Hibiscoquinone A

Details

• Internal ID: 584cd695-e9d0-495a-af98-ca85e2161472
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-hydroxy-6-methyl-7,8-dioxo-4-propan-2-ylnaphthalene-1-carbaldehyde
• InChI: InChI=1S/C15H14O4/c1-7(2)9-5-12(17)11(6-16)13-10(9)4-8(3)14(18)15(13)19/h4-7,17H,1-3H3
• InChI Key: RYRSAPYRKZIJNE-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 74635-96-4
• C10352
• 2-hydroxy-6-methyl-7,8-dioxo-4-propan-2-ylnaphthalene-1-carbaldehyde
• AC1L9DC2
• CHEBI:5715
• DTXSID10331933
• 2-hydroxy-6-methyl-7,8-dioxo-4-(propan-2-yl)-7,8-dihydronaphthalene-1-carbaldehyde
• Q27106865

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.7094	70.94%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8285	82.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8467	84.67%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8695	86.95%
P-glycoprotein inhibitior	-	0.9469	94.69%
P-glycoprotein substrate	-	0.8751	87.51%
CYP3A4 substrate	-	0.5650	56.50%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.7266	72.66%
CYP2C9 inhibition	+	0.7871	78.71%
CYP2C19 inhibition	+	0.5646	56.46%
CYP2D6 inhibition	-	0.7718	77.18%
CYP1A2 inhibition	+	0.9139	91.39%
CYP2C8 inhibition	-	0.9276	92.76%
CYP inhibitory promiscuity	+	0.6431	64.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9471	94.71%
Carcinogenicity (trinary)	Non-required	0.5709	57.09%
Eye corrosion	-	0.9853	98.53%
Eye irritation	+	0.6527	65.27%
Skin irritation	-	0.5551	55.51%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8134	81.34%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6802	68.02%
skin sensitisation	+	0.5722	57.22%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5435	54.35%
Acute Oral Toxicity (c)	III	0.6052	60.52%
Estrogen receptor binding	-	0.4744	47.44%
Androgen receptor binding	-	0.5192	51.92%
Thyroid receptor binding	-	0.5818	58.18%
Glucocorticoid receptor binding	-	0.5058	50.58%
Aromatase binding	-	0.5973	59.73%
PPAR gamma	-	0.7472	74.72%
Honey bee toxicity	-	0.8011	80.11%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	98.04%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.35%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	94.08%	98.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.88%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	90.89%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.77%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.47%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.92%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.04%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.40%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	84.60%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.41%	93.03%
CHEMBL1978	P11511	Cytochrome P450 19A1	81.24%	91.76%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.22%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 442745
• LOTUS: LTS0031003
• wikiData: Q27106865