2,5-dihydroxy-3-[(E)-nonadec-14-enyl]cyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 7668fc4d-15fe-466d-bb66-8f31d2a56b7e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones
• IUPAC Name: 2,5-dihydroxy-3-[(E)-nonadec-14-enyl]cyclohexa-2,5-diene-1,4-dione
• InChI: InChI=1S/C25H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-24(28)22(26)20-23(27)25(21)29/h5-6,20,26,29H,2-4,7-19H2,1H3/b6-5+
• InChI Key: LJTCBKMNVODIAQ-AATRIKPKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₄
• Molecular Weight: 404.60 g/mol
• Exact Mass: 404.29265975 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 8.80
• Atomic LogP (AlogP): 7.21
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9740	97.40%
Caco-2	-	0.7123	71.23%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8834	88.34%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8699	86.99%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7314	73.14%
BSEP inhibitior	-	0.5617	56.17%
P-glycoprotein inhibitior	-	0.5402	54.02%
P-glycoprotein substrate	-	0.7988	79.88%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.8357	83.57%
CYP2C9 inhibition	-	0.8780	87.80%
CYP2C19 inhibition	-	0.8978	89.78%
CYP2D6 inhibition	+	0.6266	62.66%
CYP1A2 inhibition	-	0.8847	88.47%
CYP2C8 inhibition	-	0.8147	81.47%
CYP inhibitory promiscuity	-	0.8471	84.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8923	89.23%
Carcinogenicity (trinary)	Non-required	0.6483	64.83%
Eye corrosion	-	0.9556	95.56%
Eye irritation	+	0.7294	72.94%
Skin irritation	-	0.5483	54.83%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4235	42.35%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5192	51.92%
skin sensitisation	-	0.6377	63.77%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.7072	70.72%
Acute Oral Toxicity (c)	III	0.5911	59.11%
Estrogen receptor binding	+	0.6866	68.66%
Androgen receptor binding	+	0.7436	74.36%
Thyroid receptor binding	-	0.4929	49.29%
Glucocorticoid receptor binding	+	0.6329	63.29%
Aromatase binding	-	0.6418	64.18%
PPAR gamma	+	0.7886	78.86%
Honey bee toxicity	-	0.9712	97.12%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.7062	70.62%
Fish aquatic toxicity	+	0.9949	99.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.55%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.07%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.36%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	90.72%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.28%	99.17%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.70%	92.68%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.98%	95.56%
CHEMBL1781	P11387	DNA topoisomerase I	84.03%	97.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	83.95%	85.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.36%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.16%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.32%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.97%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.73%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	80.55%	94.73%

Plants that contains it

• Maesa lanceolata

Cross-Links

• PubChem: 21576554
• LOTUS: LTS0050719
• wikiData: Q105152758