3-Hydroxy-8,9-dimethoxycoumestan

Details

• Internal ID: f9fdeccc-cb4a-4db1-8540-694345cca1ae
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
• IUPAC Name: 3-hydroxy-8,9-dimethoxy-[1]benzofuro[3,2-c]chromen-6-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C3=C(O2)C4=C(C=C(C=C4)O)OC3=O)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C3=C(O2)C4=C(C=C(C=C4)O)OC3=O)OC
• InChI: InChI=1S/C17H12O6/c1-20-13-6-10-12(7-14(13)21-2)22-16-9-4-3-8(18)5-11(9)23-17(19)15(10)16/h3-7,18H,1-2H3
• InChI Key: PKLPURDVDNBFCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₆
• Molecular Weight: 312.27 g/mol
• Exact Mass: 312.06338810 g/mol
• Topological Polar Surface Area (TPSA): 78.10 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 5252-40-4
• 6H-Benzofuro(3,2-c)(1)benzopyran-6-one, 3-hydroxy-8,9-dimethoxy-
• 3-Hydroxy-8,9-dimethoxy-6H-benzofuro(3,2-c)(1)benzopyran-6-one
• DTXSID50200518
• CHEBI:174243
• LMPK12090028
• 7-Hydroxy-11,12-dimethoxycoumestan (obsol.)
• 3-hydroxy-8,9-dimethoxy-[1]benzouro[3,2-c]chromen-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9743	97.43%
Caco-2	+	0.6285	62.85%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7404	74.04%
OATP2B1 inhibitior	-	0.5839	58.39%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.8833	88.33%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7734	77.34%
P-glycoprotein inhibitior	+	0.7158	71.58%
P-glycoprotein substrate	-	0.5870	58.70%
CYP3A4 substrate	-	0.5097	50.97%
CYP2C9 substrate	-	0.8088	80.88%
CYP2D6 substrate	-	0.8314	83.14%
CYP3A4 inhibition	+	0.5897	58.97%
CYP2C9 inhibition	-	0.7310	73.10%
CYP2C19 inhibition	+	0.7943	79.43%
CYP2D6 inhibition	+	0.5476	54.76%
CYP1A2 inhibition	+	0.8116	81.16%
CYP2C8 inhibition	+	0.5238	52.38%
CYP inhibitory promiscuity	+	0.5713	57.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.3950	39.50%
Eye corrosion	-	0.9762	97.62%
Eye irritation	+	0.5268	52.68%
Skin irritation	-	0.6700	67.00%
Skin corrosion	-	0.9783	97.83%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7911	79.11%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5803	58.03%
skin sensitisation	-	0.8319	83.19%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7350	73.50%
Acute Oral Toxicity (c)	II	0.6561	65.61%
Estrogen receptor binding	+	0.8831	88.31%
Androgen receptor binding	+	0.8690	86.90%
Thyroid receptor binding	+	0.7226	72.26%
Glucocorticoid receptor binding	+	0.8819	88.19%
Aromatase binding	+	0.8192	81.92%
PPAR gamma	+	0.8574	85.74%
Honey bee toxicity	-	0.8829	88.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.9204	92.04%

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	97.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.85%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.93%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.39%	89.00%
CHEMBL2535	P11166	Glucose transporter	90.06%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.73%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.25%	99.23%
CHEMBL3194	P02766	Transthyretin	85.97%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.51%	94.45%

Plants that contains it

• Medicago sativa

Cross-Links

• PubChem: 5748556
• LOTUS: LTS0217547
• wikiData: Q104991801