[3-(acetyloxymethyl)-5-(1,2,4a-trimethyl-5-methylidene-3,4,8,8a-tetrahydro-2H-naphthalen-1-yl)pent-2-enyl] acetate

Details

• Internal ID: 39298fab-5391-4c0d-a832-73ec3b7c3320
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: [3-(acetyloxymethyl)-5-(1,2,4a-trimethyl-5-methylidene-3,4,8,8a-tetrahydro-2H-naphthalen-1-yl)pent-2-enyl] acetate
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(=CCOC(=O)C)COC(=O)C)CC=CC2=C)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC(=CCOC(=O)C)COC(=O)C)CC=CC2=C)C
• InChI: InChI=1S/C24H36O4/c1-17-8-7-9-22-23(17,5)13-10-18(2)24(22,6)14-11-21(16-28-20(4)26)12-15-27-19(3)25/h7-8,12,18,22H,1,9-11,13-16H2,2-6H3
• InChI Key: UOSHFIFNOGCKFM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₄
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.26135963 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.39
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	-	0.5160	51.60%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6996	69.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8507	85.07%
OATP1B3 inhibitior	+	0.8678	86.78%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9266	92.66%
P-glycoprotein inhibitior	+	0.6714	67.14%
P-glycoprotein substrate	-	0.7104	71.04%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.6359	63.59%
CYP2C9 inhibition	-	0.7483	74.83%
CYP2C19 inhibition	-	0.6295	62.95%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.7758	77.58%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.5895	58.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5543	55.43%
Eye corrosion	-	0.9696	96.96%
Eye irritation	-	0.8769	87.69%
Skin irritation	-	0.6140	61.40%
Skin corrosion	-	0.9817	98.17%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7472	74.72%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.6135	61.35%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5308	53.08%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6321	63.21%
Acute Oral Toxicity (c)	III	0.6529	65.29%
Estrogen receptor binding	+	0.7773	77.73%
Androgen receptor binding	+	0.5284	52.84%
Thyroid receptor binding	+	0.6611	66.11%
Glucocorticoid receptor binding	+	0.7340	73.40%
Aromatase binding	+	0.6193	61.93%
PPAR gamma	+	0.5857	58.57%
Honey bee toxicity	-	0.8289	82.89%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
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	97.45%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.31%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.62%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.41%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	87.69%	83.82%
CHEMBL2581	P07339	Cathepsin D	87.47%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.41%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.06%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.48%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	80.72%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.62%	95.50%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.24%	85.30%

Plants that contains it

• Baccharis boliviensis

Cross-Links

• PubChem: 162906973
• LOTUS: LTS0265705
• wikiData: Q105276557