R,4aR,8aS)-4a-hydroxy-4,7-dimethyl-1-propan-2-yl-2,5,6,8a-tetrahydro-1H-naphthalen-2-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: f729139a-54e5-425d-9c18-c2bd8b9aeb75
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2R,4aR,8aS)-4a-hydroxy-4,7-dimethyl-1-propan-2-yl-2,5,6,8a-tetrahydro-1H-naphthalen-2-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H30O3/c1-7-14(5)19(21)23-17-11-15(6)20(22)9-8-13(4)10-16(20)18(17)12(2)3/h7,10-12,16-18,22H,8-9H2,1-6H3/b14-7+/t16-,17-,18-,20-/m0/s1
• InChI Key: FUNONZMSLNEAKR-LJCLUZMRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8237	82.37%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7995	79.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5835	58.35%
P-glycoprotein inhibitior	-	0.6644	66.44%
P-glycoprotein substrate	-	0.7774	77.74%
CYP3A4 substrate	+	0.5983	59.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8905	89.05%
CYP3A4 inhibition	-	0.7632	76.32%
CYP2C9 inhibition	-	0.8250	82.50%
CYP2C19 inhibition	-	0.8390	83.90%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.9004	90.04%
CYP2C8 inhibition	-	0.8710	87.10%
CYP inhibitory promiscuity	-	0.9017	90.17%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.5060	50.60%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9516	95.16%
Skin irritation	+	0.6014	60.14%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7104	71.04%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6240	62.40%
skin sensitisation	+	0.6477	64.77%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7332	73.32%
Acute Oral Toxicity (c)	III	0.7481	74.81%
Estrogen receptor binding	+	0.5738	57.38%
Androgen receptor binding	-	0.5808	58.08%
Thyroid receptor binding	+	0.6572	65.72%
Glucocorticoid receptor binding	+	0.7259	72.59%
Aromatase binding	-	0.5198	51.98%
PPAR gamma	+	0.5646	56.46%
Honey bee toxicity	-	0.6665	66.65%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9765	97.65%

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	95.85%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.60%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.08%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.38%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.47%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.55%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.20%	98.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.98%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.62%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.47%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.31%	95.89%

Plants that contains it

• Heterotheca grandiflora

Cross-Links

• PubChem: 162845794
• LOTUS: LTS0181889
• wikiData: Q105001852