7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-3,4-dihydroxy-5,6-dimethyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 9a0cf444-2f02-4630-86ea-d5c7f06eb36b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-3,4-dihydroxy-5,6-dimethyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(OC(C(C1O)O)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O)O)O)C
• SMILES (Isomeric): C[C@H]1[C@@H](O[C@H]([C@@H]([C@@H]1O)O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O)O)O)C
• InChI: InChI=1S/C29H34O13/c1-12-13(2)39-28(26(35)23(12)32)38-11-21-24(33)25(34)27(36)29(42-21)40-16-8-17(30)22-18(31)10-19(41-20(22)9-16)14-4-6-15(37-3)7-5-14/h4-10,12-13,21,23-30,32-36H,11H2,1-3H3/t12-,13-,21+,23+,24+,25-,26+,27+,28+,29+/m0/s1
• InChI Key: WZPYAAMCBWUTTF-IAONIYDGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₃
• Molecular Weight: 590.60 g/mol
• Exact Mass: 590.19994113 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.48
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5152	51.52%
Caco-2	-	0.8618	86.18%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6993	69.93%
OATP2B1 inhibitior	-	0.7093	70.93%
OATP1B1 inhibitior	+	0.8874	88.74%
OATP1B3 inhibitior	+	0.9128	91.28%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8574	85.74%
P-glycoprotein inhibitior	-	0.7207	72.07%
P-glycoprotein substrate	+	0.6026	60.26%
CYP3A4 substrate	+	0.6008	60.08%
CYP2C9 substrate	-	0.7394	73.94%
CYP2D6 substrate	-	0.8524	85.24%
CYP3A4 inhibition	-	0.9242	92.42%
CYP2C9 inhibition	-	0.9442	94.42%
CYP2C19 inhibition	-	0.9400	94.00%
CYP2D6 inhibition	-	0.9313	93.13%
CYP1A2 inhibition	-	0.9383	93.83%
CYP2C8 inhibition	+	0.7110	71.10%
CYP inhibitory promiscuity	-	0.7202	72.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6270	62.70%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9277	92.77%
Skin irritation	-	0.8366	83.66%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7685	76.85%
Micronuclear	+	0.6892	68.92%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9470	94.70%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9208	92.08%
Acute Oral Toxicity (c)	III	0.7103	71.03%
Estrogen receptor binding	+	0.7784	77.84%
Androgen receptor binding	+	0.6347	63.47%
Thyroid receptor binding	+	0.5671	56.71%
Glucocorticoid receptor binding	+	0.5774	57.74%
Aromatase binding	+	0.5272	52.72%
PPAR gamma	+	0.7168	71.68%
Honey bee toxicity	-	0.7804	78.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8123	81.23%

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	99.58%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.21%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.27%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.24%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.66%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.82%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.60%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.77%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.72%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.91%	86.92%
CHEMBL1907	P15144	Aminopeptidase N	89.90%	93.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.40%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.33%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.45%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.58%	99.17%
CHEMBL3194	P02766	Transthyretin	84.18%	90.71%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.70%	81.11%
CHEMBL4208	P20618	Proteasome component C5	82.47%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.41%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.04%	97.36%

Plants that contains it

• Buddleja officinalis

Cross-Links

• PubChem: 44575349
• LOTUS: LTS0202014
• wikiData: Q105323392