3-Hydroxychimaphilin

Details

• Internal ID: 914213bc-cc39-4db0-9387-c3e47f9ea131
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 4-hydroxy-3,6-dimethylnaphthalene-1,2-dione
• InChI: InChI=1S/C12H10O3/c1-6-3-4-8-9(5-6)10(13)7(2)11(14)12(8)15/h3-5,13H,1-2H3
• InChI Key: PPKSZCGTLRGKCE-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₃
• Molecular Weight: 202.21 g/mol
• Exact Mass: 202.062994177 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 33253-99-5
• 2-Hydroxy-3,6-dimethylnaphthalene-1,4-dione
• 4-hydroxy-3,6-dimethylnaphthalene-1,2-dione
• 1,4-Naphthalenedione, 2-hydroxy-3,6-dimethyl- (9CI)
• CHEMBL448082
• AKOS027405019
• 1,4-Naphthalenedione,2-hydroxy-3,6-dimethyl-(9ci)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8296	82.96%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8557	85.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9144	91.44%
OATP1B3 inhibitior	+	0.9703	97.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7962	79.62%
P-glycoprotein inhibitior	-	0.9694	96.94%
P-glycoprotein substrate	-	0.9502	95.02%
CYP3A4 substrate	-	0.6712	67.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.7943	79.43%
CYP2C9 inhibition	+	0.8202	82.02%
CYP2C19 inhibition	-	0.5511	55.11%
CYP2D6 inhibition	-	0.6478	64.78%
CYP1A2 inhibition	+	0.9255	92.55%
CYP2C8 inhibition	-	0.9585	95.85%
CYP inhibitory promiscuity	+	0.6405	64.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8871	88.71%
Carcinogenicity (trinary)	Non-required	0.5533	55.33%
Eye corrosion	-	0.9781	97.81%
Eye irritation	+	0.9682	96.82%
Skin irritation	+	0.6294	62.94%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8667	86.67%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.7305	73.05%
skin sensitisation	+	0.7324	73.24%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6377	63.77%
Acute Oral Toxicity (c)	II	0.4869	48.69%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6809	68.09%
Thyroid receptor binding	-	0.7034	70.34%
Glucocorticoid receptor binding	-	0.5574	55.74%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6690	66.90%
Honey bee toxicity	-	0.9437	94.37%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9839	98.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.09%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.88%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	87.12%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.04%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.56%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.20%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.04%	90.93%
CHEMBL2039	P27338	Monoamine oxidase B	82.75%	92.51%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.81%	93.03%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.12%	96.67%

Plants that contains it

• Moneses uniflora

Cross-Links

• PubChem: 10560021
• LOTUS: LTS0171426
• wikiData: Q105212943