5,7,2',4'-Tetrahydroxy-6,8,3'-triprenylisoflavone

Details

• Internal ID: d7f7e50d-3637-424a-845b-b3da60047294
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1O)C2=COC3=C(C(=C(C(=C3C2=O)O)CC=C(C)C)O)CC=C(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC(=C1O)C2=COC3=C(C(=C(C(=C3C2=O)O)CC=C(C)C)O)CC=C(C)C)O)C
• InChI: InChI=1S/C30H34O6/c1-16(2)7-10-20-24(31)14-13-19(26(20)32)23-15-36-30-22(12-9-18(5)6)27(33)21(11-8-17(3)4)28(34)25(30)29(23)35/h7-9,13-15,31-34H,10-12H2,1-6H3
• InChI Key: COPNKTGNDJCFIO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₆
• Molecular Weight: 490.60 g/mol
• Exact Mass: 490.23553880 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 6.81
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• 5,7,2',4'-Tetrahydroxy-6,8,3'-triprenylisoflavone
• LMPK12050307

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	-	0.7277	72.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7672	76.72%
OATP2B1 inhibitior	+	0.5765	57.65%
OATP1B1 inhibitior	+	0.8919	89.19%
OATP1B3 inhibitior	+	0.9021	90.21%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8971	89.71%
P-glycoprotein inhibitior	+	0.7000	70.00%
P-glycoprotein substrate	-	0.8464	84.64%
CYP3A4 substrate	+	0.5245	52.45%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.6880	68.80%
CYP2C9 inhibition	+	0.8752	87.52%
CYP2C19 inhibition	+	0.9083	90.83%
CYP2D6 inhibition	-	0.7874	78.74%
CYP1A2 inhibition	+	0.8424	84.24%
CYP2C8 inhibition	-	0.7178	71.78%
CYP inhibitory promiscuity	+	0.9224	92.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7280	72.80%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.6423	64.23%
Skin irritation	-	0.7427	74.27%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7930	79.30%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7530	75.30%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5083	50.83%
Acute Oral Toxicity (c)	III	0.6102	61.02%
Estrogen receptor binding	+	0.9045	90.45%
Androgen receptor binding	+	0.7454	74.54%
Thyroid receptor binding	+	0.6310	63.10%
Glucocorticoid receptor binding	+	0.8116	81.16%
Aromatase binding	+	0.5593	55.93%
PPAR gamma	+	0.8267	82.67%
Honey bee toxicity	-	0.8536	85.36%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	99.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.00%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.47%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.95%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	93.36%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.67%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.09%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.38%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.11%	90.00%

Plants that contains it

• Euchresta formosana
• Euchresta japonica

Cross-Links

• PubChem: 44257319
• LOTUS: LTS0215212
• wikiData: Q104967210