5,7-Dihydroxy-3-[5-hydroxy-6-methyl-3,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 0c7faffd-359d-4d16-9893-5b6b4396b32c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7-dihydroxy-3-[5-hydroxy-6-methyl-3,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
• InChI: InChI=1S/C33H40O20/c1-10-19(39)28(51-31-25(45)23(43)20(40)16(8-34)49-31)30(53-32-26(46)24(44)21(41)17(9-35)50-32)33(47-10)52-29-22(42)18-14(38)6-13(37)7-15(18)48-27(29)11-2-4-12(36)5-3-11/h2-7,10,16-17,19-21,23-26,28,30-41,43-46H,8-9H2,1H3
• InChI Key: YSBRVZWBIMCUQV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₂₀
• Molecular Weight: 756.70 g/mol
• Exact Mass: 756.21129366 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -3.57
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• 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	-	0.9076	90.76%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	0.8456	84.56%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7737	77.37%
P-glycoprotein inhibitior	-	0.5384	53.84%
P-glycoprotein substrate	-	0.5051	50.51%
CYP3A4 substrate	+	0.6525	65.25%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
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	+	0.8101	81.01%
CYP inhibitory promiscuity	-	0.6991	69.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9091	90.91%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.3978	39.78%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.5875	58.75%
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	-	0.8529	85.29%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	+	0.8264	82.64%
Androgen receptor binding	+	0.6702	67.02%
Thyroid receptor binding	+	0.5803	58.03%
Glucocorticoid receptor binding	+	0.5632	56.32%
Aromatase binding	+	0.6045	60.45%
PPAR gamma	+	0.7485	74.85%
Honey bee toxicity	-	0.7391	73.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	99.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.91%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.69%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.61%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.82%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.38%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.98%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	91.30%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.17%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.33%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.19%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.36%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.64%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.63%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.87%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.81%	95.89%
CHEMBL3194	P02766	Transthyretin	81.78%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	81.63%	98.35%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.04%	93.10%

Plants that contains it

• Crocus speciosus

Cross-Links

• PubChem: 74978100
• LOTUS: LTS0187924
• wikiData: Q105359511