2-Hydroxy-5-methoxy-3-pentadeca-8,11,14-trienylcyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 434ed48f-e9bb-4583-a845-82b5afa220e2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones
• IUPAC Name: 2-hydroxy-5-methoxy-3-pentadeca-8,11,14-trienylcyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): COC1=CC(=O)C(=C(C1=O)CCCCCCCC=CCC=CCC=C)O
• SMILES (Isomeric): COC1=CC(=O)C(=C(C1=O)CCCCCCCC=CCC=CCC=C)O
• InChI: InChI=1S/C22H30O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(24)19(23)17-20(26-2)22(18)25/h3,5-6,8-9,17,24H,1,4,7,10-16H2,2H3
• InChI Key: FGWRUVXUQWGLOX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₄
• Molecular Weight: 358.50 g/mol
• Exact Mass: 358.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.29
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9459	94.59%
Caco-2	-	0.7155	71.55%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9217	92.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8423	84.23%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7818	78.18%
P-glycoprotein inhibitior	+	0.6581	65.81%
P-glycoprotein substrate	-	0.7912	79.12%
CYP3A4 substrate	+	0.5775	57.75%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.9001	90.01%
CYP2C9 inhibition	-	0.8401	84.01%
CYP2C19 inhibition	-	0.8138	81.38%
CYP2D6 inhibition	-	0.8535	85.35%
CYP1A2 inhibition	-	0.8291	82.91%
CYP2C8 inhibition	-	0.6385	63.85%
CYP inhibitory promiscuity	-	0.9103	91.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8057	80.57%
Carcinogenicity (trinary)	Non-required	0.7094	70.94%
Eye corrosion	-	0.9099	90.99%
Eye irritation	-	0.8090	80.90%
Skin irritation	-	0.6563	65.63%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8088	80.88%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.7150	71.50%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6990	69.90%
Acute Oral Toxicity (c)	III	0.5666	56.66%
Estrogen receptor binding	+	0.7705	77.05%
Androgen receptor binding	+	0.6845	68.45%
Thyroid receptor binding	+	0.5570	55.70%
Glucocorticoid receptor binding	+	0.7297	72.97%
Aromatase binding	-	0.5478	54.78%
PPAR gamma	+	0.6696	66.96%
Honey bee toxicity	-	0.8905	89.05%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5462	54.62%
Fish aquatic toxicity	+	0.9638	96.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.11%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.94%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.34%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.67%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.54%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.77%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.00%	83.57%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.22%	92.68%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.50%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.91%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.56%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.02%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.69%	99.23%

Plants that contains it

• Sorghum bicolor

Cross-Links

• PubChem: 479493
• LOTUS: LTS0021743
• wikiData: Q104995103