[(2R,4aS,5R,8S,8aR)-3,8-dimethyl-6-oxo-5-propan-2-yl-2,4a,5,7,8,8a-hexahydro-1H-naphthalen-2-yl] acetate

Details

• Internal ID: 28cb7f63-0ead-4475-869b-3f9641374dc0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2R,4aS,5R,8S,8aR)-3,8-dimethyl-6-oxo-5-propan-2-yl-2,4a,5,7,8,8a-hexahydro-1H-naphthalen-2-yl] acetate
• InChI: InChI=1S/C17H26O3/c1-9(2)17-14-6-11(4)16(20-12(5)18)8-13(14)10(3)7-15(17)19/h6,9-10,13-14,16-17H,7-8H2,1-5H3/t10-,13+,14+,16+,17+/m0/s1
• InChI Key: BJLBGEPDNAWIIP-MGNHCAFKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 923950-05-4
• AKOS040761082

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8415	84.15%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8116	81.16%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8089	80.89%
P-glycoprotein inhibitior	-	0.8250	82.50%
P-glycoprotein substrate	-	0.6816	68.16%
CYP3A4 substrate	+	0.5658	56.58%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.6602	66.02%
CYP2C9 inhibition	-	0.7472	74.72%
CYP2C19 inhibition	-	0.6670	66.70%
CYP2D6 inhibition	-	0.9242	92.42%
CYP1A2 inhibition	-	0.8088	80.88%
CYP2C8 inhibition	-	0.8889	88.89%
CYP inhibitory promiscuity	-	0.6995	69.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8556	85.56%
Carcinogenicity (trinary)	Non-required	0.5123	51.23%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.7547	75.47%
Skin irritation	-	0.7040	70.40%
Skin corrosion	-	0.9834	98.34%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6540	65.40%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.9177	91.77%
skin sensitisation	+	0.6059	60.59%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6280	62.80%
Acute Oral Toxicity (c)	III	0.6699	66.99%
Estrogen receptor binding	-	0.5820	58.20%
Androgen receptor binding	-	0.5962	59.62%
Thyroid receptor binding	-	0.7639	76.39%
Glucocorticoid receptor binding	-	0.6223	62.23%
Aromatase binding	-	0.9006	90.06%
PPAR gamma	-	0.8536	85.36%
Honey bee toxicity	-	0.7668	76.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.94%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.61%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.52%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	89.70%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.71%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.10%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.91%	93.56%
CHEMBL4208	P20618	Proteasome component C5	83.81%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.34%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.69%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.86%	97.25%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.49%	94.00%

Plants that contains it

• Ageratina adenophora

Cross-Links

• PubChem: 102513183
• LOTUS: LTS0177304
• wikiData: Q104937148