[(2S,3S,5S,8aR)-3-acetyloxy-5,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl] acetate

Details

• Internal ID: 730c4162-c02c-4851-a205-9145349a1c57
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: [(2S,3S,5S,8aR)-3-acetyloxy-5,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl] acetate
• InChI: InChI=1S/C16H24O4/c1-10-6-5-7-16(4)9-15(20-12(3)18)14(8-13(10)16)19-11(2)17/h8,10,14-15H,5-7,9H2,1-4H3/t10-,14-,15-,16+/m0/s1
• InChI Key: OGDBCVYCURFRRJ-BLQKSXIESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.36 g/mol
• Exact Mass: 280.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.7716	77.16%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8229	82.29%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6979	69.79%
P-glycoprotein inhibitior	-	0.7815	78.15%
P-glycoprotein substrate	-	0.8669	86.69%
CYP3A4 substrate	+	0.6113	61.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7677	76.77%
CYP2C9 inhibition	-	0.9009	90.09%
CYP2C19 inhibition	-	0.8935	89.35%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.8863	88.63%
CYP2C8 inhibition	-	0.8250	82.50%
CYP inhibitory promiscuity	-	0.9229	92.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.5830	58.30%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8259	82.59%
Skin irritation	+	0.5649	56.49%
Skin corrosion	-	0.9697	96.97%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7035	70.35%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6680	66.80%
Acute Oral Toxicity (c)	IV	0.5043	50.43%
Estrogen receptor binding	-	0.6478	64.78%
Androgen receptor binding	-	0.6120	61.20%
Thyroid receptor binding	-	0.5102	51.02%
Glucocorticoid receptor binding	-	0.5353	53.53%
Aromatase binding	-	0.7377	73.77%
PPAR gamma	-	0.6508	65.08%
Honey bee toxicity	-	0.8533	85.33%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5545	55.45%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.44%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.07%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.30%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	84.09%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.56%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.80%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	80.29%	90.17%

Plants that contains it

• Inula racemosa

Cross-Links

• PubChem: 162923254
• LOTUS: LTS0088047
• wikiData: Q105191541