Graphisin B

Details

• Internal ID: 31a9c5f5-5dc6-4ac1-ac6b-957ff84eb354
• Taxonomy: Organoheterocyclic compounds > Benzoxepines > Dibenzoxepines
• IUPAC Name: 1,7,10,11-tetrahydroxy-3-methyl-11H-benzo[c][1]benzoxepin-6-one
• SMILES (Canonical): CC1=CC(=C2C(C3=C(C=CC(=C3C(=O)OC2=C1)O)O)O)O
• SMILES (Isomeric): CC1=CC(=C2C(C3=C(C=CC(=C3C(=O)OC2=C1)O)O)O)O
• InChI: InChI=1S/C15H12O6/c1-6-4-9(18)11-10(5-6)21-15(20)13-8(17)3-2-7(16)12(13)14(11)19/h2-5,14,16-19H,1H3
• InChI Key: OKGOCLVCSBMRGC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	-	0.6120	61.20%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6040	60.40%
OATP2B1 inhibitior	-	0.7012	70.12%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.8890	88.90%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8419	84.19%
P-glycoprotein inhibitior	-	0.8724	87.24%
P-glycoprotein substrate	-	0.9651	96.51%
CYP3A4 substrate	-	0.5271	52.71%
CYP2C9 substrate	-	0.5773	57.73%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6011	60.11%
CYP2C19 inhibition	-	0.6934	69.34%
CYP2D6 inhibition	-	0.9128	91.28%
CYP1A2 inhibition	+	0.6554	65.54%
CYP2C8 inhibition	-	0.7950	79.50%
CYP inhibitory promiscuity	-	0.6284	62.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9011	90.11%
Carcinogenicity (trinary)	Non-required	0.6369	63.69%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.8173	81.73%
Skin irritation	+	0.5486	54.86%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7623	76.23%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8418	84.18%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4965	49.65%
Estrogen receptor binding	+	0.5914	59.14%
Androgen receptor binding	+	0.7667	76.67%
Thyroid receptor binding	+	0.5348	53.48%
Glucocorticoid receptor binding	+	0.8389	83.89%
Aromatase binding	-	0.6435	64.35%
PPAR gamma	+	0.7041	70.41%
Honey bee toxicity	-	0.9523	95.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9579	95.79%

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	96.45%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.61%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.34%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.31%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.05%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.78%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.42%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.89%	99.15%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.71%	94.80%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.11%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.26%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.89%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 42625152
• LOTUS: LTS0212322
• wikiData: Q77280940