3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 4de0372d-6755-4ce8-b103-bccb0657a094
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)OC4C(C(C(C(O4)CO)O)O)O)O)C5=CC=C(C=C5)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)C5=CC=C(C=C5)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C38H48O20/c1-13(2)4-9-17-19(53-37-29(49)26(46)23(43)20(11-39)54-37)10-18(42)22-25(45)35(33(56-34(17)22)15-5-7-16(41)8-6-15)58-36-31(51)28(48)32(14(3)52-36)57-38-30(50)27(47)24(44)21(12-40)55-38/h4-8,10,14,20-21,23-24,26-32,36-44,46-51H,9,11-12H2,1-3H3/t14-,20+,21+,23+,24+,26-,27-,28-,29+,30+,31+,32-,36-,37+,38-/m0/s1
• InChI Key: XXOIBODHCUUWOH-CXDIXCANSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₂₀
• Molecular Weight: 824.80 g/mol
• Exact Mass: 824.27389392 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -2.41
• H-Bond Acceptor: 20
• 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	+	0.8270	82.70%
Caco-2	-	0.9086	90.86%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7165	71.65%
OATP2B1 inhibitior	-	0.5793	57.93%
OATP1B1 inhibitior	+	0.8817	88.17%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8650	86.50%
P-glycoprotein inhibitior	+	0.6481	64.81%
P-glycoprotein substrate	+	0.5130	51.30%
CYP3A4 substrate	+	0.6631	66.31%
CYP2C9 substrate	-	0.6532	65.32%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	-	0.9654	96.54%
CYP2C9 inhibition	-	0.7450	74.50%
CYP2C19 inhibition	-	0.6833	68.33%
CYP2D6 inhibition	-	0.8628	86.28%
CYP1A2 inhibition	-	0.7150	71.50%
CYP2C8 inhibition	+	0.7262	72.62%
CYP inhibitory promiscuity	-	0.5448	54.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7286	72.86%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9071	90.71%
Skin irritation	-	0.8095	80.95%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.5128	51.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7714	77.14%
Micronuclear	-	0.5567	55.67%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6224	62.24%
Acute Oral Toxicity (c)	III	0.6196	61.96%
Estrogen receptor binding	+	0.8197	81.97%
Androgen receptor binding	+	0.6792	67.92%
Thyroid receptor binding	+	0.5384	53.84%
Glucocorticoid receptor binding	+	0.5764	57.64%
Aromatase binding	+	0.5676	56.76%
PPAR gamma	+	0.7271	72.71%
Honey bee toxicity	-	0.6491	64.91%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9788	97.88%

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	99.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.39%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.05%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	94.90%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.18%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.11%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.44%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.10%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	89.10%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.07%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.89%	93.10%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.79%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.68%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.30%	95.78%
CHEMBL3194	P02766	Transthyretin	83.66%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.93%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.86%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.68%	91.71%
CHEMBL1937	Q92769	Histone deacetylase 2	80.80%	94.75%

Plants that contains it

• Epimedium brevicornu
• Epimedium pubescens
• Epimedium wushanense

Cross-Links

• PubChem: 5321006
• NPASS: NPC260736
• LOTUS: LTS0023092
• wikiData: Q105344132