methyl 2-(7-acetyloxy-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl)prop-2-enoate

Details

• Internal ID: a76e379a-c4c8-44ee-a08d-74727bf084e0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: methyl 2-(7-acetyloxy-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl)prop-2-enoate
• SMILES (Canonical): CC1=C2CC(CCC2(CCC1OC(=O)C)C)C(=C)C(=O)OC
• SMILES (Isomeric): CC1=C2CC(CCC2(CCC1OC(=O)C)C)C(=C)C(=O)OC
• InChI: InChI=1S/C18H26O4/c1-11(17(20)21-5)14-6-8-18(4)9-7-16(22-13(3)19)12(2)15(18)10-14/h14,16H,1,6-10H2,2-5H3
• InChI Key: ZZAYEDCFAAESIL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 4
• 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	+	0.9935	99.35%
Caco-2	+	0.8417	84.17%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7979	79.79%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.8982	89.82%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6890	68.90%
P-glycoprotein inhibitior	-	0.5252	52.52%
P-glycoprotein substrate	-	0.7117	71.17%
CYP3A4 substrate	+	0.6341	63.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8886	88.86%
CYP3A4 inhibition	-	0.6212	62.12%
CYP2C9 inhibition	-	0.8515	85.15%
CYP2C19 inhibition	-	0.8567	85.67%
CYP2D6 inhibition	-	0.9588	95.88%
CYP1A2 inhibition	-	0.8007	80.07%
CYP2C8 inhibition	-	0.7438	74.38%
CYP inhibitory promiscuity	-	0.9289	92.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9063	90.63%
Carcinogenicity (trinary)	Non-required	0.6378	63.78%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.5925	59.25%
Skin irritation	-	0.5391	53.91%
Skin corrosion	-	0.9734	97.34%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7413	74.13%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	-	0.7157	71.57%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7788	77.88%
Acute Oral Toxicity (c)	III	0.8504	85.04%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5335	53.35%
Thyroid receptor binding	-	0.5867	58.67%
Glucocorticoid receptor binding	+	0.6650	66.50%
Aromatase binding	+	0.5300	53.00%
PPAR gamma	+	0.5431	54.31%
Honey bee toxicity	-	0.6066	60.66%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.55%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.09%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.52%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.78%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.25%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.59%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.74%	94.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.51%	91.03%
CHEMBL5028	O14672	ADAM10	82.25%	97.50%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.17%	98.99%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.05%	95.50%

Plants that contains it

• Cassinia subtropica

Cross-Links

• PubChem: 14191254
• LOTUS: LTS0048754
• wikiData: Q105386641