D-Glucopyranosiduronic acid, (3beta,16alpha)-28-[[3-O-D-glucopyranosyl-2-O-[3-(4-hydroxy-3-methoxyphenyl)-1-oxopropyl]arabinopyranosyl]oxy]-16-hydroxy-28-oxoolean-12-en-3-yl

Details

• Internal ID: 5bdba485-8567-483d-b23c-38335f2e34e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 3,4,5-trihydroxy-6-[[8-hydroxy-8a-[5-hydroxy-3-[3-(4-hydroxy-3-methoxyphenyl)propanoyloxy]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]oxane-2-carboxylic acid
• InChI: InChI=1S/C57H84O22/c1-52(2)19-20-57(51(71)79-50-46(76-37(62)14-10-26-9-12-29(59)31(21-26)72-8)44(30(60)25-73-50)77-48-42(67)39(64)38(63)32(24-58)74-48)28(22-52)27-11-13-34-54(5)17-16-36(75-49-43(68)40(65)41(66)45(78-49)47(69)70)53(3,4)33(54)15-18-55(34,6)56(27,7)23-35(57)61/h9,11-12,21,28,30,32-36,38-46,48-50,58-61,63-68H,10,13-20,22-25H2,1-8H3,(H,69,70)
• InChI Key: KGBRFKGPHZOVCQ-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₄O₂₂
• Molecular Weight: 1121.30 g/mol
• Exact Mass: 1120.54542430 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

• D-Glucopyranosiduronic acid, (3beta,16alpha)-28-((3-O-D-glucopyranosyl-2-O-(3-(4-hydroxy-3-methoxyphenyl)-1-oxopropyl)arabinopyranosyl)oxy)-16-hydroxy-28-oxoolean-12-en-3-yl
• D-Glucopyranosiduronic acid, (3beta,16alpha)-28-[[3-O-D-glucopyranosyl-2-O-[3-(4-hydroxy-3-methoxyphenyl)-1-oxopropyl]arabinopyranosyl]oxy]-16-hydroxy-28-oxoolean-12-en-3-yl
• RefChem:336503
• Tragopogonsaponin J
• DTXSID501099322
• D-Glucopyranosiduronic acid, (3I(2),16I+/-)-28-[[3-O-D-glucopyranosyl-2-O-[3-(4-hydroxy-3-methoxyphenyl)-1-oxopropyl]arabinopyranosyl]oxy]-16-hydroxy-28-oxoolean-12-en-3-yl

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8680	86.80%
Caco-2	-	0.8655	86.55%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7598	75.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6875	68.75%
OATP1B3 inhibitior	-	0.2595	25.95%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9382	93.82%
P-glycoprotein inhibitior	+	0.7455	74.55%
P-glycoprotein substrate	+	0.6435	64.35%
CYP3A4 substrate	+	0.7504	75.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.7405	74.05%
CYP2C9 inhibition	-	0.8191	81.91%
CYP2C19 inhibition	-	0.8017	80.17%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.7097	70.97%
CYP2C8 inhibition	+	0.8657	86.57%
CYP inhibitory promiscuity	-	0.9547	95.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6274	62.74%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.7231	72.31%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7182	71.82%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8834	88.34%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9612	96.12%
Acute Oral Toxicity (c)	III	0.5612	56.12%
Estrogen receptor binding	+	0.7210	72.10%
Androgen receptor binding	+	0.7500	75.00%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.7846	78.46%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	+	0.8083	80.83%
Honey bee toxicity	-	0.6347	63.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9815	98.15%

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	99.70%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.73%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.36%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.59%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.90%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.03%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.40%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.51%	95.89%
CHEMBL2581	P07339	Cathepsin D	91.29%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.88%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.15%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.61%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.73%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.55%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.99%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.91%	94.00%
CHEMBL5028	O14672	ADAM10	84.57%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.71%	91.19%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.08%	97.36%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.95%	89.44%
CHEMBL4581	P52732	Kinesin-like protein 1	82.93%	93.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.76%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.07%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.90%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	81.64%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.63%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.76%	94.33%

Plants that contains it

• Tragopogon porrifolius

Cross-Links

• PubChem: 14827928
• LOTUS: LTS0031531
• wikiData: Q105140676