Methyl 7-acetyloxy-5-(3-methoxy-3-oxopropyl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate

Details

• Internal ID: 481b476b-3e58-4b00-a018-6452f12c023b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: methyl 7-acetyloxy-5-(3-methoxy-3-oxopropyl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate
• InChI: InChI=1S/C21H32O6/c1-13-16(27-14(2)22)12-21(4)15(19(24)26-6)8-7-9-17(21)20(13,3)11-10-18(23)25-5/h8,13,16-17H,7,9-12H2,1-6H3
• InChI Key: BRPLPGDXTHMNKH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₆
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.21988874 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 6
• 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	+	0.9936	99.36%
Caco-2	+	0.8132	81.32%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8060	80.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8791	87.91%
OATP1B3 inhibitior	+	0.9080	90.80%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7763	77.63%
P-glycoprotein inhibitior	+	0.6591	65.91%
P-glycoprotein substrate	-	0.5548	55.48%
CYP3A4 substrate	+	0.6343	63.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9092	90.92%
CYP3A4 inhibition	-	0.6918	69.18%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.9004	90.04%
CYP2D6 inhibition	-	0.9603	96.03%
CYP1A2 inhibition	-	0.9222	92.22%
CYP2C8 inhibition	-	0.5743	57.43%
CYP inhibitory promiscuity	-	0.8400	84.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9063	90.63%
Carcinogenicity (trinary)	Non-required	0.6598	65.98%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.8776	87.76%
Skin irritation	-	0.5784	57.84%
Skin corrosion	-	0.9837	98.37%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7438	74.38%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7469	74.69%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5697	56.97%
Acute Oral Toxicity (c)	III	0.8448	84.48%
Estrogen receptor binding	+	0.6563	65.63%
Androgen receptor binding	-	0.5515	55.15%
Thyroid receptor binding	+	0.6080	60.80%
Glucocorticoid receptor binding	+	0.5820	58.20%
Aromatase binding	-	0.4930	49.30%
PPAR gamma	+	0.6154	61.54%
Honey bee toxicity	-	0.7901	79.01%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	99.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.13%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.51%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.54%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.60%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.15%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.40%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.02%	100.00%
CHEMBL4072	P07858	Cathepsin B	81.96%	93.67%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.81%	85.30%
CHEMBL4040	P28482	MAP kinase ERK2	81.68%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.17%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.96%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.69%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.12%	91.19%

Plants that contains it

• Sindora sumatrana

Cross-Links

• PubChem: 85115063
• LOTUS: LTS0021931
• wikiData: Q104944952