Kushenol V

Details

• Internal ID: 1d0741bb-24f3-4e65-8a60-fa60ead94e40
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
• IUPAC Name: (2S)-2-(2,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1O)OC(CC2=O)C3=CC(=C(C=C3O)O)OC)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C=C1O)O[C@@H](CC2=O)C3=CC(=C(C=C3O)O)OC)O)C
• InChI: InChI=1S/C21H22O7/c1-10(2)4-5-11-14(23)8-19-20(21(11)26)16(25)9-17(28-19)12-6-18(27-3)15(24)7-13(12)22/h4,6-8,17,22-24,26H,5,9H2,1-3H3/t17-/m0/s1
• InChI Key: NNBXZDZKDHWELJ-KRWDZBQOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₇
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.13655304 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 5,7,2',4'-Tetrahydroxy-5'-methoxy-6-prenylflavanone
• KushenolV
• CHEMBL480869
• LMPK12140491

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9726	97.26%
Caco-2	-	0.5906	59.06%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5708	57.08%
OATP2B1 inhibitior	-	0.7083	70.83%
OATP1B1 inhibitior	+	0.8929	89.29%
OATP1B3 inhibitior	+	0.9251	92.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5660	56.60%
P-glycoprotein inhibitior	-	0.6586	65.86%
P-glycoprotein substrate	-	0.7070	70.70%
CYP3A4 substrate	+	0.6038	60.38%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.6646	66.46%
CYP2C9 inhibition	+	0.8313	83.13%
CYP2C19 inhibition	+	0.9035	90.35%
CYP2D6 inhibition	+	0.6981	69.81%
CYP1A2 inhibition	+	0.7999	79.99%
CYP2C8 inhibition	-	0.6309	63.09%
CYP inhibitory promiscuity	+	0.8964	89.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6912	69.12%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.5284	52.84%
Skin irritation	-	0.7726	77.26%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.8416	84.16%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6997	69.97%
Acute Oral Toxicity (c)	III	0.5393	53.93%
Estrogen receptor binding	+	0.9286	92.86%
Androgen receptor binding	+	0.5626	56.26%
Thyroid receptor binding	+	0.6329	63.29%
Glucocorticoid receptor binding	+	0.8416	84.16%
Aromatase binding	+	0.6655	66.55%
PPAR gamma	+	0.8799	87.99%
Honey bee toxicity	-	0.7452	74.52%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9751	97.51%

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	99.35%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.45%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.42%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.27%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.21%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.47%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.35%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.09%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.72%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.42%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.22%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.99%	89.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.02%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.83%	90.71%
CHEMBL4208	P20618	Proteasome component C5	81.80%	90.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.39%	89.34%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.97%	98.11%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.45%	92.68%
CHEMBL3401	O75469	Pregnane X receptor	80.06%	94.73%

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
• Homalomena occulta
• 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: 10572194
• NPASS: NPC223787
• LOTUS: LTS0055573
• wikiData: Q105158292