Eriosemaone D

Details

• Internal ID: aeed522f-23d7-48d2-9b03-63535db78aa7
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 5,7-dihydroxy-3-(7-hydroxy-2,2-dimethylchromen-6-yl)chromen-4-one
• SMILES (Canonical): CC1(C=CC2=CC(=C(C=C2O1)O)C3=COC4=CC(=CC(=C4C3=O)O)O)C
• SMILES (Isomeric): CC1(C=CC2=CC(=C(C=C2O1)O)C3=COC4=CC(=CC(=C4C3=O)O)O)C
• InChI: InChI=1S/C20H16O6/c1-20(2)4-3-10-5-12(14(22)8-16(10)26-20)13-9-25-17-7-11(21)6-15(23)18(17)19(13)24/h3-9,21-23H,1-2H3
• InChI Key: MAOBJUGJEZAGKU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₆
• Molecular Weight: 352.30 g/mol
• Exact Mass: 352.09468823 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 5,7-Dihydroxy-3-(7-hydroxy-2,2-dimethylchromen-6-yl)chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	+	0.5547	55.47%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8165	81.65%
OATP2B1 inhibitior	-	0.5584	55.84%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6551	65.51%
P-glycoprotein inhibitior	-	0.5066	50.66%
P-glycoprotein substrate	-	0.6970	69.70%
CYP3A4 substrate	+	0.6169	61.69%
CYP2C9 substrate	-	0.6192	61.92%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	+	0.7785	77.85%
CYP2C9 inhibition	+	0.8869	88.69%
CYP2C19 inhibition	+	0.7815	78.15%
CYP2D6 inhibition	-	0.8690	86.90%
CYP1A2 inhibition	+	0.6195	61.95%
CYP2C8 inhibition	+	0.6912	69.12%
CYP inhibitory promiscuity	+	0.8056	80.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5457	54.57%
Eye corrosion	-	0.9900	99.00%
Eye irritation	+	0.7413	74.13%
Skin irritation	-	0.6978	69.78%
Skin corrosion	-	0.9131	91.31%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7161	71.61%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.6074	60.74%
skin sensitisation	-	0.7839	78.39%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.7439	74.39%
Acute Oral Toxicity (c)	III	0.6831	68.31%
Estrogen receptor binding	+	0.9523	95.23%
Androgen receptor binding	+	0.7480	74.80%
Thyroid receptor binding	+	0.7494	74.94%
Glucocorticoid receptor binding	+	0.8845	88.45%
Aromatase binding	+	0.7497	74.97%
PPAR gamma	+	0.8191	81.91%
Honey bee toxicity	-	0.9007	90.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9778	97.78%

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	98.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.54%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.70%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.09%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.05%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.66%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.59%	96.12%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.86%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	84.72%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.04%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.74%	94.00%

Plants that contains it

• Eriosema tuberosum

Cross-Links

• PubChem: 10089341
• LOTUS: LTS0035571
• wikiData: Q105160450