(2S,3S)-2-hydroxy-3-(3-methylbut-2-enyl)-2,3-dihydronaphthalene-1,4-dione

Details

• Internal ID: 740cd375-d10f-4d0d-af05-3cf057bb38f8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin K compounds
• IUPAC Name: (2S,3S)-2-hydroxy-3-(3-methylbut-2-enyl)-2,3-dihydronaphthalene-1,4-dione
• InChI: InChI=1S/C15H16O3/c1-9(2)7-8-12-13(16)10-5-3-4-6-11(10)14(17)15(12)18/h3-7,12,15,18H,8H2,1-2H3/t12-,15+/m1/s1
• InChI Key: SIUGQQMOYSVTAT-DOMZBBRYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8012	80.12%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8532	85.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8099	80.99%
P-glycoprotein inhibitior	-	0.9137	91.37%
P-glycoprotein substrate	-	0.9288	92.88%
CYP3A4 substrate	-	0.5690	56.90%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.7492	74.92%
CYP3A4 inhibition	-	0.8820	88.20%
CYP2C9 inhibition	+	0.9264	92.64%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.6167	61.67%
CYP1A2 inhibition	+	0.9060	90.60%
CYP2C8 inhibition	-	0.9449	94.49%
CYP inhibitory promiscuity	+	0.7016	70.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9824	98.24%
Eye irritation	+	0.8131	81.31%
Skin irritation	-	0.5512	55.12%
Skin corrosion	-	0.8852	88.52%
Ames mutagenesis	-	0.5828	58.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5908	59.08%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	+	0.6766	67.66%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.8007	80.07%
Acute Oral Toxicity (c)	III	0.5564	55.64%
Estrogen receptor binding	+	0.5374	53.74%
Androgen receptor binding	+	0.5469	54.69%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4899	48.99%
Aromatase binding	-	0.7559	75.59%
PPAR gamma	+	0.6373	63.73%
Honey bee toxicity	-	0.9350	93.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.70%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.58%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	86.04%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	85.95%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.65%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.50%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.02%	82.69%

Plants that contains it

• Kigelia africana

Cross-Links

• PubChem: 163188376
• LOTUS: LTS0144528
• wikiData: Q105254056