Semilicoisoflavone B

Details

• Internal ID: 2e83c594-797d-4541-ae17-e2ab0a5badbd
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 5,7-dihydroxy-3-(8-hydroxy-2,2-dimethylchromen-6-yl)chromen-4-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C(=CC(=C2)C3=COC4=CC(=CC(=C4C3=O)O)O)O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C(=CC(=C2)C3=COC4=CC(=CC(=C4C3=O)O)O)O)C
• InChI: InChI=1S/C20H16O6/c1-20(2)4-3-10-5-11(6-15(23)19(10)26-20)13-9-25-16-8-12(21)7-14(22)17(16)18(13)24/h3-9,21-23H,1-2H3
• InChI Key: LWZACZCRAUQSLH-UHFFFAOYSA-N
• Popularity: 12 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

• 129280-33-7
• UNII-T9TP371NFX
• T9TP371NFX
• CHEBI:69093
• 5,7-dihydroxy-3-(8-hydroxy-2,2-dimethylchromen-6-yl)chromen-4-one
• DTXSID60156133
• 5,7,8'-Trihydroxy-2',2'-dimethyl-2'H-(3,6')bi(1-benzopyranyl)-4-one
• SemilicoisoflavoneB
• 5,7,8'-Trihydroxy-2',2'-dimethyl-2'H,4H-3,6'-bichromen-4-one
• 5,7-dihydroxy-3-(8-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-4H-1-benzopyran-4-one
• 4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-3-(8-HYDROXY-2,2-DIMETHYL-2H-1-BENZOPYRAN-6-YL)-
• 5,7,8'-Trihydroxy-2',2'-dimethyl-2'H-[3,6']bi[1-benzopyranyl]-4-one
• MLS000697602
• SCHEMBL755145
• CHEMBL1864439
• DTXCID9078624
• HMS2269L18
• HY-N1280
• LMPK12050248
• AKOS032949073
• NCGC00247522-01
• MS-25458
• SMR000470941
• CS-0016684
• FT-0775385
• Q27137434
• 5,7-dihydroxy-3-(8-hydroxy-2,2-dimethyl-chromen-6-yl)chromen-4-one
• 5,7-Dihydroxy-3-(8-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-4H-1-benzopyran-4-one, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9725	97.25%
Caco-2	-	0.5162	51.62%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7393	73.93%
OATP2B1 inhibitior	+	0.5719	57.19%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5100	51.00%
P-glycoprotein inhibitior	-	0.5258	52.58%
P-glycoprotein substrate	-	0.6896	68.96%
CYP3A4 substrate	+	0.6412	64.12%
CYP2C9 substrate	-	0.6192	61.92%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	+	0.7595	75.95%
CYP2C9 inhibition	+	0.8083	80.83%
CYP2C19 inhibition	+	0.6640	66.40%
CYP2D6 inhibition	-	0.8428	84.28%
CYP1A2 inhibition	+	0.5180	51.80%
CYP2C8 inhibition	+	0.6959	69.59%
CYP inhibitory promiscuity	+	0.7653	76.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5490	54.90%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.7026	70.26%
Skin irritation	-	0.6837	68.37%
Skin corrosion	-	0.8981	89.81%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7250	72.50%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7502	75.02%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.7678	76.78%
Acute Oral Toxicity (c)	III	0.6794	67.94%
Estrogen receptor binding	+	0.9153	91.53%
Androgen receptor binding	+	0.7116	71.16%
Thyroid receptor binding	+	0.7386	73.86%
Glucocorticoid receptor binding	+	0.8461	84.61%
Aromatase binding	+	0.7191	71.91%
PPAR gamma	+	0.8470	84.70%
Honey bee toxicity	-	0.8441	84.41%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9704	97.04%

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	98.27%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.90%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.30%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.49%	96.12%
CHEMBL4208	P20618	Proteasome component C5	90.30%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.77%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.17%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.78%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.22%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	84.23%	91.49%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.87%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.72%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.94%	93.65%

Plants that contains it

• Glycyrrhiza
• Glycyrrhiza aspera
• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis
• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 5481948
• NPASS: NPC74178
• LOTUS: LTS0034303
• wikiData: Q27137434