[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 5-methylhexa-3,5-dienoate

Details

• Internal ID: 7ce68e98-3779-4d35-910f-240c317142af
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 5-methylhexa-3,5-dienoate
• InChI: InChI=1S/C23H24O6/c1-13(2)6-5-7-20(27)29-19(11-8-14(3)4)15-12-18(26)21-16(24)9-10-17(25)22(21)23(15)28/h5-6,8-10,12,19,24-25H,1,7,11H2,2-4H3/t19-/m1/s1
• InChI Key: TWFNLAIVDCJHFZ-LJQANCHMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₆
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.15728848 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	-	0.7508	75.08%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8465	84.65%
OATP2B1 inhibitior	-	0.7196	71.96%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	-	0.2283	22.83%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8570	85.70%
P-glycoprotein inhibitior	-	0.4302	43.02%
P-glycoprotein substrate	-	0.8017	80.17%
CYP3A4 substrate	+	0.5761	57.61%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8810	88.10%
CYP3A4 inhibition	-	0.7239	72.39%
CYP2C9 inhibition	+	0.6165	61.65%
CYP2C19 inhibition	+	0.6450	64.50%
CYP2D6 inhibition	-	0.7655	76.55%
CYP1A2 inhibition	+	0.6506	65.06%
CYP2C8 inhibition	-	0.6349	63.49%
CYP inhibitory promiscuity	+	0.5074	50.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8822	88.22%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.7596	75.96%
Skin irritation	-	0.7552	75.52%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6114	61.14%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5526	55.26%
skin sensitisation	-	0.5526	55.26%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7153	71.53%
Acute Oral Toxicity (c)	III	0.6285	62.85%
Estrogen receptor binding	+	0.8049	80.49%
Androgen receptor binding	+	0.7046	70.46%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8330	83.30%
Aromatase binding	+	0.5456	54.56%
PPAR gamma	+	0.7946	79.46%
Honey bee toxicity	-	0.8156	81.56%
Biodegradation	-	0.9000	90.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.18%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.48%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.09%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.43%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.98%	94.75%
CHEMBL4040	P28482	MAP kinase ERK2	83.64%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.19%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.49%	99.17%

Plants that contains it

• Arnebia hispidissima

Cross-Links

• PubChem: 163193700
• LOTUS: LTS0037839
• wikiData: Q105265803