3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-methoxychromen-4-one

Details

• Internal ID: 31e812f5-67bf-4b9a-b392-ccfaa90498db
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-methoxychromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC(=C(C2=O)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O)C5=CC(=C(C=C5)O)O)O)O
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC(=C(C2=O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)C5=CC(=C(C=C5)O)O)O)O
• InChI: InChI=1S/C28H32O18/c1-41-12-5-11-15(18(35)16(12)33)19(36)26(24(42-11)8-2-3-9(31)10(32)4-8)46-28-23(40)21(38)25(14(7-30)44-28)45-27-22(39)20(37)17(34)13(6-29)43-27/h2-5,13-14,17,20-23,25,27-35,37-40H,6-7H2,1H3/t13-,14+,17-,20+,21+,22-,23-,25+,27-,28+/m1/s1
• InChI Key: MUROWDSEICASRU-NKZLNOQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₈
• Molecular Weight: 656.50 g/mol
• Exact Mass: 656.15886417 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.71
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5457	54.57%
Caco-2	-	0.9180	91.80%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.5758	57.58%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5492	54.92%
P-glycoprotein inhibitior	-	0.5342	53.42%
P-glycoprotein substrate	-	0.5297	52.97%
CYP3A4 substrate	+	0.6591	65.91%
CYP2C9 substrate	-	0.8415	84.15%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9150	91.50%
CYP2C8 inhibition	+	0.8135	81.35%
CYP inhibitory promiscuity	-	0.7142	71.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9069	90.69%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6888	68.88%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9615	96.15%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.8152	81.52%
Androgen receptor binding	+	0.6683	66.83%
Thyroid receptor binding	+	0.5229	52.29%
Glucocorticoid receptor binding	+	0.5374	53.74%
Aromatase binding	+	0.5987	59.87%
PPAR gamma	+	0.7063	70.63%
Honey bee toxicity	-	0.6317	63.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.6698	66.98%

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	99.56%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.78%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.06%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.69%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.65%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.84%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.46%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.37%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.10%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.89%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.24%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.12%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.54%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.22%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.97%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.33%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.96%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.93%	90.71%

Plants that contains it

• Paepalanthus latipes

Cross-Links

• PubChem: 162963135
• LOTUS: LTS0225649
• wikiData: Q105172677