Khonklonginol H

Details

• Internal ID: 26f8e8bc-4035-4cc1-b407-cc14f3d16cab
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (8S)-5-hydroxy-8-(2-hydroxy-4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OC(CC3=O)C4=C(C=C(C=C4)OC)O)O)C=CC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C3=C1O[C@@H](CC3=O)C4=C(C=C(C=C4)OC)O)O)C=CC(O2)(C)C)C
• InChI: InChI=1S/C26H28O6/c1-14(2)6-8-18-24-17(10-11-26(3,4)32-24)23(29)22-20(28)13-21(31-25(18)22)16-9-7-15(30-5)12-19(16)27/h6-7,9-12,21,27,29H,8,13H2,1-5H3/t21-/m0/s1
• InChI Key: DODLFMXUTHHGIM-NRFANRHFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₆
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.18858861 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.51
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL557097
• BDBM50495306

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.5135	51.35%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8285	82.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8108	81.08%
OATP1B3 inhibitior	+	0.8613	86.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9611	96.11%
P-glycoprotein inhibitior	+	0.8013	80.13%
P-glycoprotein substrate	+	0.5555	55.55%
CYP3A4 substrate	+	0.6861	68.61%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.7432	74.32%
CYP2C9 inhibition	+	0.7465	74.65%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.7073	70.73%
CYP1A2 inhibition	-	0.5886	58.86%
CYP2C8 inhibition	+	0.5665	56.65%
CYP inhibitory promiscuity	+	0.8799	87.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5913	59.13%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.6887	68.87%
Skin irritation	-	0.7708	77.08%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7084	70.84%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.8212	82.12%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8031	80.31%
Acute Oral Toxicity (c)	III	0.5673	56.73%
Estrogen receptor binding	+	0.9135	91.35%
Androgen receptor binding	+	0.7402	74.02%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.8883	88.83%
Aromatase binding	+	0.5979	59.79%
PPAR gamma	+	0.8309	83.09%
Honey bee toxicity	-	0.7172	71.72%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9801	98.01%

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	99.82%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.44%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.55%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.98%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.81%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.47%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.66%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.62%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	91.43%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.58%	99.17%
CHEMBL4208	P20618	Proteasome component C5	90.37%	90.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.65%	96.12%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.13%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.17%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.72%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	86.55%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.15%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.92%	95.93%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.53%	91.03%
CHEMBL2535	P11166	Glucose transporter	83.73%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.44%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.54%	95.71%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.40%	80.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.13%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.96%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.08%	100.00%

Plants that contains it

• Eriosema chinense
• Flemingia prostrata

Cross-Links

• PubChem: 44179862
• NPASS: NPC83357
• ChEMBL: CHEMBL557097
• LOTUS: LTS0086455
• wikiData: Q104985928