2-[4a,8-dimethyl-6-(2-methylpropanoyloxy)-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: 9863a3a8-7bb7-49ca-a55e-5b4fe8fe9049
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[4a,8-dimethyl-6-(2-methylpropanoyloxy)-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid
• InChI: InChI=1S/C19H28O4/c1-11(2)18(22)23-15-8-12(3)16-9-14(13(4)17(20)21)6-7-19(16,5)10-15/h8,11,14-16H,4,6-7,9-10H2,1-3,5H3,(H,20,21)
• InChI Key: SNTYLECWKMEVEL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.97
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.6212	62.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8364	83.64%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	-	0.3178	31.78%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7251	72.51%
P-glycoprotein inhibitior	-	0.7885	78.85%
P-glycoprotein substrate	-	0.7614	76.14%
CYP3A4 substrate	+	0.6206	62.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.6455	64.55%
CYP2C9 inhibition	-	0.8083	80.83%
CYP2C19 inhibition	-	0.8235	82.35%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.7223	72.23%
CYP2C8 inhibition	-	0.6845	68.45%
CYP inhibitory promiscuity	-	0.9391	93.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.6652	66.52%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8812	88.12%
Skin irritation	+	0.5330	53.30%
Skin corrosion	-	0.9711	97.11%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5486	54.86%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.5253	52.53%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6420	64.20%
Acute Oral Toxicity (c)	III	0.8494	84.94%
Estrogen receptor binding	+	0.7701	77.01%
Androgen receptor binding	-	0.4835	48.35%
Thyroid receptor binding	+	0.5814	58.14%
Glucocorticoid receptor binding	+	0.6556	65.56%
Aromatase binding	+	0.5391	53.91%
PPAR gamma	+	0.6538	65.38%
Honey bee toxicity	-	0.8057	80.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.86%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.29%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.36%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.00%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.67%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.73%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	86.49%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.41%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.62%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.33%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.17%	93.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.90%	91.07%

Plants that contains it

• Dittrichia viscosa

Cross-Links

• PubChem: 163023662
• LOTUS: LTS0253064
• wikiData: Q105256680