2-Methylprop-1-enyl 2-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-5-methylhex-4-enoate

Details

• Internal ID: 210cf66a-2ade-43ad-99c2-6dc031f71c13
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 2-methylprop-1-enyl 2-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-5-methylhex-4-enoate
• SMILES (Canonical): CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)C(=O)OC=C(C)C)C
• SMILES (Isomeric): CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)C(=O)OC=C(C)C)C
• InChI: InChI=1S/C21H22O6/c1-11(2)5-6-13(21(26)27-10-12(3)4)14-9-17(24)18-15(22)7-8-16(23)19(18)20(14)25/h5,7-10,13,22-23H,6H2,1-4H3
• InChI Key: ONHFNYWEQMOYLU-UHFFFAOYSA-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: 5.00
• Atomic LogP (AlogP): 3.84
• 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	+	0.5000	50.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8498	84.98%
OATP2B1 inhibitior	-	0.5828	58.28%
OATP1B1 inhibitior	+	0.9328	93.28%
OATP1B3 inhibitior	+	0.8003	80.03%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4713	47.13%
P-glycoprotein inhibitior	-	0.5657	56.57%
P-glycoprotein substrate	-	0.8526	85.26%
CYP3A4 substrate	+	0.5284	52.84%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	-	0.9098	90.98%
CYP2C9 inhibition	+	0.7987	79.87%
CYP2C19 inhibition	+	0.6609	66.09%
CYP2D6 inhibition	-	0.6450	64.50%
CYP1A2 inhibition	+	0.7342	73.42%
CYP2C8 inhibition	-	0.8161	81.61%
CYP inhibitory promiscuity	+	0.7355	73.55%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8533	85.33%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.5402	54.02%
Skin irritation	-	0.7045	70.45%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7581	75.81%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6651	66.51%
skin sensitisation	-	0.6034	60.34%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6685	66.85%
Acute Oral Toxicity (c)	III	0.6757	67.57%
Estrogen receptor binding	+	0.6718	67.18%
Androgen receptor binding	+	0.7614	76.14%
Thyroid receptor binding	-	0.6669	66.69%
Glucocorticoid receptor binding	+	0.6005	60.05%
Aromatase binding	-	0.7168	71.68%
PPAR gamma	+	0.7880	78.80%
Honey bee toxicity	-	0.8617	86.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	97.01%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.56%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.25%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.98%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.35%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.91%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	84.01%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.87%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.80%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.80%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.12%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.05%	86.33%

Plants that contains it

• Lithospermum officinale

Cross-Links

• PubChem: 5320198
• NPASS: NPC34683