Pseudobaptigenin 7-rhamnoglucoside

Details

• Internal ID: 038e75a9-577f-4e14-b200-fa41afe9efc6
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 3-(1,3-benzodioxol-5-yl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• InChI: InChI=1S/C28H30O14/c1-11-20(29)23(32)25(34)27(40-11)37-9-19-22(31)24(33)26(35)28(42-19)41-13-3-4-14-17(7-13)36-8-15(21(14)30)12-2-5-16-18(6-12)39-10-38-16/h2-8,11,19-20,22-29,31-35H,9-10H2,1H3/t11-,19+,20-,22+,23+,24-,25+,26+,27+,28+/m0/s1
• InChI Key: BYSWVDZWRHOULM-YSKKJLAQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₄
• Molecular Weight: 590.50 g/mol
• Exact Mass: 590.16355563 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.78
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• Pseudobaptigenin 7-rhamnoglucoside
• Pseudobaptisin
• 25776-06-1
• UNII-652A9R3D47
• 652A9R3D47
• NSC 127487
• PSEUDOBAPTIGIN
• PSEUDOBAPTISIN ANHYDROUS
• 3-(1,3-Benzodioxol-5-yl)-4-oxo-4H-chromen-7-yl 6-O-(6-deoxyhexopyranosyl)hexopyranoside
• NSC-127487
• 3-(1,3-benzodioxol-5-yl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• 4H-1-BENZOPYRAN-4-ONE, 3-(1,3-BENZODIOXOL-5-YL)-7-((6-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-
• 3-(1,3-benzodioxol-5-yl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)oxan-2-yl)oxychromen-4-one
• RefChem:202764
• 4H-1-BENZOPYRAN-4-ONE, 3-(1,3-BENZODIOXOL-5-YL)-7-((6-O-(6-DEOXY-ALPHA-L-MANNOPYRANOSYL)-BETA-D-GLUCOPYRANOSYL)OXY)-
• Q27263807

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6653	66.53%
Caco-2	-	0.8833	88.33%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7557	75.57%
OATP2B1 inhibitior	-	0.8444	84.44%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8408	84.08%
P-glycoprotein inhibitior	-	0.6097	60.97%
P-glycoprotein substrate	-	0.6796	67.96%
CYP3A4 substrate	+	0.6549	65.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8442	84.42%
CYP3A4 inhibition	-	0.5661	56.61%
CYP2C9 inhibition	-	0.7479	74.79%
CYP2C19 inhibition	-	0.6208	62.08%
CYP2D6 inhibition	-	0.8712	87.12%
CYP1A2 inhibition	-	0.8525	85.25%
CYP2C8 inhibition	+	0.4754	47.54%
CYP inhibitory promiscuity	+	0.6625	66.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5335	53.35%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9255	92.55%
Skin irritation	-	0.8137	81.37%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3901	39.01%
Micronuclear	+	0.7533	75.33%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8792	87.92%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7682	76.82%
Acute Oral Toxicity (c)	III	0.6953	69.53%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	+	0.6361	63.61%
Thyroid receptor binding	-	0.5283	52.83%
Glucocorticoid receptor binding	+	0.5955	59.55%
Aromatase binding	-	0.5399	53.99%
PPAR gamma	+	0.7563	75.63%
Honey bee toxicity	-	0.7544	75.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9063	90.63%

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	98.70%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.75%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.35%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	96.40%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.16%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.17%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.71%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.58%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.13%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.31%	95.93%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.62%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.24%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.57%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	88.05%	93.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.58%	92.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.54%	97.36%
CHEMBL2039	P27338	Monoamine oxidase B	86.68%	92.51%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.49%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.33%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.44%	99.17%
CHEMBL4208	P20618	Proteasome component C5	83.27%	90.00%
CHEMBL3438	Q05513	Protein kinase C zeta	82.05%	88.48%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.34%	80.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.23%	100.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.75%	80.33%

Plants that contains it

• Baptisia tinctoria

Cross-Links

• PubChem: 21627904
• LOTUS: LTS0269330
• wikiData: Q27263807