viscumneoside III

Details

• Internal ID: 29c32b01-b47b-40ed-a946-a78ec1da4bf9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: (2S)-7-[(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-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C27H32O15/c1-37-17-4-11(2-3-13(17)30)16-7-15(32)20-14(31)5-12(6-18(20)40-16)39-25-23(22(34)21(33)19(8-28)41-25)42-26-24(35)27(36,9-29)10-38-26/h2-6,16,19,21-26,28-31,33-36H,7-10H2,1H3/t16-,19+,21+,22-,23+,24-,25+,26-,27+/m0/s1
• InChI Key: BYALYZGUSBVZQP-XJBIVIJWSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₅
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.17412031 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.54
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

• 118985-27-6
• CHEBI:132857
• RefChem:934086
• GlyTouCan:G05698KW
• G05698KW
• 7-(3-(3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl)oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one
• homoeriodictyol-7-O-apiosyl-(1-2)-glucopyranoside
• orb1684163
• CHEMBL2332107
• HY-N8223
• AKOS040760750
• FS-6894
• CS-0140326
• E88778
• homoeriodictyol-7-O-beta-D-apiosyl-(1->2)-beta-D-glucopyranoside
• (2S)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]-beta-D-glucopyranoside
• (2S)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-beta-D-apiofuranosyl-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6754	67.54%
Caco-2	-	0.9030	90.30%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6254	62.54%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9141	91.41%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4530	45.30%
P-glycoprotein inhibitior	-	0.5513	55.13%
P-glycoprotein substrate	-	0.5491	54.91%
CYP3A4 substrate	+	0.6907	69.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.8418	84.18%
CYP2C9 inhibition	-	0.8860	88.60%
CYP2C19 inhibition	-	0.8296	82.96%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	-	0.9060	90.60%
CYP2C8 inhibition	+	0.5987	59.87%
CYP inhibitory promiscuity	-	0.7811	78.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5250	52.50%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.8131	81.31%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7617	76.17%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8821	88.21%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5283	52.83%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	+	0.8227	82.27%
Androgen receptor binding	-	0.5240	52.40%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4680	46.80%
Aromatase binding	+	0.6771	67.71%
PPAR gamma	+	0.7391	73.91%
Honey bee toxicity	-	0.6597	65.97%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6644	66.44%

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	99.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.98%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.50%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.42%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.94%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.93%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.99%	89.00%
CHEMBL4208	P20618	Proteasome component C5	92.90%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.88%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.82%	95.89%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.19%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.98%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.00%	96.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.87%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	88.08%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.45%	96.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.27%	97.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.53%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.52%	92.88%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.08%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.72%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.99%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.44%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.24%	100.00%

Plants that contains it

• Viscum coloratum

Cross-Links

• PubChem: 71717590
• NPASS: NPC261254
• LOTUS: LTS0061257
• wikiData: Q104949042