5-Heptadecyl-3-hydroxy-2-methylcyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 5166c052-ac68-4e5b-9228-80fd19a3d32e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones
• IUPAC Name: 5-heptadecyl-3-hydroxy-2-methylcyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC1=CC(=O)C(=C(C1=O)O)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC1=CC(=O)C(=C(C1=O)O)C
• InChI: InChI=1S/C24H40O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21-19-22(25)20(2)23(26)24(21)27/h19,26H,3-18H2,1-2H3
• InChI Key: PFMCLXQBFFCDIZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₃
• Molecular Weight: 376.60 g/mol
• Exact Mass: 376.29774513 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 7.16
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.6454	64.54%
Blood Brain Barrier	+	0.5580	55.80%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8462	84.62%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8912	89.12%
OATP1B3 inhibitior	+	0.9639	96.39%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4825	48.25%
P-glycoprotein inhibitior	-	0.5953	59.53%
P-glycoprotein substrate	-	0.8450	84.50%
CYP3A4 substrate	-	0.5287	52.87%
CYP2C9 substrate	-	0.7931	79.31%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.7697	76.97%
CYP2C9 inhibition	-	0.8409	84.09%
CYP2C19 inhibition	-	0.8256	82.56%
CYP2D6 inhibition	-	0.5387	53.87%
CYP1A2 inhibition	-	0.7669	76.69%
CYP2C8 inhibition	-	0.8669	86.69%
CYP inhibitory promiscuity	-	0.7950	79.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8323	83.23%
Carcinogenicity (trinary)	Non-required	0.6020	60.20%
Eye corrosion	-	0.9408	94.08%
Eye irritation	+	0.7406	74.06%
Skin irritation	+	0.5523	55.23%
Skin corrosion	-	0.9179	91.79%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4637	46.37%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	+	0.5457	54.57%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.6483	64.83%
Acute Oral Toxicity (c)	III	0.6702	67.02%
Estrogen receptor binding	+	0.5275	52.75%
Androgen receptor binding	+	0.6809	68.09%
Thyroid receptor binding	-	0.5521	55.21%
Glucocorticoid receptor binding	-	0.5403	54.03%
Aromatase binding	-	0.6309	63.09%
PPAR gamma	+	0.7729	77.29%
Honey bee toxicity	-	0.9841	98.41%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.7604	76.04%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	99.34%	89.63%
CHEMBL2581	P07339	Cathepsin D	97.35%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.32%	85.94%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.47%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	87.71%	94.73%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.01%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.70%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.11%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.81%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.63%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.11%	99.17%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.99%	96.37%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.98%	90.71%

Plants that contains it

• Cyperus capitatus

Cross-Links

• PubChem: 85609819
• LOTUS: LTS0038260
• wikiData: Q105207835