1,3,7-Trihydroxy-9-methoxy-10-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one

Details

• Internal ID: b529dd19-5259-4b75-b05b-91c297160f8c
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
• IUPAC Name: 1,3,7-trihydroxy-9-methoxy-10-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one
• InChI: InChI=1S/C21H18O7/c1-9(2)4-5-11-14(26-3)8-13(24)17-18-20(28-19(11)17)16-12(23)6-10(22)7-15(16)27-21(18)25/h4,6-8,22-24H,5H2,1-3H3
• InChI Key: ULDXULJHYVQHLI-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.10525291 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.5707	57.07%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6911	69.11%
OATP2B1 inhibitior	-	0.5602	56.02%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.8039	80.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4922	49.22%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7504	75.04%
CYP3A4 substrate	+	0.5390	53.90%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8213	82.13%
CYP3A4 inhibition	+	0.5561	55.61%
CYP2C9 inhibition	+	0.7844	78.44%
CYP2C19 inhibition	+	0.8132	81.32%
CYP2D6 inhibition	-	0.5936	59.36%
CYP1A2 inhibition	+	0.7108	71.08%
CYP2C8 inhibition	-	0.5880	58.80%
CYP inhibitory promiscuity	+	0.9243	92.43%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5666	56.66%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.5294	52.94%
Skin irritation	-	0.7466	74.66%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6538	65.38%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7691	76.91%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4658	46.58%
Acute Oral Toxicity (c)	III	0.4970	49.70%
Estrogen receptor binding	+	0.9205	92.05%
Androgen receptor binding	+	0.6933	69.33%
Thyroid receptor binding	-	0.5093	50.93%
Glucocorticoid receptor binding	+	0.8545	85.45%
Aromatase binding	+	0.6938	69.38%
PPAR gamma	+	0.8637	86.37%
Honey bee toxicity	-	0.7473	74.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	98.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.22%	98.95%
CHEMBL3194	P02766	Transthyretin	93.07%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.06%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.38%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.09%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.92%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.91%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.84%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.02%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.56%	96.00%
CHEMBL4208	P20618	Proteasome component C5	80.15%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.02%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11717885
• LOTUS: LTS0126190
• wikiData: Q105275042