4-acetyloxy-5-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-2-enoic acid

Details

• Internal ID: 53eab623-1865-404f-a96b-12f9865031e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4-acetyloxy-5-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-2-enoic acid
• InChI: InChI=1S/C22H34O4/c1-14-8-9-19-21(4,5)10-7-11-22(19,6)17(14)13-18(26-16(3)23)15(2)12-20(24)25/h12,17-19H,1,7-11,13H2,2-6H3,(H,24,25)
• InChI Key: HHYMHAFBPNXEIC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.24570956 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.14
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.5934	59.34%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7378	73.78%
OATP2B1 inhibitior	-	0.8666	86.66%
OATP1B1 inhibitior	+	0.8604	86.04%
OATP1B3 inhibitior	-	0.3400	34.00%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6638	66.38%
P-glycoprotein inhibitior	-	0.5304	53.04%
P-glycoprotein substrate	-	0.8157	81.57%
CYP3A4 substrate	+	0.6410	64.10%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.9167	91.67%
CYP3A4 inhibition	+	0.5081	50.81%
CYP2C9 inhibition	-	0.8297	82.97%
CYP2C19 inhibition	-	0.8606	86.06%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.8706	87.06%
CYP2C8 inhibition	+	0.4706	47.06%
CYP inhibitory promiscuity	-	0.8272	82.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6887	68.87%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8756	87.56%
Skin irritation	-	0.5356	53.56%
Skin corrosion	-	0.9821	98.21%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8298	82.98%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6548	65.48%
skin sensitisation	+	0.6121	61.21%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6503	65.03%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7929	79.29%
Acute Oral Toxicity (c)	III	0.8541	85.41%
Estrogen receptor binding	+	0.6448	64.48%
Androgen receptor binding	+	0.5279	52.79%
Thyroid receptor binding	+	0.6181	61.81%
Glucocorticoid receptor binding	+	0.7362	73.62%
Aromatase binding	+	0.5548	55.48%
PPAR gamma	+	0.6572	65.72%
Honey bee toxicity	-	0.7942	79.42%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.43%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.01%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.53%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	91.33%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.38%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.81%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.82%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.22%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.04%	95.50%
CHEMBL2061	P19793	Retinoid X receptor alpha	81.07%	91.67%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.82%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.31%	95.89%
CHEMBL5028	O14672	ADAM10	80.13%	97.50%

Plants that contains it

• Leiocarpa semicalva

Cross-Links

• PubChem: 162900262
• LOTUS: LTS0094342
• wikiData: Q105028671