[(4aS,5R,8R,8aS)-8-(3-acetyloxyprop-1-en-2-yl)-5-methyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-yl]methyl acetate

Details

• Internal ID: 00922069-eeb3-4133-8fad-e50710842130
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(4aS,5R,8R,8aS)-8-(3-acetyloxyprop-1-en-2-yl)-5-methyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-2-yl]methyl acetate
• SMILES (Canonical): CC1CCC(C2C1CCC(=C2)COC(=O)C)C(=C)COC(=O)C
• SMILES (Isomeric): C[C@@H]1CC[C@H]([C@H]2[C@H]1CCC(=C2)COC(=O)C)C(=C)COC(=O)C
• InChI: InChI=1S/C19H28O4/c1-12-5-7-18(13(2)10-22-14(3)20)19-9-16(6-8-17(12)19)11-23-15(4)21/h9,12,17-19H,2,5-8,10-11H2,1,3-4H3/t12-,17+,18+,19-/m1/s1
• InChI Key: ZQORICGMKBUCCX-NVAWSTJUSA-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): 52.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.6268	62.68%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6328	63.28%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8943	89.43%
OATP1B3 inhibitior	+	0.9095	90.95%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6024	60.24%
P-glycoprotein inhibitior	-	0.6149	61.49%
P-glycoprotein substrate	-	0.7335	73.35%
CYP3A4 substrate	+	0.5872	58.72%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.6317	63.17%
CYP2C9 inhibition	-	0.6446	64.46%
CYP2C19 inhibition	-	0.5856	58.56%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	-	0.6472	64.72%
CYP2C8 inhibition	+	0.4585	45.85%
CYP inhibitory promiscuity	-	0.5848	58.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6077	60.77%
Eye corrosion	-	0.9359	93.59%
Eye irritation	-	0.6461	64.61%
Skin irritation	-	0.6456	64.56%
Skin corrosion	-	0.9828	98.28%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4565	45.65%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.6524	65.24%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5812	58.12%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6148	61.48%
Acute Oral Toxicity (c)	III	0.6378	63.78%
Estrogen receptor binding	-	0.6579	65.79%
Androgen receptor binding	+	0.5556	55.56%
Thyroid receptor binding	-	0.5599	55.99%
Glucocorticoid receptor binding	+	0.6517	65.17%
Aromatase binding	-	0.6711	67.11%
PPAR gamma	-	0.6549	65.49%
Honey bee toxicity	-	0.8232	82.32%
Biodegradation	-	0.5250	52.50%
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
CHEMBL4040	P28482	MAP kinase ERK2	99.51%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.36%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.26%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.23%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.62%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.78%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.20%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.26%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.80%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.22%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.47%	100.00%

Plants that contains it

• Nolana coelestis

Cross-Links

• PubChem: 162941509
• LOTUS: LTS0177423
• wikiData: Q105381607