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

Details

• Internal ID: 22f51feb-f8c9-4d07-aa33-b07ce8fd4a21
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=C(C(=CC(=C4C3=O)O)O)CC=C(C)C)C5=CC=C(C=C5)O)C)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H](O[C@H]2OC3=C(OC4=C(C(=CC(=C4C3=O)O)O)CC=C(C)C)C5=CC=C(C=C5)O)C)O)O)O)O)O
• InChI: InChI=1S/C32H38O14/c1-12(2)5-10-17-18(34)11-19(35)20-23(38)29(27(44-28(17)20)15-6-8-16(33)9-7-15)45-32-30(25(40)22(37)14(4)43-32)46-31-26(41)24(39)21(36)13(3)42-31/h5-9,11,13-14,21-22,24-26,30-37,39-41H,10H2,1-4H3/t13-,14-,21-,22-,24+,25+,26+,30+,31-,32-/m0/s1
• InChI Key: ZRCODBBSMJOEAY-NLDOALJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₄
• Molecular Weight: 646.60 g/mol
• Exact Mass: 646.22615588 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.14
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9516	95.16%
Caco-2	-	0.9105	91.05%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6451	64.51%
OATP2B1 inhibitior	-	0.5724	57.24%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.8008	80.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9643	96.43%
P-glycoprotein inhibitior	+	0.5717	57.17%
P-glycoprotein substrate	+	0.5364	53.64%
CYP3A4 substrate	+	0.6483	64.83%
CYP2C9 substrate	-	0.6645	66.45%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.8852	88.52%
CYP2C9 inhibition	+	0.6270	62.70%
CYP2C19 inhibition	+	0.6621	66.21%
CYP2D6 inhibition	-	0.8466	84.66%
CYP1A2 inhibition	-	0.7942	79.42%
CYP2C8 inhibition	+	0.7330	73.30%
CYP inhibitory promiscuity	+	0.7001	70.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6253	62.53%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9101	91.01%
Skin irritation	-	0.7462	74.62%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.5374	53.74%
Human Ether-a-go-go-Related Gene inhibition	-	0.4866	48.66%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6072	60.72%
skin sensitisation	-	0.8107	81.07%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8032	80.32%
Acute Oral Toxicity (c)	III	0.6000	60.00%
Estrogen receptor binding	+	0.8263	82.63%
Androgen receptor binding	+	0.7325	73.25%
Thyroid receptor binding	+	0.5641	56.41%
Glucocorticoid receptor binding	+	0.7111	71.11%
Aromatase binding	+	0.6112	61.12%
PPAR gamma	+	0.7177	71.77%
Honey bee toxicity	-	0.6902	69.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	99.69%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.93%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.99%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.53%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	96.14%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.60%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.83%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.32%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.40%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.18%	99.17%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.91%	91.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.51%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.99%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.94%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.27%	91.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.51%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.40%	95.89%

Plants that contains it

• Epimedium wushanense

Cross-Links

• PubChem: 101620921
• LOTUS: LTS0062797
• wikiData: Q105381885