Graphisin A

Details

• Internal ID: c4feb8a9-c990-4a29-8405-94a5b5b965cc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: methyl 2-[2,6-dihydroxy-4-(hydroxymethyl)benzoyl]-3,6-dihydroxybenzoate
• InChI: InChI=1S/C16H14O8/c1-24-16(23)14-9(19)3-2-8(18)13(14)15(22)12-10(20)4-7(6-17)5-11(12)21/h2-5,17-21H,6H2,1H3
• InChI Key: YCFOHPYKAPHBRR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₈
• Molecular Weight: 334.28 g/mol
• Exact Mass: 334.06886740 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• CCG-223370

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8560	85.60%
Caco-2	-	0.7211	72.11%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8624	86.24%
OATP2B1 inhibitior	-	0.5551	55.51%
OATP1B1 inhibitior	+	0.9094	90.94%
OATP1B3 inhibitior	+	0.9142	91.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6175	61.75%
P-glycoprotein inhibitior	-	0.8612	86.12%
P-glycoprotein substrate	-	0.9095	90.95%
CYP3A4 substrate	-	0.5791	57.91%
CYP2C9 substrate	-	0.8113	81.13%
CYP2D6 substrate	-	0.8596	85.96%
CYP3A4 inhibition	-	0.7009	70.09%
CYP2C9 inhibition	+	0.5868	58.68%
CYP2C19 inhibition	-	0.6658	66.58%
CYP2D6 inhibition	-	0.8916	89.16%
CYP1A2 inhibition	-	0.5995	59.95%
CYP2C8 inhibition	-	0.7166	71.66%
CYP inhibitory promiscuity	-	0.5142	51.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7824	78.24%
Carcinogenicity (trinary)	Non-required	0.7959	79.59%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.7747	77.47%
Skin irritation	-	0.7784	77.84%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6542	65.42%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9172	91.72%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4785	47.85%
Acute Oral Toxicity (c)	III	0.6753	67.53%
Estrogen receptor binding	+	0.8727	87.27%
Androgen receptor binding	+	0.7240	72.40%
Thyroid receptor binding	-	0.6070	60.70%
Glucocorticoid receptor binding	+	0.8940	89.40%
Aromatase binding	+	0.6027	60.27%
PPAR gamma	+	0.6430	64.30%
Honey bee toxicity	-	0.9573	95.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9650	96.50%

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	95.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.76%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.87%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.45%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.98%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.09%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.30%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.09%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.73%	99.15%
CHEMBL4208	P20618	Proteasome component C5	80.71%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 42625151
• LOTUS: LTS0173411
• wikiData: Q77372512