Griseorhodin E

Details

• Internal ID: 57dd2575-d6b1-406d-9b23-8bfe5f78b0be
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 3-(7,8-dihydroxy-3-methyl-1-oxoisochromen-6-yl)propanoic acid
• InChI: InChI=1S/C13H12O6/c1-6-4-8-5-7(2-3-9(14)15)11(16)12(17)10(8)13(18)19-6/h4-5,16-17H,2-3H2,1H3,(H,14,15)
• InChI Key: KEYZAWORGREMBZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₆
• Molecular Weight: 264.23 g/mol
• Exact Mass: 264.06338810 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• Griseorhodin E
• BDBM50044095

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6307	63.07%
Caco-2	+	0.5214	52.14%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7673	76.73%
OATP2B1 inhibitior	-	0.7004	70.04%
OATP1B1 inhibitior	+	0.7879	78.79%
OATP1B3 inhibitior	+	0.9670	96.70%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8465	84.65%
P-glycoprotein inhibitior	-	0.9615	96.15%
P-glycoprotein substrate	-	0.8821	88.21%
CYP3A4 substrate	-	0.5230	52.30%
CYP2C9 substrate	+	0.6612	66.12%
CYP2D6 substrate	-	0.8936	89.36%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.8998	89.98%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.7696	76.96%
CYP2C8 inhibition	-	0.8421	84.21%
CYP inhibitory promiscuity	-	0.9782	97.82%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6302	63.02%
Eye corrosion	-	0.9920	99.20%
Eye irritation	+	0.8111	81.11%
Skin irritation	-	0.7041	70.41%
Skin corrosion	-	0.8916	89.16%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7586	75.86%
Micronuclear	+	0.5418	54.18%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8640	86.40%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8912	89.12%
Acute Oral Toxicity (c)	III	0.4146	41.46%
Estrogen receptor binding	+	0.5332	53.32%
Androgen receptor binding	+	0.6549	65.49%
Thyroid receptor binding	-	0.7662	76.62%
Glucocorticoid receptor binding	+	0.8199	81.99%
Aromatase binding	-	0.5557	55.57%
PPAR gamma	+	0.7207	72.07%
Honey bee toxicity	-	0.9618	96.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8645	86.45%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL238	Q01959	Dopamine transporter	557 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.41%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.35%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.49%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.57%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.18%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.24%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.13%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.02%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.03%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.81%	94.42%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.04%	95.50%
CHEMBL5847	P52895	Aldo-keto reductase family 1 member C2	80.81%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101882704
• LOTUS: LTS0160116
• wikiData: Q77280905