(E,5R,6S,7R,8R)-5,6,7,8,9-pentahydroxy-1-(2-hydroxyphenyl)non-1-ene-3,4-dione

Details

• Internal ID: 1f2751b6-a108-421e-8e77-c7ad08c391d3
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: (E,5R,6S,7R,8R)-5,6,7,8,9-pentahydroxy-1-(2-hydroxyphenyl)non-1-ene-3,4-dione
• InChI: InChI=1S/C15H18O8/c16-7-11(19)13(21)15(23)14(22)12(20)10(18)6-5-8-3-1-2-4-9(8)17/h1-6,11,13-17,19,21-23H,7H2/b6-5+/t11-,13-,14+,15+/m1/s1
• InChI Key: BUNVNWZTWWZAPP-YSGQUSEASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₈
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.10016753 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.02
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8342	83.42%
Caco-2	-	0.8755	87.55%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5230	52.30%
OATP2B1 inhibitior	-	0.7103	71.03%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.9735	97.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	-	0.9400	94.00%
P-glycoprotein inhibitior	-	0.9435	94.35%
P-glycoprotein substrate	-	0.8523	85.23%
CYP3A4 substrate	-	0.5847	58.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8215	82.15%
CYP3A4 inhibition	-	0.7061	70.61%
CYP2C9 inhibition	-	0.9221	92.21%
CYP2C19 inhibition	-	0.9583	95.83%
CYP2D6 inhibition	-	0.9117	91.17%
CYP1A2 inhibition	-	0.7195	71.95%
CYP2C8 inhibition	-	0.7928	79.28%
CYP inhibitory promiscuity	-	0.9558	95.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8632	86.32%
Carcinogenicity (trinary)	Non-required	0.7586	75.86%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8179	81.79%
Skin irritation	-	0.6424	64.24%
Skin corrosion	-	0.9156	91.56%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6834	68.34%
Micronuclear	+	0.5041	50.41%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	+	0.7086	70.86%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6456	64.56%
Acute Oral Toxicity (c)	III	0.7102	71.02%
Estrogen receptor binding	+	0.5374	53.74%
Androgen receptor binding	-	0.5865	58.65%
Thyroid receptor binding	-	0.6120	61.20%
Glucocorticoid receptor binding	-	0.4938	49.38%
Aromatase binding	+	0.6439	64.39%
PPAR gamma	-	0.5262	52.62%
Honey bee toxicity	-	0.9513	95.13%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.8133	81.33%

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	97.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.11%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.72%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.75%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.39%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	81.75%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.89%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.57%	94.62%

Plants that contains it

• Ageratina tinifolia

Cross-Links

• PubChem: 163187971
• LOTUS: LTS0139187
• wikiData: Q104946188