3-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

Details

• Internal ID: 5393099f-1efc-4f3b-ae93-8c7b4f3a7d2c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C)O)O)O)C6=CC(=C(C=C6)O)OC)OC7C(C(C(C(O7)C)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)C6=CC(=C(C=C6)O)OC)O[C@H]7[C@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C40H52O24/c1-11-22(43)27(48)31(52)37(57-11)56-10-20-25(46)30(51)36(64-39-33(54)29(50)24(45)13(3)59-39)40(62-20)63-35-26(47)21-17(42)8-15(60-38-32(53)28(49)23(44)12(2)58-38)9-19(21)61-34(35)14-5-6-16(41)18(7-14)55-4/h5-9,11-13,20,22-25,27-33,36-46,48-54H,10H2,1-4H3/t11-,12-,13-,20-,22-,23-,24-,25-,27+,28+,29+,30-,31-,32-,33-,36+,37+,38-,39-,40-/m0/s1
• InChI Key: RFGSFRBMLXKAEM-RYMPBZBPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₂O₂₄
• Molecular Weight: 916.80 g/mol
• Exact Mass: 916.28485252 g/mol
• Topological Polar Surface Area (TPSA): 372.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -4.03
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4796	47.96%
Caco-2	-	0.8981	89.81%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6680	66.80%
OATP2B1 inhibitior	-	0.5810	58.10%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8589	85.89%
P-glycoprotein inhibitior	+	0.6329	63.29%
P-glycoprotein substrate	+	0.6638	66.38%
CYP3A4 substrate	+	0.6577	65.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.9310	93.10%
CYP2C9 inhibition	-	0.9351	93.51%
CYP2C19 inhibition	-	0.9301	93.01%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.9113	91.13%
CYP2C8 inhibition	+	0.8227	82.27%
CYP inhibitory promiscuity	-	0.6965	69.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6809	68.09%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.8382	83.82%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.6492	64.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.7293	72.93%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9454	94.54%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9333	93.33%
Acute Oral Toxicity (c)	III	0.6850	68.50%
Estrogen receptor binding	+	0.7951	79.51%
Androgen receptor binding	+	0.5681	56.81%
Thyroid receptor binding	+	0.5542	55.42%
Glucocorticoid receptor binding	+	0.6022	60.22%
Aromatase binding	+	0.5178	51.78%
PPAR gamma	+	0.7426	74.26%
Honey bee toxicity	-	0.7061	70.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8533	85.33%

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	99.38%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.80%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.47%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.08%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.36%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.93%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.78%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.20%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.50%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.84%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.32%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.41%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.36%	95.78%
CHEMBL4208	P20618	Proteasome component C5	84.38%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.28%	96.00%
CHEMBL3194	P02766	Transthyretin	82.53%	90.71%
CHEMBL1907	P15144	Aminopeptidase N	82.23%	93.31%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.00%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.39%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.03%	97.09%

Plants that contains it

• Chrysothamnus viscidiflorus
• Coleogyne ramosissima

Cross-Links

• PubChem: 162988588
• LOTUS: LTS0239874
• wikiData: Q105235398