7-hydroxy-5,8a-dimethyl-3-propan-2-yl-1H-naphthalene-2,6-dione

Details

• Internal ID: 60bf11b4-6a5b-47aa-9d63-a24a685bb420
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 7-hydroxy-5,8a-dimethyl-3-propan-2-yl-1H-naphthalene-2,6-dione
• SMILES (Canonical): CC1=C2C=C(C(=O)CC2(C=C(C1=O)O)C)C(C)C
• SMILES (Isomeric): CC1=C2C=C(C(=O)CC2(C=C(C1=O)O)C)C(C)C
• InChI: InChI=1S/C15H18O3/c1-8(2)10-5-11-9(3)14(18)13(17)7-15(11,4)6-12(10)16/h5,7-8,17H,6H2,1-4H3
• InChI Key: XVKRAGCXZRUPEO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.89
• 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	+	0.9952	99.52%
Caco-2	+	0.8631	86.31%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8277	82.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9169	91.69%
OATP1B3 inhibitior	+	0.9650	96.50%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7976	79.76%
P-glycoprotein inhibitior	-	0.9474	94.74%
P-glycoprotein substrate	-	0.8731	87.31%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	-	0.6634	66.34%
CYP2C9 inhibition	-	0.7567	75.67%
CYP2C19 inhibition	-	0.7700	77.00%
CYP2D6 inhibition	-	0.8764	87.64%
CYP1A2 inhibition	-	0.8152	81.52%
CYP2C8 inhibition	-	0.9596	95.96%
CYP inhibitory promiscuity	-	0.7120	71.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4801	48.01%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.8025	80.25%
Skin irritation	-	0.5548	55.48%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7054	70.54%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6357	63.57%
skin sensitisation	+	0.6220	62.20%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6822	68.22%
Acute Oral Toxicity (c)	III	0.6727	67.27%
Estrogen receptor binding	-	0.7639	76.39%
Androgen receptor binding	-	0.7089	70.89%
Thyroid receptor binding	-	0.6171	61.71%
Glucocorticoid receptor binding	-	0.5886	58.86%
Aromatase binding	-	0.6124	61.24%
PPAR gamma	-	0.6716	67.16%
Honey bee toxicity	-	0.8965	89.65%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9669	96.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.40%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	94.46%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.89%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.90%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.60%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.32%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.21%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.10%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.86%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.50%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.40%	96.09%

Plants that contains it

• Baccharis boliviensis

Cross-Links

• PubChem: 14262575
• LOTUS: LTS0126696
• wikiData: Q105342944