baohuoside VII

Details

• Internal ID: aea38495-9865-435e-ad58-8f8651797be8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-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-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C4=CC=C(C=C4)OC)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)C4=CC=C(C=C4)OC)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C33H40O15/c1-13(2)5-10-17-18(35)11-19(36)21-23(38)31(29(46-30(17)21)15-6-8-16(43-4)9-7-15)48-32-27(42)25(40)28(14(3)44-32)47-33-26(41)24(39)22(37)20(12-34)45-33/h5-9,11,14,20,22,24-28,32-37,39-42H,10,12H2,1-4H3/t14-,20+,22+,24-,25-,26+,27+,28-,32-,33-/m0/s1
• InChI Key: VCWUZNQATFVWGL-ITFJRHMYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₁₅
• Molecular Weight: 676.70 g/mol
• Exact Mass: 676.23672056 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

• 119730-89-1
• 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-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
• 3,5,7-(Trihydroxy)-4'-methoxyl-8-prenylflavone-3-O-rhamnopyranosyl(4-1)-glucopyranoside
• BaohuosideVII
• DTXSID90152562
• HY-N2290
• AKOS037515075
• CS-0019618
• 4H-1-Benzopyran-4-one, 3-((6-deoxy-4-O-beta-D-glucopyranosyl-alpha-L-mannopyranosyl)oxy)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-butenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8585	85.85%
Caco-2	-	0.9112	91.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6495	64.95%
OATP2B1 inhibitior	-	0.5778	57.78%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7114	71.14%
P-glycoprotein inhibitior	+	0.5888	58.88%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6666	66.66%
CYP2C9 substrate	-	0.8387	83.87%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.9306	93.06%
CYP2C9 inhibition	-	0.7318	73.18%
CYP2C19 inhibition	-	0.6575	65.75%
CYP2D6 inhibition	-	0.8183	81.83%
CYP1A2 inhibition	-	0.7072	70.72%
CYP2C8 inhibition	+	0.6573	65.73%
CYP inhibitory promiscuity	-	0.5487	54.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7378	73.78%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.8008	80.08%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5428	54.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6946	69.46%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8766	87.66%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8285	82.85%
Acute Oral Toxicity (c)	III	0.6326	63.26%
Estrogen receptor binding	+	0.8456	84.56%
Androgen receptor binding	+	0.7163	71.63%
Thyroid receptor binding	+	0.5646	56.46%
Glucocorticoid receptor binding	+	0.6704	67.04%
Aromatase binding	+	0.6110	61.10%
PPAR gamma	+	0.7181	71.81%
Honey bee toxicity	-	0.6915	69.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9668	96.68%

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	99.89%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.23%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	96.09%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.72%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.59%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.15%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	94.13%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.57%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.43%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.37%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.28%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.10%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.93%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.03%	94.45%
CHEMBL4208	P20618	Proteasome component C5	83.98%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.68%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.58%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.14%	95.89%

Plants that contains it

• Epimedium brevicornu
• Epimedium davidii
• Epimedium grandiflorum
• Epimedium koreanum
• Epimedium pubescens
• Epimedium sagittatum
• Epimedium sempervirens
• Epimedium wushanense

Cross-Links

• PubChem: 5492427
• NPASS: NPC211773