Protogenkwanone

Details

• Internal ID: 3f885cd8-187e-4d56-a8af-fc83e162a5c6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=CC2=O)C3(C=CC(=O)C=C3)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=CC2=O)C3(C=CC(=O)C=C3)O)O
• InChI: InChI=1S/C16H12O6/c1-21-10-6-11(18)15-12(19)8-14(22-13(15)7-10)16(20)4-2-9(17)3-5-16/h2-8,18,20H,1H3
• InChI Key: NBGHMZZFGYSLBV-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• NSC698248
• CHEMBL244176
• SCHEMBL2874820
• NSC-698248
• NCI60_035168

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	-	0.5609	56.09%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7503	75.03%
OATP2B1 inhibitior	-	0.7034	70.34%
OATP1B1 inhibitior	+	0.9376	93.76%
OATP1B3 inhibitior	+	0.9869	98.69%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7434	74.34%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8272	82.72%
CYP3A4 substrate	+	0.5474	54.74%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	+	0.6312	63.12%
CYP2C9 inhibition	+	0.7356	73.56%
CYP2C19 inhibition	+	0.5995	59.95%
CYP2D6 inhibition	-	0.8969	89.69%
CYP1A2 inhibition	-	0.7246	72.46%
CYP2C8 inhibition	-	0.6516	65.16%
CYP inhibitory promiscuity	+	0.5100	51.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.3727	37.27%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.5065	50.65%
Skin irritation	-	0.7307	73.07%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	+	0.6436	64.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.8236	82.36%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9083	90.83%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5788	57.88%
Acute Oral Toxicity (c)	III	0.7759	77.59%
Estrogen receptor binding	+	0.9187	91.87%
Androgen receptor binding	+	0.8502	85.02%
Thyroid receptor binding	-	0.5293	52.93%
Glucocorticoid receptor binding	+	0.9161	91.61%
Aromatase binding	+	0.9137	91.37%
PPAR gamma	+	0.9010	90.10%
Honey bee toxicity	-	0.8447	84.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9055	90.55%

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	99.21%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.43%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.70%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.78%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.76%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.07%	99.15%
CHEMBL4208	P20618	Proteasome component C5	90.24%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.34%	89.00%
CHEMBL3194	P02766	Transthyretin	82.38%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.10%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.08%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.66%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.56%	94.42%
CHEMBL1951	P21397	Monoamine oxidase A	81.39%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.03%	99.17%

Plants that contains it

• Pseudophegopteris subaurita

Cross-Links

• PubChem: 394646
• LOTUS: LTS0217568
• wikiData: Q105176756