6-Hydroxy-3-methoxy-2-phenylfuro[2,3-h]chromen-4-one

Details

• Internal ID: 7b8a0804-f1f5-4af8-86bb-48b19553fe45
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Furanoflavones
• IUPAC Name: 6-hydroxy-3-methoxy-2-phenylfuro[2,3-h]chromen-4-one
• SMILES (Canonical): COC1=C(OC2=C3C=COC3=C(C=C2C1=O)O)C4=CC=CC=C4
• SMILES (Isomeric): COC1=C(OC2=C3C=COC3=C(C=C2C1=O)O)C4=CC=CC=C4
• InChI: InChI=1S/C18H12O5/c1-21-18-14(20)12-9-13(19)17-11(7-8-22-17)16(12)23-15(18)10-5-3-2-4-6-10/h2-9,19H,1H3
• InChI Key: SIUSULOKKLUUCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₅
• Molecular Weight: 308.30 g/mol
• Exact Mass: 308.06847348 g/mol
• Topological Polar Surface Area (TPSA): 68.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	-	0.7619	76.19%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8326	83.26%
OATP2B1 inhibitior	-	0.5919	59.19%
OATP1B1 inhibitior	+	0.9483	94.83%
OATP1B3 inhibitior	+	0.9900	99.00%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5891	58.91%
P-glycoprotein inhibitior	+	0.6199	61.99%
P-glycoprotein substrate	-	0.8556	85.56%
CYP3A4 substrate	-	0.5180	51.80%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.7823	78.23%
CYP2C9 inhibition	+	0.8511	85.11%
CYP2C19 inhibition	+	0.9568	95.68%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	+	0.8971	89.71%
CYP2C8 inhibition	+	0.5607	56.07%
CYP inhibitory promiscuity	+	0.8030	80.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.3608	36.08%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.7205	72.05%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6243	62.43%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5697	56.97%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5760	57.60%
Acute Oral Toxicity (c)	III	0.6681	66.81%
Estrogen receptor binding	+	0.8980	89.80%
Androgen receptor binding	+	0.7999	79.99%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7380	73.80%
Aromatase binding	+	0.8547	85.47%
PPAR gamma	+	0.7912	79.12%
Honey bee toxicity	-	0.8983	89.83%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8687	86.87%

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	99.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.12%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.67%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.03%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.02%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.34%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.83%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.59%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.22%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.15%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.68%	95.50%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.67%	93.65%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.82%	94.03%
CHEMBL3401	O75469	Pregnane X receptor	80.57%	94.73%

Plants that contains it

• Pongamia pinnata

Cross-Links

• PubChem: 12135222
• LOTUS: LTS0100458
• wikiData: Q105254073