[(2R,3S,4S,5S,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate

Details

• Internal ID: 35e1336f-1a02-478b-82df-ae1a8f440a8b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5S,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate
• 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)COC(=O)C6=CC=CC=C6)O)O)O)C7=CC(=C(C=C7)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)COC(=O)C6=CC=CC=C6)O)O)O)C7=CC(=C(C=C7)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C40H44O22/c1-14-25(44)29(48)32(51)38(57-14)56-13-23-27(46)31(50)34(53)40(61-23)62-36-28(47)24-20(43)10-17(11-21(24)59-35(36)16-7-8-18(41)19(42)9-16)58-39-33(52)30(49)26(45)22(60-39)12-55-37(54)15-5-3-2-4-6-15/h2-11,14,22-23,25-27,29-34,38-46,48-53H,12-13H2,1H3/t14-,22+,23-,25-,26+,27+,29+,30-,31-,32-,33-,34+,38+,39+,40-/m0/s1
• InChI Key: YSNYMPOATIYVGO-PKSXCJFUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₄O₂₂
• Molecular Weight: 876.80 g/mol
• Exact Mass: 876.23242303 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.35
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6183	61.83%
Caco-2	-	0.8822	88.22%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6983	69.83%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8364	83.64%
P-glycoprotein inhibitior	+	0.6867	68.67%
P-glycoprotein substrate	+	0.5528	55.28%
CYP3A4 substrate	+	0.6613	66.13%
CYP2C9 substrate	-	0.6564	65.64%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.9607	96.07%
CYP2C9 inhibition	-	0.8669	86.69%
CYP2C19 inhibition	-	0.8809	88.09%
CYP2D6 inhibition	-	0.9670	96.70%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.8846	88.46%
CYP inhibitory promiscuity	-	0.8117	81.17%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6484	64.84%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.8512	85.12%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.8253	82.53%
Micronuclear	+	0.7033	70.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9299	92.99%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9468	94.68%
Acute Oral Toxicity (c)	III	0.5610	56.10%
Estrogen receptor binding	+	0.7853	78.53%
Androgen receptor binding	+	0.6741	67.41%
Thyroid receptor binding	+	0.5716	57.16%
Glucocorticoid receptor binding	+	0.6373	63.73%
Aromatase binding	+	0.5188	51.88%
PPAR gamma	+	0.7329	73.29%
Honey bee toxicity	-	0.7490	74.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9158	91.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.73%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.09%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.33%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.55%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.45%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.18%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.09%	83.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.78%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.84%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.12%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.63%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.53%	94.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.30%	87.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.06%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.42%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.70%	97.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.63%	80.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.20%	95.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.78%	85.31%
CHEMBL4208	P20618	Proteasome component C5	81.67%	90.00%

Plants that contains it

• Psydrax dicoccos

Cross-Links

• PubChem: 163086273
• LOTUS: LTS0156244
• wikiData: Q105360323