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

Details

• Internal ID: 0dbf8d9b-962d-4169-96fb-c98c66695ccb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=C(O3)C4=CC=C(C=C4)O)OC5C(C(C(C(O5)C)O)O)O)CC=C(C)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=C(O3)C4=CC=C(C=C4)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)CC=C(C)C)O)O)O
• InChI: InChI=1S/C32H38O14/c1-12(2)5-10-17-19(44-31-26(40)24(38)21(35)13(3)42-31)11-18(34)20-23(37)30(46-32-27(41)25(39)22(36)14(4)43-32)28(45-29(17)20)15-6-8-16(33)9-7-15/h5-9,11,13-14,21-22,24-27,31-36,38-41H,10H2,1-4H3/t13-,14-,21+,22-,24+,25+,26+,27+,31-,32-/m0/s1
• InChI Key: OGPSRZIDJYCHPT-LITZXFSHSA-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: 1.80
• Atomic LogP (AlogP): 0.79
• 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	+	0.9457	94.57%
Caco-2	-	0.9192	91.92%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6649	66.49%
OATP2B1 inhibitior	-	0.5687	56.87%
OATP1B1 inhibitior	+	0.9007	90.07%
OATP1B3 inhibitior	+	0.7983	79.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9525	95.25%
P-glycoprotein inhibitior	+	0.6460	64.60%
P-glycoprotein substrate	-	0.5425	54.25%
CYP3A4 substrate	+	0.6227	62.27%
CYP2C9 substrate	-	0.6645	66.45%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.8480	84.80%
CYP2C9 inhibition	+	0.5656	56.56%
CYP2C19 inhibition	+	0.6271	62.71%
CYP2D6 inhibition	-	0.8396	83.96%
CYP1A2 inhibition	-	0.7835	78.35%
CYP2C8 inhibition	+	0.7444	74.44%
CYP inhibitory promiscuity	+	0.7768	77.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5802	58.02%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.7392	73.92%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	+	0.5326	53.26%
Human Ether-a-go-go-Related Gene inhibition	-	0.4394	43.94%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8027	80.27%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6094	60.94%
Acute Oral Toxicity (c)	III	0.6391	63.91%
Estrogen receptor binding	+	0.7884	78.84%
Androgen receptor binding	+	0.6843	68.43%
Thyroid receptor binding	+	0.5257	52.57%
Glucocorticoid receptor binding	+	0.6462	64.62%
Aromatase binding	+	0.5604	56.04%
PPAR gamma	+	0.7306	73.06%
Honey bee toxicity	-	0.7417	74.17%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	99.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.29%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.02%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	94.87%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.41%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.88%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.27%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	89.77%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.22%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.96%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.38%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.30%	95.78%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.14%	95.64%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.03%	96.95%
CHEMBL3194	P02766	Transthyretin	83.57%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.86%	93.10%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.03%	91.38%

Plants that contains it

• Epimedium davidii
• Epimedium pubescens

Cross-Links

• PubChem: 5321626
• NPASS: NPC27117