Isokurarinone

Details

• Internal ID: e3ef99ae-c211-464d-b955-08299e1428ca
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC(CC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=C(C=C(C=C3)O)OC)C(=C)C)C
• SMILES (Isomeric): CC(=CCC(CC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=C(C=C(C=C3)O)OC)C(=C)C)C
• InChI: InChI=1S/C26H30O6/c1-14(2)6-7-16(15(3)4)10-19-20(28)12-21(29)25-22(30)13-24(32-26(19)25)18-9-8-17(27)11-23(18)31-5/h6,8-9,11-12,16,24,27-29H,3,7,10,13H2,1-2,4-5H3
• InChI Key: YLTPWCZXKJSORQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₆
• Molecular Weight: 438.50 g/mol
• Exact Mass: 438.20423867 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• 52483-02-0
• 5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)-2,3-dihydrochromen-4-one
• 2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[5-methyl-2-(1-methylvinyl)-4-hexenyl]-4H-1-benzopyran-4-one
• SCHEMBL904467
• CCA48302
• LMPK12140468
• AKOS040760474
• FT-0775940

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9773	97.73%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7014	70.14%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8463	84.63%
OATP1B3 inhibitior	+	0.9090	90.90%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9021	90.21%
P-glycoprotein inhibitior	+	0.7638	76.38%
P-glycoprotein substrate	+	0.5233	52.33%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	+	0.5154	51.54%
CYP2C9 inhibition	+	0.7934	79.34%
CYP2C19 inhibition	+	0.9052	90.52%
CYP2D6 inhibition	+	0.5294	52.94%
CYP1A2 inhibition	+	0.8457	84.57%
CYP2C8 inhibition	+	0.6251	62.51%
CYP inhibitory promiscuity	+	0.9159	91.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7196	71.96%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.7947	79.47%
Skin irritation	-	0.7776	77.76%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7673	76.73%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	+	0.7052	70.52%
skin sensitisation	-	0.8207	82.07%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4943	49.43%
Acute Oral Toxicity (c)	III	0.5367	53.67%
Estrogen receptor binding	+	0.8448	84.48%
Androgen receptor binding	+	0.6595	65.95%
Thyroid receptor binding	+	0.6231	62.31%
Glucocorticoid receptor binding	+	0.8391	83.91%
Aromatase binding	+	0.5870	58.70%
PPAR gamma	+	0.7169	71.69%
Honey bee toxicity	-	0.6930	69.30%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9911	99.11%

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	98.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.96%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.70%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.52%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.76%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.65%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.16%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	87.98%	83.82%
CHEMBL2535	P11166	Glucose transporter	87.63%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	87.42%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.24%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.83%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.57%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.02%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.82%	92.62%
CHEMBL1902	P62942	FK506-binding protein 1A	82.39%	97.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.14%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.03%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.70%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.64%	97.14%
CHEMBL1951	P21397	Monoamine oxidase A	81.09%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.09%	89.62%

Plants that contains it

• Sophora alopecuroides
• Sophora davidii
• Sophora flavescens
• Sophora stenophylla

Cross-Links

• PubChem: 5318581
• NPASS: NPC187837
• LOTUS: LTS0131289
• wikiData: Q105350301