5,8-dihydroxy-2-[(1S)-1-hydroxyethyl]-3,6,7-trimethoxynaphthalene-1,4-dione

Details

• Internal ID: ca562a64-c91d-45cd-9ff3-fc51adfbc02e
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5,8-dihydroxy-2-[(1S)-1-hydroxyethyl]-3,6,7-trimethoxynaphthalene-1,4-dione
• InChI: InChI=1S/C15H16O8/c1-5(16)6-9(17)7-8(10(18)13(6)21-2)12(20)15(23-4)14(22-3)11(7)19/h5,16,19-20H,1-4H3/t5-/m0/s1
• InChI Key: MLCUICWDVDPTKK-YFKPBYRVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₈
• Molecular Weight: 324.28 g/mol
• Exact Mass: 324.08451746 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.78
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.5173	51.73%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7185	71.85%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.9211	92.11%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8500	85.00%
P-glycoprotein inhibitior	-	0.7922	79.22%
P-glycoprotein substrate	-	0.9686	96.86%
CYP3A4 substrate	-	0.5452	54.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8111	81.11%
CYP3A4 inhibition	-	0.6339	63.39%
CYP2C9 inhibition	+	0.5077	50.77%
CYP2C19 inhibition	+	0.5856	58.56%
CYP2D6 inhibition	-	0.7476	74.76%
CYP1A2 inhibition	+	0.8733	87.33%
CYP2C8 inhibition	-	0.9086	90.86%
CYP inhibitory promiscuity	+	0.6976	69.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9135	91.35%
Carcinogenicity (trinary)	Non-required	0.5503	55.03%
Eye corrosion	-	0.9843	98.43%
Eye irritation	+	0.8590	85.90%
Skin irritation	-	0.6129	61.29%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7058	70.58%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7087	70.87%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5142	51.42%
Acute Oral Toxicity (c)	II	0.4945	49.45%
Estrogen receptor binding	+	0.7078	70.78%
Androgen receptor binding	-	0.7854	78.54%
Thyroid receptor binding	-	0.5429	54.29%
Glucocorticoid receptor binding	+	0.6931	69.31%
Aromatase binding	-	0.5355	53.55%
PPAR gamma	+	0.5779	57.79%
Honey bee toxicity	-	0.9000	90.00%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	96.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.44%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.39%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.27%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.51%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.99%	99.23%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.72%	92.68%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.11%	99.15%

Plants that contains it

• Lomandra hastilis

Cross-Links

• PubChem: 94841688
• LOTUS: LTS0243544
• wikiData: Q105166505