Flemiphyllin

Details

• Internal ID: 11b3be4d-301d-4b74-8ff0-dff63d4e5770
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 5,7-dihydroxy-3-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=CC(=CC(=C1O)CC=C(C)C)C2=COC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1=CC(=CC(=C1O)CC=C(C)C)C2=COC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C
• InChI: InChI=1S/C30H34O5/c1-17(2)7-10-20-13-22(14-21(28(20)33)11-8-18(3)4)24-16-35-30-23(12-9-19(5)6)25(31)15-26(32)27(30)29(24)34/h7-9,13-16,31-33H,10-12H2,1-6H3
• InChI Key: FKQMIMOLIFCHFV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₅
• Molecular Weight: 474.60 g/mol
• Exact Mass: 474.24062418 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.10
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• 5,7,4'-Trihydroxy-8,3',5'-triprenylisoflavone
• LMPK12050193

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	-	0.7046	70.46%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7672	76.72%
OATP2B1 inhibitior	+	0.5744	57.44%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.9021	90.21%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9458	94.58%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	-	0.8404	84.04%
CYP3A4 substrate	+	0.5220	52.20%
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	-	0.6300	63.00%
CYP inhibitory promiscuity	+	0.9224	92.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7280	72.80%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.5573	55.73%
Skin irritation	-	0.7427	74.27%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7404	74.04%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7530	75.30%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6516	65.16%
Acute Oral Toxicity (c)	III	0.6102	61.02%
Estrogen receptor binding	+	0.9035	90.35%
Androgen receptor binding	+	0.7074	70.74%
Thyroid receptor binding	+	0.6566	65.66%
Glucocorticoid receptor binding	+	0.8390	83.90%
Aromatase binding	+	0.5828	58.28%
PPAR gamma	+	0.8798	87.98%
Honey bee toxicity	-	0.8598	85.98%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	99.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.71%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.37%	89.34%
CHEMBL1951	P21397	Monoamine oxidase A	95.49%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	94.36%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.47%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.36%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.75%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.11%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.14%	96.12%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.09%	99.15%

Plants that contains it

• Euchresta formosana
• Flemingia macrophylla

Cross-Links

• PubChem: 44257286
• LOTUS: LTS0030646
• wikiData: Q104996745