(3S)-3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-7-hydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 8fa886fd-fc5d-42b7-90d7-de28fe3e5f05
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 8-prenylated isoflavanones
• IUPAC Name: (3S)-3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-7-hydroxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C25H28O5/c1-14(2)5-7-17-21(26)11-9-16(23(17)28)20-13-30-25-18(8-6-15(3)4)22(27)12-10-19(25)24(20)29/h5-6,9-12,20,26-28H,7-8,13H2,1-4H3/t20-/m1/s1
• InChI Key: XQNULGVMJUJZML-HXUWFJFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₅
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.19367399 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	-	0.5248	52.48%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8287	82.87%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9287	92.87%
P-glycoprotein inhibitior	+	0.6432	64.32%
P-glycoprotein substrate	-	0.6632	66.32%
CYP3A4 substrate	+	0.5485	54.85%
CYP2C9 substrate	-	0.7880	78.80%
CYP2D6 substrate	-	0.7350	73.50%
CYP3A4 inhibition	-	0.7454	74.54%
CYP2C9 inhibition	+	0.7887	78.87%
CYP2C19 inhibition	+	0.8892	88.92%
CYP2D6 inhibition	-	0.6845	68.45%
CYP1A2 inhibition	+	0.9168	91.68%
CYP2C8 inhibition	-	0.7343	73.43%
CYP inhibitory promiscuity	+	0.8946	89.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7813	78.13%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.6809	68.09%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5967	59.67%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8157	81.57%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6863	68.63%
Acute Oral Toxicity (c)	III	0.5087	50.87%
Estrogen receptor binding	+	0.8886	88.86%
Androgen receptor binding	+	0.8432	84.32%
Thyroid receptor binding	+	0.6172	61.72%
Glucocorticoid receptor binding	+	0.8284	82.84%
Aromatase binding	+	0.5709	57.09%
PPAR gamma	+	0.8509	85.09%
Honey bee toxicity	-	0.8568	85.68%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	99.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.58%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.96%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.25%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.93%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.92%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.06%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.13%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.68%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.77%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.18%	93.40%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.84%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.97%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.10%	94.45%

Plants that contains it

• Erythrina zeyheri

Cross-Links

• PubChem: 101263234
• LOTUS: LTS0030312
• wikiData: Q105339913