7-[3,4-Dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: b3508e98-62e5-482a-bfbb-e6987065ff4e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[3,4-dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
• InChI: InChI=1S/C33H40O21/c1-9-28(53-32-25(45)22(42)19(39)16(7-34)51-32)24(44)27(47)31(48-9)49-11-5-14(38)18-15(6-11)50-29(10-2-3-12(36)13(37)4-10)30(21(18)41)54-33-26(46)23(43)20(40)17(8-35)52-33/h2-6,9,16-17,19-20,22-28,31-40,42-47H,7-8H2,1H3
• InChI Key: LDJDNEHEXIQBED-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₂₁
• Molecular Weight: 772.70 g/mol
• Exact Mass: 772.20620828 g/mol
• Topological Polar Surface Area (TPSA): 345.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -4.21
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5372	53.72%
Caco-2	-	0.9022	90.22%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6975	69.75%
P-glycoprotein inhibitior	-	0.4535	45.35%
P-glycoprotein substrate	-	0.5865	58.65%
CYP3A4 substrate	+	0.6552	65.52%
CYP2C9 substrate	-	0.6847	68.47%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.9550	95.50%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.9129	91.29%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	+	0.7816	78.16%
CYP inhibitory promiscuity	-	0.6991	69.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	+	0.5599	55.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.8040	80.40%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.6946	69.46%
skin sensitisation	-	0.9289	92.89%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8688	86.88%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	+	0.7927	79.27%
Androgen receptor binding	+	0.6247	62.47%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5223	52.23%
Aromatase binding	+	0.5536	55.36%
PPAR gamma	+	0.7046	70.46%
Honey bee toxicity	-	0.6930	69.30%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.8024	80.24%

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	99.61%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.94%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.30%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.17%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.41%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.23%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.62%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.62%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	92.56%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.11%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.10%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.21%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.77%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.06%	95.78%
CHEMBL4208	P20618	Proteasome component C5	82.20%	90.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.99%	95.64%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.44%	97.36%

Plants that contains it

• Lathyrus chrysanthus

Cross-Links

• PubChem: 74978153
• LOTUS: LTS0206251
• wikiData: Q105150238