6-[(2S,3S,4R,5R,6R)-4-[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: a6517472-50c9-4538-b786-a13881ddeb14
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: 6-[(2S,3S,4R,5R,6R)-4-[(2S,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)OC5C(C(CO5)(CO)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O[C@H]5[C@H]([C@@](CO5)(CO)O)O)O)O
• InChI: InChI=1S/C27H30O14/c1-37-12-4-2-11(3-5-12)15-6-13(30)18-16(39-15)7-14(31)19(21(18)33)23-22(34)24(20(32)17(8-28)40-23)41-26-25(35)27(36,9-29)10-38-26/h2-7,17,20,22-26,28-29,31-36H,8-10H2,1H3/t17-,20-,22+,23+,24+,25-,26+,27+/m1/s1
• InChI Key: YDMXOIDNIPFRHO-HBQWEWIMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.14
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6754	67.54%
Caco-2	-	0.9008	90.08%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6254	62.54%
OATP2B1 inhibitior	-	0.5631	56.31%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6162	61.62%
P-glycoprotein inhibitior	-	0.5085	50.85%
P-glycoprotein substrate	-	0.5357	53.57%
CYP3A4 substrate	+	0.6929	69.29%
CYP2C9 substrate	-	0.8346	83.46%
CYP2D6 substrate	-	0.8537	85.37%
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	+	0.6718	67.18%
CYP inhibitory promiscuity	-	0.7811	78.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5250	52.50%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9122	91.22%
Skin irritation	-	0.8131	81.31%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6640	66.40%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8821	88.21%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8324	83.24%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	+	0.8246	82.46%
Androgen receptor binding	+	0.7784	77.84%
Thyroid receptor binding	+	0.5660	56.60%
Glucocorticoid receptor binding	+	0.6494	64.94%
Aromatase binding	+	0.6949	69.49%
PPAR gamma	+	0.7764	77.64%
Honey bee toxicity	-	0.7228	72.28%
Biodegradation	-	0.9000	90.00%
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	99.86%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.07%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.02%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.63%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.14%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.93%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.22%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.08%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.13%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	90.00%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.50%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.52%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.67%	99.23%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.24%	83.57%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.21%	97.14%
CHEMBL4208	P20618	Proteasome component C5	84.82%	90.00%
CHEMBL4530	P00488	Coagulation factor XIII	83.96%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.03%	92.62%
CHEMBL4581	P52732	Kinesin-like protein 1	81.17%	93.18%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.79%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.69%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.34%	90.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.26%	95.53%
CHEMBL3401	O75469	Pregnane X receptor	80.18%	94.73%

Plants that contains it

• Anthurium versicolor

Cross-Links

• PubChem: 10973886
• LOTUS: LTS0187959
• wikiData: Q105346835