Karuquinone C

Details

• Internal ID: cd4787bc-9181-4682-b1af-620fdac87a4f
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: (2S,3S)-5,8-dihydroxy-6-methoxy-2-methyl-3-(2-oxopropyl)-2,3-dihydronaphthalene-1,4-dione
• InChI: InChI=1S/C15H16O6/c1-6(16)4-8-7(2)13(18)11-9(17)5-10(21-3)15(20)12(11)14(8)19/h5,7-8,17,20H,4H2,1-3H3/t7-,8-/m0/s1
• InChI Key: PNLCUSOXXKPMPN-YUMQZZPRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• RefChem:924091
• CHEMBL3334767
• CHEBI:198518
• (2S,3S)-5,8-dihydroxy-6-methoxy-2-methyl-3-(2-oxopropyl)-2,3-dihydronaphthalene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	-	0.5152	51.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7458	74.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.8408	84.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9009	90.09%
P-glycoprotein inhibitior	-	0.9182	91.82%
P-glycoprotein substrate	-	0.7403	74.03%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.7806	78.06%
CYP3A4 inhibition	-	0.8700	87.00%
CYP2C9 inhibition	-	0.8401	84.01%
CYP2C19 inhibition	-	0.7903	79.03%
CYP2D6 inhibition	-	0.6196	61.96%
CYP1A2 inhibition	+	0.8705	87.05%
CYP2C8 inhibition	-	0.7449	74.49%
CYP inhibitory promiscuity	-	0.7988	79.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8952	89.52%
Carcinogenicity (trinary)	Non-required	0.6225	62.25%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.6507	65.07%
Skin irritation	-	0.7720	77.20%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6522	65.22%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8201	82.01%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7431	74.31%
Acute Oral Toxicity (c)	III	0.6015	60.15%
Estrogen receptor binding	+	0.5928	59.28%
Androgen receptor binding	+	0.5851	58.51%
Thyroid receptor binding	-	0.6980	69.80%
Glucocorticoid receptor binding	+	0.6573	65.73%
Aromatase binding	-	0.8761	87.61%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8924	89.24%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7049	70.49%
Fish aquatic toxicity	+	0.9737	97.37%

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	97.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.27%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.08%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.29%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.64%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.93%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.55%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.26%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.24%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.74%	91.19%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.36%	98.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 118714011
• LOTUS: LTS0170306
• wikiData: Q75062040