Graphenone

Details

• Internal ID: 3058a042-0075-41f3-9513-48d1daa1c56f
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3-methyl-4-[(1E,3E,5E)-6-methyl-7-oxoocta-1,3,5-trienyl]furan-2,5-dione
• SMILES (Canonical): CC1=C(C(=O)OC1=O)C=CC=CC=C(C)C(=O)C
• SMILES (Isomeric): CC1=C(C(=O)OC1=O)/C=C/C=C/C=C(\C)/C(=O)C
• InChI: InChI=1S/C14H14O4/c1-9(11(3)15)7-5-4-6-8-12-10(2)13(16)18-14(12)17/h4-8H,1-3H3/b5-4+,8-6+,9-7+
• InChI Key: DPZNQXPHRMGJIG-WUJFNTSISA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 158204-25-2
• 3-methyl-4-[(1E,3E,5E)-6-methyl-7-oxoocta-1,3,5-trienyl]furan-2,5-dione
• 3-Methyl-4-(6'-methyl-7'-oxo-1',3',5'-octatrienyl)-2,5-furandione
• 2,5-Furandione, 3-methyl-4-(6-methyl-7-oxo-1,3,5-octatrienyl)-, (E,E,E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.7746	77.46%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6858	68.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5123	51.23%
P-glycoprotein inhibitior	-	0.9031	90.31%
P-glycoprotein substrate	-	0.9600	96.00%
CYP3A4 substrate	-	0.5178	51.78%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8940	89.40%
CYP3A4 inhibition	-	0.9363	93.63%
CYP2C9 inhibition	-	0.9133	91.33%
CYP2C19 inhibition	-	0.8100	81.00%
CYP2D6 inhibition	-	0.9641	96.41%
CYP1A2 inhibition	-	0.6645	66.45%
CYP2C8 inhibition	-	0.9117	91.17%
CYP inhibitory promiscuity	-	0.7322	73.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8696	86.96%
Carcinogenicity (trinary)	Non-required	0.4130	41.30%
Eye corrosion	-	0.6629	66.29%
Eye irritation	+	0.6788	67.88%
Skin irritation	-	0.5135	51.35%
Skin corrosion	-	0.8713	87.13%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5224	52.24%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.7461	74.61%
skin sensitisation	-	0.7286	72.86%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.7743	77.43%
Acute Oral Toxicity (c)	III	0.4855	48.55%
Estrogen receptor binding	+	0.5449	54.49%
Androgen receptor binding	-	0.6976	69.76%
Thyroid receptor binding	-	0.6426	64.26%
Glucocorticoid receptor binding	-	0.6638	66.38%
Aromatase binding	+	0.6600	66.00%
PPAR gamma	-	0.8653	86.53%
Honey bee toxicity	-	0.8955	89.55%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9111	91.11%

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	89.30%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.19%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.28%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.58%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.56%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.99%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.52%	93.65%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.73%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6443518
• LOTUS: LTS0252489
• wikiData: Q104986803