Ardisiaquinone A

Details

• Internal ID: ffc0acf8-c2de-4d1c-a8f0-cce873d6eeb4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones
• IUPAC Name: 2-hydroxy-3-[(Z)-16-(2-hydroxy-5-methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)hexadec-8-enyl]-5-methoxycyclohexa-2,5-diene-1,4-dione
• InChI: InChI=1S/C30H40O8/c1-37-25-19-23(31)27(33)21(29(25)35)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-22-28(34)24(32)20-26(38-2)30(22)36/h3-4,19-20,33-34H,5-18H2,1-2H3/b4-3-
• InChI Key: RSYDDJMZYDRCOF-ARJAWSKDSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₈
• Molecular Weight: 528.60 g/mol
• Exact Mass: 528.27231823 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 5.99
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 18

Synonyms

• 18799-05-8
• 2-hydroxy-3-[(Z)-16-(2-hydroxy-5-methoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)hexadec-8-enyl]-5-methoxycyclohexa-2,5-diene-1,4-dione
• SCHEMBL9578678
• 2,5-Cyclohexadiene-1,4-dione, 2,2'-(8-hexadecene-1,16-diyl)bis(3-hydroxy-6-methoxy-, (Z)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9383	93.83%
Caco-2	-	0.7966	79.66%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9302	93.02%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6302	63.02%
BSEP inhibitior	+	0.8089	80.89%
P-glycoprotein inhibitior	+	0.8011	80.11%
P-glycoprotein substrate	-	0.8585	85.85%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.8846	88.46%
CYP2C9 inhibition	-	0.7251	72.51%
CYP2C19 inhibition	-	0.7295	72.95%
CYP2D6 inhibition	-	0.7545	75.45%
CYP1A2 inhibition	-	0.7495	74.95%
CYP2C8 inhibition	-	0.7829	78.29%
CYP inhibitory promiscuity	-	0.7587	75.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8457	84.57%
Carcinogenicity (trinary)	Non-required	0.7142	71.42%
Eye corrosion	-	0.9714	97.14%
Eye irritation	-	0.8251	82.51%
Skin irritation	-	0.7724	77.24%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4113	41.13%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5171	51.71%
skin sensitisation	-	0.7691	76.91%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6184	61.84%
Acute Oral Toxicity (c)	III	0.5017	50.17%
Estrogen receptor binding	+	0.7390	73.90%
Androgen receptor binding	+	0.7009	70.09%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6582	65.82%
Aromatase binding	+	0.5382	53.82%
PPAR gamma	+	0.6548	65.48%
Honey bee toxicity	-	0.9289	92.89%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5562	55.62%
Fish aquatic toxicity	+	0.9711	97.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.88%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.07%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.46%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	90.13%	92.68%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.13%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.98%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.41%	96.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.19%	83.57%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.85%	89.34%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.67%	93.99%

Plants that contains it

• Ardisia sieboldii

Cross-Links

• PubChem: 6436493
• LOTUS: LTS0171333
• wikiData: Q105381843