Hexandraside E

Details

• Internal ID: 4d8e3dac-90d4-4540-ac1d-7c9e085dba95
• 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,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C=C(C2=C1OC(=C(C2=O)OC3C(C(C(C(O3)CO)O)O)O)C4=CC=C(C=C4)O)O)OC5C(C(C(C(O5)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C2=C1OC(=C(C2=O)O[C@H]3C(C([C@@H](C(O3)CO)O)O)O)C4=CC=C(C=C4)O)O)O[C@H]5C([C@H]([C@@H](C(O5)CO)O)O)O)C
• InChI: InChI=1S/C32H38O16/c1-12(2)3-8-15-17(44-31-26(42)24(40)21(37)18(10-33)45-31)9-16(36)20-23(39)30(28(47-29(15)20)13-4-6-14(35)7-5-13)48-32-27(43)25(41)22(38)19(11-34)46-32/h3-7,9,18-19,21-22,24-27,31-38,40-43H,8,10-11H2,1-2H3/t18?,19?,21-,22-,24+,25?,26?,27?,31-,32+/m1/s1
• InChI Key: SLUGZPRLJCECEX-RFKUPWJGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₆
• Molecular Weight: 678.60 g/mol
• Exact Mass: 678.21598512 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -1.26
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

• Noranhydroicaritin 3,7-diglucoside
• 3,4',5,7-Tetrahydroxy-8-(3-methyl-2-butenyl)flavone 3,7-diglucoside
• CHEBI:184487
• LMPK12111715
• 5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8197	81.97%
Caco-2	-	0.9260	92.60%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7345	73.45%
OATP2B1 inhibitior	-	0.7119	71.19%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8604	86.04%
P-glycoprotein inhibitior	+	0.6079	60.79%
P-glycoprotein substrate	-	0.6675	66.75%
CYP3A4 substrate	+	0.6276	62.76%
CYP2C9 substrate	-	0.6532	65.32%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	-	0.9452	94.52%
CYP2C9 inhibition	-	0.7331	73.31%
CYP2C19 inhibition	-	0.6690	66.90%
CYP2D6 inhibition	-	0.8359	83.59%
CYP1A2 inhibition	-	0.6926	69.26%
CYP2C8 inhibition	+	0.7157	71.57%
CYP inhibitory promiscuity	+	0.5084	50.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7421	74.21%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	+	0.5309	53.09%
Human Ether-a-go-go-Related Gene inhibition	+	0.7376	73.76%
Micronuclear	-	0.5467	54.67%
Hepatotoxicity	-	0.5788	57.88%
skin sensitisation	-	0.8511	85.11%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5933	59.33%
Estrogen receptor binding	+	0.7912	79.12%
Androgen receptor binding	+	0.6834	68.34%
Thyroid receptor binding	-	0.5060	50.60%
Glucocorticoid receptor binding	+	0.5764	57.64%
Aromatase binding	+	0.5647	56.47%
PPAR gamma	+	0.7110	71.10%
Honey bee toxicity	-	0.7112	71.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9787	97.87%

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	97.06%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.52%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	94.99%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.91%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.50%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.30%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.73%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.06%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.32%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.08%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.85%	95.64%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.36%	96.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.59%	95.78%
CHEMBL3194	P02766	Transthyretin	82.67%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.25%	86.92%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.40%	93.10%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.03%	96.00%

Plants that contains it

• Epimedium brevicornu
• Epimedium grandiflorum
• Epimedium koreanum
• Epimedium pubescens
• Epimedium sagittatum
• Epimedium sempervirens
• Epimedium wushanense
• Vancouveria hexandra

Cross-Links

• PubChem: 44258787
• NPASS: NPC258552
• LOTUS: LTS0252368
• wikiData: Q104398911