3-(2-hydroxypropan-2-yl)-5,8a-dimethyl-7,8-dihydro-1H-naphthalene-2,6-dione

Details

• Internal ID: 211d83d9-549e-4cc0-ab1f-54e457c2b974
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 3-(2-hydroxypropan-2-yl)-5,8a-dimethyl-7,8-dihydro-1H-naphthalene-2,6-dione
• SMILES (Canonical): CC1=C2C=C(C(=O)CC2(CCC1=O)C)C(C)(C)O
• SMILES (Isomeric): CC1=C2C=C(C(=O)CC2(CCC1=O)C)C(C)(C)O
• InChI: InChI=1S/C15H20O3/c1-9-10-7-11(14(2,3)18)13(17)8-15(10,4)6-5-12(9)16/h7,18H,5-6,8H2,1-4H3
• InChI Key: MJSMRMKXUGPFBQ-UHFFFAOYSA-N
• Popularity: 0 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): 54.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8817	88.17%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8331	83.31%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.6515	65.15%
P-glycoprotein inhibitior	-	0.9281	92.81%
P-glycoprotein substrate	-	0.8963	89.63%
CYP3A4 substrate	+	0.5488	54.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8848	88.48%
CYP3A4 inhibition	-	0.7327	73.27%
CYP2C9 inhibition	-	0.7688	76.88%
CYP2C19 inhibition	-	0.8143	81.43%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.6951	69.51%
CYP2C8 inhibition	-	0.9417	94.17%
CYP inhibitory promiscuity	-	0.8418	84.18%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4980	49.80%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.8034	80.34%
Skin irritation	+	0.6246	62.46%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8535	85.35%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5922	59.22%
skin sensitisation	+	0.4779	47.79%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6063	60.63%
Acute Oral Toxicity (c)	III	0.6774	67.74%
Estrogen receptor binding	-	0.7630	76.30%
Androgen receptor binding	-	0.6974	69.74%
Thyroid receptor binding	-	0.5334	53.34%
Glucocorticoid receptor binding	-	0.6637	66.37%
Aromatase binding	-	0.7282	72.82%
PPAR gamma	-	0.7306	73.06%
Honey bee toxicity	-	0.9276	92.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.82%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.05%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.89%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.00%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.57%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.82%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.78%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.75%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.62%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.46%	93.04%

Plants that contains it

• Isocoma pluriflora

Cross-Links

• PubChem: 162852174
• LOTUS: LTS0203008
• wikiData: Q105165635