Kakkalide

Details

• Internal ID: 8f94495f-8762-40ce-8b27-a02443bf7956
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 5-hydroxy-6-methoxy-3-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=COC3=CC(=C(C(=C3C2=O)O)OC)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=COC3=CC(=C(C(=C3C2=O)O)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O15/c1-37-12-5-3-11(4-6-12)13-8-39-15-7-16(26(38-2)22(33)18(15)19(13)30)42-28-25(36)23(34)21(32)17(43-28)10-41-27-24(35)20(31)14(29)9-40-27/h3-8,14,17,20-21,23-25,27-29,31-36H,9-10H2,1-2H3/t14-,17-,20+,21-,23+,24-,25-,27+,28-/m1/s1
• InChI Key: QTVAYNGFFDZGDR-CIJVEFAYSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₅
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.17412031 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

• 58274-56-9
• 5-hydroxy-6-methoxy-3-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SCHEMBL23830145
• DTXSID10207003
• HY-N4244
• MS-30682
• LS-193366
• CS-0032520
• E88714
• 4H-1-Benzopyran-4-one, 5-hydroxy-6-methoxy-3-(4-methoxyphenyl)-7-((6-O-beta-D-xylopranosyl-beta-D-glucopyranosyl)oxy)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5735	57.35%
Caco-2	-	0.8857	88.57%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6488	64.88%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6705	67.05%
P-glycoprotein inhibitior	-	0.5803	58.03%
P-glycoprotein substrate	-	0.5315	53.15%
CYP3A4 substrate	+	0.6751	67.51%
CYP2C9 substrate	-	0.8664	86.64%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.9232	92.32%
CYP2C9 inhibition	-	0.9458	94.58%
CYP2C19 inhibition	-	0.9169	91.69%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.9107	91.07%
CYP2C8 inhibition	+	0.6451	64.51%
CYP inhibitory promiscuity	-	0.8651	86.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7048	70.48%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9265	92.65%
Skin irritation	-	0.8405	84.05%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7630	76.30%
Micronuclear	+	0.6274	62.74%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9213	92.13%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9402	94.02%
Acute Oral Toxicity (c)	III	0.7026	70.26%
Estrogen receptor binding	+	0.8210	82.10%
Androgen receptor binding	+	0.6317	63.17%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6182	61.82%
Aromatase binding	+	0.5484	54.84%
PPAR gamma	+	0.7277	72.77%
Honey bee toxicity	-	0.8061	80.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.8488	84.88%

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	99.63%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.27%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.71%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.90%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.66%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.57%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.90%	96.77%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.25%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.94%	95.56%
CHEMBL4302	P08183	P-glycoprotein 1	90.89%	92.98%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.80%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.91%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.55%	95.64%
CHEMBL4208	P20618	Proteasome component C5	89.47%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.22%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.10%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.61%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.10%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.35%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.78%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.24%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.11%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.89%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.27%	95.53%
CHEMBL1907	P15144	Aminopeptidase N	80.10%	93.31%

Plants that contains it

• Pueraria montana var. lobata
• Viola hondoensis

Cross-Links

• PubChem: 5490351
• NPASS: NPC181186
• LOTUS: LTS0026566
• wikiData: Q83080899