[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 77d2f0fb-4acd-4ef0-b85c-03e90b5526bc
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: [(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C21H22O6/c1-5-12(4)21(26)27-17(9-6-11(2)3)13-10-16(24)18-14(22)7-8-15(23)19(18)20(13)25/h5-8,10,17,22-23H,9H2,1-4H3/b12-5+/t17-/m0/s1
• InChI Key: ZGQONWTUIANWFM-QJXUFPCYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₆
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.14163842 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.5820	58.20%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8530	85.30%
OATP2B1 inhibitior	-	0.7205	72.05%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.8274	82.74%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5557	55.57%
P-glycoprotein inhibitior	-	0.5950	59.50%
P-glycoprotein substrate	-	0.8689	86.89%
CYP3A4 substrate	+	0.5299	52.99%
CYP2C9 substrate	-	0.7821	78.21%
CYP2D6 substrate	-	0.8836	88.36%
CYP3A4 inhibition	-	0.8636	86.36%
CYP2C9 inhibition	+	0.7122	71.22%
CYP2C19 inhibition	+	0.6642	66.42%
CYP2D6 inhibition	-	0.6033	60.33%
CYP1A2 inhibition	+	0.6975	69.75%
CYP2C8 inhibition	-	0.7765	77.65%
CYP inhibitory promiscuity	+	0.6420	64.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8733	87.33%
Carcinogenicity (trinary)	Non-required	0.6414	64.14%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.6667	66.67%
Skin irritation	-	0.7485	74.85%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7159	71.59%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.5755	57.55%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7354	73.54%
Acute Oral Toxicity (c)	III	0.6456	64.56%
Estrogen receptor binding	+	0.7146	71.46%
Androgen receptor binding	+	0.6455	64.55%
Thyroid receptor binding	-	0.5469	54.69%
Glucocorticoid receptor binding	+	0.7351	73.51%
Aromatase binding	-	0.6087	60.87%
PPAR gamma	+	0.6642	66.42%
Honey bee toxicity	-	0.8456	84.56%
Biodegradation	-	0.8500	85.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.68%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.93%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.92%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.43%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.88%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.33%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.96%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.63%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.49%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.07%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5317332
• NPASS: NPC37080