5,8-dihydroxy-6-(hydroxymethyl)-7-[(2R)-2-hydroxypropyl]-2-methoxynaphthalene-1,4-dione

Details

• Internal ID: f77eeeff-0a7a-441e-85ca-6fa96e30cbc0
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5,8-dihydroxy-6-(hydroxymethyl)-7-[(2R)-2-hydroxypropyl]-2-methoxynaphthalene-1,4-dione
• InChI: InChI=1S/C15H16O7/c1-6(17)3-7-8(5-16)14(20)11-9(18)4-10(22-2)15(21)12(11)13(7)19/h4,6,16-17,19-20H,3,5H2,1-2H3/t6-/m1/s1
• InChI Key: PVUMOWLOJMWXJT-ZCFIWIBFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₇
• Molecular Weight: 308.28 g/mol
• Exact Mass: 308.08960285 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9796	97.96%
Caco-2	-	0.5192	51.92%
Blood Brain Barrier	-	0.5495	54.95%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5990	59.90%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.8458	84.58%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9152	91.52%
BSEP inhibitior	-	0.7703	77.03%
P-glycoprotein inhibitior	-	0.9081	90.81%
P-glycoprotein substrate	-	0.8536	85.36%
CYP3A4 substrate	-	0.5375	53.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8384	83.84%
CYP3A4 inhibition	+	0.6263	62.63%
CYP2C9 inhibition	-	0.6933	69.33%
CYP2C19 inhibition	-	0.6200	62.00%
CYP2D6 inhibition	-	0.7394	73.94%
CYP1A2 inhibition	+	0.7365	73.65%
CYP2C8 inhibition	-	0.7963	79.63%
CYP inhibitory promiscuity	-	0.6581	65.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9432	94.32%
Carcinogenicity (trinary)	Non-required	0.7418	74.18%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.4943	49.43%
Skin irritation	-	0.7830	78.30%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6132	61.32%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5337	53.37%
skin sensitisation	-	0.7549	75.49%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5313	53.13%
Acute Oral Toxicity (c)	III	0.5681	56.81%
Estrogen receptor binding	+	0.6790	67.90%
Androgen receptor binding	+	0.5498	54.98%
Thyroid receptor binding	-	0.6967	69.67%
Glucocorticoid receptor binding	+	0.8052	80.52%
Aromatase binding	-	0.5627	56.27%
PPAR gamma	+	0.7178	71.78%
Honey bee toxicity	-	0.9082	90.82%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9746	97.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.08%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.25%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.91%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.25%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.01%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	86.04%	90.20%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.83%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.14%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.72%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.72%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.53%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163185850
• LOTUS: LTS0045141
• wikiData: Q105215605