KushenolK

Details

• Internal ID: dc4a3dd3-72bf-4d3d-a391-ba57b8cab22f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (2R,3S)-2-(2,4-dihydroxyphenyl)-3,7-dihydroxy-8-[(2R)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl]-5-methoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=C)C(CCC(C)(C)O)CC1=C2C(=C(C=C1O)OC)C(=O)C(C(O2)C3=C(C=C(C=C3)O)O)O
• SMILES (Isomeric): CC(=C)[C@H](CCC(C)(C)O)CC1=C2C(=C(C=C1O)OC)C(=O)[C@H]([C@H](O2)C3=C(C=C(C=C3)O)O)O
• InChI: InChI=1S/C26H32O8/c1-13(2)14(8-9-26(3,4)32)10-17-19(29)12-20(33-5)21-22(30)23(31)25(34-24(17)21)16-7-6-15(27)11-18(16)28/h6-7,11-12,14,23,25,27-29,31-32H,1,8-10H2,2-5H3/t14-,23-,25-/m1/s1
• InChI Key: YWHHRFNOJTVNBI-LBEFLKDASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₈
• Molecular Weight: 472.50 g/mol
• Exact Mass: 472.20971797 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• 101236-49-1
• KushenolK
• CHEMBL388661
• AKOS040760509
• HY-117010
• CS-0063462

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	-	0.6901	69.01%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6230	62.30%
OATP2B1 inhibitior	-	0.7146	71.46%
OATP1B1 inhibitior	+	0.8396	83.96%
OATP1B3 inhibitior	+	0.8727	87.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9396	93.96%
P-glycoprotein inhibitior	+	0.6595	65.95%
P-glycoprotein substrate	+	0.6064	60.64%
CYP3A4 substrate	+	0.6836	68.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7607	76.07%
CYP3A4 inhibition	+	0.6070	60.70%
CYP2C9 inhibition	-	0.5443	54.43%
CYP2C19 inhibition	-	0.5220	52.20%
CYP2D6 inhibition	-	0.8430	84.30%
CYP1A2 inhibition	-	0.5149	51.49%
CYP2C8 inhibition	+	0.6567	65.67%
CYP inhibitory promiscuity	-	0.6010	60.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7227	72.27%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8392	83.92%
Skin irritation	-	0.7388	73.88%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4097	40.97%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.7999	79.99%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6040	60.40%
Acute Oral Toxicity (c)	III	0.3975	39.75%
Estrogen receptor binding	+	0.8356	83.56%
Androgen receptor binding	+	0.6248	62.48%
Thyroid receptor binding	+	0.6272	62.72%
Glucocorticoid receptor binding	+	0.8154	81.54%
Aromatase binding	+	0.6251	62.51%
PPAR gamma	+	0.6645	66.45%
Honey bee toxicity	-	0.7269	72.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	96.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.74%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.01%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.83%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.52%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.28%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.09%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.31%	93.99%
CHEMBL2535	P11166	Glucose transporter	92.27%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.24%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.21%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.85%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.74%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.21%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.36%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.19%	97.14%
CHEMBL1907	P15144	Aminopeptidase N	81.70%	93.31%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.46%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.17%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.07%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.94%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.83%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	80.75%	90.20%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.22%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.09%	91.19%

Plants that contains it

• Asimina parviflora
• Atraphaxis spinosa
• Baccharis neglecta
• Centaurea cuneifolia subsp. cuneifolia
• Chondrodendron tomentosum
• Clerodendrum bungei
• Diospyros ebenum
• Embelia parviflora
• Embelia schimperi
• Ephedra sinica
• Epilobium hirsutum
• Erysimum leptophyllum
• Erythrina melanacantha
• Esenbeckia leiocarpa
• Euphorbia jolkinii
• Faramea multiflora
• Gymnocalycium schickendantzii
• Haplophyllum obtusifolium
• Helichrysum tenuifolium
• Hypericum styphelioides
• Linnaea chinensis
• Lythrum salicaria
• Monsonia senegalensis
• Myrica rubra
• Onopordum acanthium
• Pancratium sickenbergeri
• Pinalia anomala
• Piper regnellii
• Plathymenia reticulata
• Pteridium esculentum
• Simarouba glauca
• Sophora flavescens
• Stenocereus laevigatus
• Syzygium polycephaloides
• Varronia leucocephala
• Vellozia nanuzae
• Vernonanthura fagifolia

Cross-Links

• PubChem: 44428630
• NPASS: NPC10754
• LOTUS: LTS0191185
• wikiData: Q104399502