(2R,3S)-2,6-dihydroxy-3,8-dimethyl-5-propan-2-yl-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: 156fafc6-2143-4295-9cb7-64446483fa51
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2R,3S)-2,6-dihydroxy-3,8-dimethyl-5-propan-2-yl-3,4-dihydro-2H-naphthalen-1-one
• InChI: InChI=1S/C15H20O3/c1-7(2)12-10-5-9(4)14(17)15(18)13(10)8(3)6-11(12)16/h6-7,9,14,16-17H,5H2,1-4H3/t9-,14+/m0/s1
• InChI Key: ZQPNXVQVWRIUIH-LKFCYVNXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.5973	59.73%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8598	85.98%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.9082	90.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8909	89.09%
P-glycoprotein inhibitior	-	0.9589	95.89%
P-glycoprotein substrate	-	0.8526	85.26%
CYP3A4 substrate	-	0.5202	52.02%
CYP2C9 substrate	+	0.6027	60.27%
CYP2D6 substrate	-	0.7680	76.80%
CYP3A4 inhibition	-	0.8358	83.58%
CYP2C9 inhibition	+	0.5930	59.30%
CYP2C19 inhibition	-	0.6333	63.33%
CYP2D6 inhibition	-	0.8466	84.66%
CYP1A2 inhibition	+	0.9136	91.36%
CYP2C8 inhibition	-	0.9371	93.71%
CYP inhibitory promiscuity	-	0.5308	53.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5432	54.32%
Eye corrosion	-	0.9709	97.09%
Eye irritation	-	0.5222	52.22%
Skin irritation	-	0.5898	58.98%
Skin corrosion	-	0.9004	90.04%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6716	67.16%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7177	71.77%
skin sensitisation	-	0.5451	54.51%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5245	52.45%
Acute Oral Toxicity (c)	III	0.7955	79.55%
Estrogen receptor binding	-	0.5942	59.42%
Androgen receptor binding	-	0.6446	64.46%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5455	54.55%
Aromatase binding	-	0.8687	86.87%
PPAR gamma	-	0.8028	80.28%
Honey bee toxicity	-	0.9325	93.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	97.13%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.57%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.56%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.44%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.20%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.03%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	88.08%	91.49%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.22%	94.80%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.24%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.09%	96.09%
CHEMBL4208	P20618	Proteasome component C5	83.08%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.66%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.01%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.19%	86.00%

Plants that contains it

• Mansonia gagei

Cross-Links

• PubChem: 10922890
• LOTUS: LTS0199216
• wikiData: Q105381629