[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-hydroxy-4-methylpentyl] acetate

Details

• Internal ID: ba3356b7-6444-4db0-9972-8ea6b3f4f90b
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: [(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-hydroxy-4-methylpentyl] acetate
• InChI: InChI=1S/C18H20O7/c1-9(19)25-14(6-7-18(2,3)24)10-8-13(22)15-11(20)4-5-12(21)16(15)17(10)23/h4-5,8,14,20-21,24H,6-7H2,1-3H3/t14-/m0/s1
• InChI Key: PXZQQYIKQDQBEP-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₇
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.12090297 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	-	0.5180	51.80%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7993	79.93%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9425	94.25%
OATP1B3 inhibitior	-	0.2558	25.58%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7080	70.80%
P-glycoprotein inhibitior	-	0.8659	86.59%
P-glycoprotein substrate	-	0.8050	80.50%
CYP3A4 substrate	+	0.5372	53.72%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.7811	78.11%
CYP2C9 inhibition	-	0.5461	54.61%
CYP2C19 inhibition	-	0.7055	70.55%
CYP2D6 inhibition	-	0.8968	89.68%
CYP1A2 inhibition	+	0.5561	55.61%
CYP2C8 inhibition	-	0.8504	85.04%
CYP inhibitory promiscuity	-	0.7528	75.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8773	87.73%
Carcinogenicity (trinary)	Non-required	0.6203	62.03%
Eye corrosion	-	0.9943	99.43%
Eye irritation	-	0.7321	73.21%
Skin irritation	-	0.6554	65.54%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4588	45.88%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5462	54.62%
skin sensitisation	-	0.6074	60.74%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7943	79.43%
Acute Oral Toxicity (c)	III	0.4085	40.85%
Estrogen receptor binding	+	0.7470	74.70%
Androgen receptor binding	+	0.7144	71.44%
Thyroid receptor binding	+	0.6090	60.90%
Glucocorticoid receptor binding	+	0.7775	77.75%
Aromatase binding	-	0.5326	53.26%
PPAR gamma	+	0.7560	75.60%
Honey bee toxicity	-	0.8987	89.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.00%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.74%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.91%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.79%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.82%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.69%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.37%	99.15%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.22%	100.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.98%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.93%	86.33%

Plants that contains it

• Arnebia speciosa

Cross-Links

• PubChem: 163193227
• LOTUS: LTS0202658
• wikiData: Q105216488