[(1S,2S,8aS)-4,7-dimethyl-6-oxo-1-propan-2-yl-2,3,5,8a-tetrahydro-1H-naphthalen-2-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: e3b31882-4bf9-42ff-8ef9-eff60ea281e6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2S,8aS)-4,7-dimethyl-6-oxo-1-propan-2-yl-2,3,5,8a-tetrahydro-1H-naphthalen-2-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=C2CC(=O)C(=CC2C1C(C)C)C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1CC(=C2CC(=O)C(=C[C@H]2[C@@H]1C(C)C)C)C
• InChI: InChI=1S/C20H28O3/c1-7-12(4)20(22)23-18-9-13(5)15-10-17(21)14(6)8-16(15)19(18)11(2)3/h7-8,11,16,18-19H,9-10H2,1-6H3/b12-7+/t16-,18+,19+/m1/s1
• InChI Key: KSNCJWJBHSJBQD-ISNOIZGUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• 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	+	0.8944	89.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8206	82.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6267	62.67%
P-glycoprotein inhibitior	-	0.4774	47.74%
P-glycoprotein substrate	-	0.6848	68.48%
CYP3A4 substrate	+	0.5402	54.02%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	-	0.7078	70.78%
CYP2C9 inhibition	-	0.7217	72.17%
CYP2C19 inhibition	-	0.6713	67.13%
CYP2D6 inhibition	-	0.9196	91.96%
CYP1A2 inhibition	-	0.7991	79.91%
CYP2C8 inhibition	-	0.8910	89.10%
CYP inhibitory promiscuity	-	0.7190	71.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8556	85.56%
Carcinogenicity (trinary)	Non-required	0.5103	51.03%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.8802	88.02%
Skin irritation	-	0.7008	70.08%
Skin corrosion	-	0.9810	98.10%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8749	87.49%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6712	67.12%
skin sensitisation	+	0.5455	54.55%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4565	45.65%
Acute Oral Toxicity (c)	III	0.7122	71.22%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5799	57.99%
Thyroid receptor binding	-	0.6033	60.33%
Glucocorticoid receptor binding	-	0.4824	48.24%
Aromatase binding	-	0.6374	63.74%
PPAR gamma	-	0.5101	51.01%
Honey bee toxicity	-	0.6878	68.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.40%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.99%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.91%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.76%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.15%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.69%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	85.28%	97.79%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.70%	93.03%
CHEMBL221	P23219	Cyclooxygenase-1	84.69%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.42%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.32%	95.89%

Plants that contains it

• Heterotheca grandiflora

Cross-Links

• PubChem: 162956301
• LOTUS: LTS0060656
• wikiData: Q105145503