Kaempferol 3-O-beta-D-(2''-O-beta-D-apiofuranosyl)glucop7ranoside 7-O-alpha-L-rhamnopyranoside

Details

• Internal ID: badb537f-379a-4907-95dc-2ef1c99bd910
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(CO5)(CO)O)O)C6=CC=C(C=C6)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@](CO5)(CO)O)O)C6=CC=C(C=C6)O)O)O)O)O
• InChI: InChI=1S/C32H38O19/c1-11-19(37)22(40)24(42)29(46-11)47-14-6-15(36)18-16(7-14)48-25(12-2-4-13(35)5-3-12)26(21(18)39)50-30-27(23(41)20(38)17(8-33)49-30)51-31-28(43)32(44,9-34)10-45-31/h2-7,11,17,19-20,22-24,27-31,33-38,40-44H,8-10H2,1H3/t11-,17+,19-,20+,22+,23-,24+,27+,28-,29-,30-,31-,32+/m0/s1
• InChI Key: ULOAWPSYNSJWGI-FLSZNSENSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₉
• Molecular Weight: 726.60 g/mol
• Exact Mass: 726.20072898 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -3.28
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

• NCGC00385688-01!3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6822	68.22%
Caco-2	-	0.9039	90.39%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6873	68.73%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9122	91.22%
P-glycoprotein inhibitior	+	0.5997	59.97%
P-glycoprotein substrate	+	0.6112	61.12%
CYP3A4 substrate	+	0.7006	70.06%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.8804	88.04%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.8493	84.93%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.8913	89.13%
CYP2C8 inhibition	+	0.7758	77.58%
CYP inhibitory promiscuity	-	0.7619	76.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5384	53.84%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7911	79.11%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8842	88.42%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8222	82.22%
Acute Oral Toxicity (c)	III	0.6434	64.34%
Estrogen receptor binding	+	0.7848	78.48%
Androgen receptor binding	+	0.6534	65.34%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4780	47.80%
Aromatase binding	+	0.5984	59.84%
PPAR gamma	+	0.7402	74.02%
Honey bee toxicity	-	0.6880	68.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.7925	79.25%

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	99.69%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.22%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	98.09%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.57%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.72%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.65%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.54%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.41%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	88.92%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.82%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.37%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	88.22%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	87.98%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.85%	94.45%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	86.09%	96.69%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.01%	95.83%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.67%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.50%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.85%	93.10%
CHEMBL4208	P20618	Proteasome component C5	84.75%	90.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.40%	97.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.39%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.14%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.22%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.99%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.81%	100.00%

Plants that contains it

• Urena lobata

Cross-Links

• PubChem: 51136540
• NPASS: NPC256215