Kushenol G

Details

• Internal ID: 285a0cde-40bd-47be-9abd-41c498d34929
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
• IUPAC Name: 2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[(2R)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl]chromen-4-one
• SMILES (Canonical): CC(=C)C(CCC(C)(C)O)CC1=C2C(=C(C=C1O)O)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)O)C(=O)C(=C(O2)C3=C(C=C(C=C3)O)O)O
• InChI: InChI=1S/C25H28O8/c1-12(2)13(7-8-25(3,4)32)9-16-18(28)11-19(29)20-21(30)22(31)24(33-23(16)20)15-6-5-14(26)10-17(15)27/h5-6,10-11,13,26-29,31-32H,1,7-9H2,2-4H3/t13-/m1/s1
• InChI Key: XEDWPQREESERDN-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₈
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.17841785 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• SCHEMBL564122
• CHEBI:185962
• LMPK12112515
• 2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[(2R)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl]chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	-	0.7586	75.86%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6266	62.66%
OATP2B1 inhibitior	-	0.5559	55.59%
OATP1B1 inhibitior	-	0.3316	33.16%
OATP1B3 inhibitior	+	0.8947	89.47%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8595	85.95%
P-glycoprotein inhibitior	-	0.4453	44.53%
P-glycoprotein substrate	+	0.6741	67.41%
CYP3A4 substrate	+	0.6133	61.33%
CYP2C9 substrate	+	0.6171	61.71%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	+	0.5614	56.14%
CYP2C9 inhibition	-	0.5894	58.94%
CYP2C19 inhibition	-	0.5748	57.48%
CYP2D6 inhibition	-	0.8758	87.58%
CYP1A2 inhibition	-	0.5071	50.71%
CYP2C8 inhibition	+	0.5697	56.97%
CYP inhibitory promiscuity	-	0.6174	61.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7087	70.87%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.7326	73.26%
Skin irritation	-	0.7020	70.20%
Skin corrosion	-	0.9224	92.24%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8408	84.08%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7562	75.62%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6567	65.67%
Acute Oral Toxicity (c)	III	0.4509	45.09%
Estrogen receptor binding	+	0.8751	87.51%
Androgen receptor binding	+	0.7381	73.81%
Thyroid receptor binding	+	0.6670	66.70%
Glucocorticoid receptor binding	+	0.8260	82.60%
Aromatase binding	+	0.7250	72.50%
PPAR gamma	+	0.8648	86.48%
Honey bee toxicity	-	0.8024	80.24%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	99.40%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.15%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.33%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.08%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.67%	94.73%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.89%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.46%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.15%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.23%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.64%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.75%	99.15%
CHEMBL1811	P34995	Prostanoid EP1 receptor	84.59%	95.71%
CHEMBL242	Q92731	Estrogen receptor beta	82.86%	98.35%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.24%	100.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.10%	96.12%

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: 44259516
• NPASS: NPC70628
• LOTUS: LTS0109777
• wikiData: Q76546376