28-Galloylglucosylpomolate 3-arabinoside

Details

• Internal ID: cfd149f4-a88b-45d7-8589-909b9b25017d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [3,4,5-trihydroxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-2-yl] 1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-(3,4,5-trihydroxyoxan-2-yl)oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(CO6)O)O)O)C)C)C2C1(C)O)C)C(=O)OC7C(C(C(C(O7)COC(=O)C8=CC(=C(C(=C8)O)O)O)O)O)O
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(CO6)O)O)O)C)C)C2C1(C)O)C)C(=O)OC7C(C(C(C(O7)COC(=O)C8=CC(=C(C(=C8)O)O)O)O)O)O
• InChI: InChI=1S/C48H70O17/c1-22-10-15-48(42(59)65-41-37(57)35(55)34(54)28(63-41)21-61-39(58)23-18-25(49)32(52)26(50)19-23)17-16-45(5)24(38(48)47(22,7)60)8-9-30-44(4)13-12-31(43(2,3)29(44)11-14-46(30,45)6)64-40-36(56)33(53)27(51)20-62-40/h8,18-19,22,27-31,33-38,40-41,49-57,60H,9-17,20-21H2,1-7H3
• InChI Key: MBFMXPAPAAZQQU-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₀O₁₇
• Molecular Weight: 919.10 g/mol
• Exact Mass: 918.46130076 g/mol
• Topological Polar Surface Area (TPSA): 283.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

• 28-Galloylglucosylpomolate 3-arabinoside
• [3,4,5-trihydroxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-2-yl] 1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-(3,4,5-trihydroxyoxan-2-yl)oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• 3,4,5-Trihydroxy-6-[(3,4,5-trihydroxybenzoyloxy)methyl]oxan-2-yl 1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-[(3,4,5-trihydroxyoxan-2-yl)oxy]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8912	89.12%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8252	82.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7255	72.55%
OATP1B3 inhibitior	-	0.3237	32.37%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	+	0.6977	69.77%
P-glycoprotein inhibitior	+	0.7519	75.19%
P-glycoprotein substrate	+	0.5491	54.91%
CYP3A4 substrate	+	0.7389	73.89%
CYP2C9 substrate	-	0.8036	80.36%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.8304	83.04%
CYP2C9 inhibition	-	0.7816	78.16%
CYP2C19 inhibition	-	0.7876	78.76%
CYP2D6 inhibition	-	0.9109	91.09%
CYP1A2 inhibition	-	0.6535	65.35%
CYP2C8 inhibition	+	0.7830	78.30%
CYP inhibitory promiscuity	-	0.9420	94.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6319	63.19%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.6979	69.79%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6866	68.66%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8733	87.33%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9908	99.08%
Acute Oral Toxicity (c)	III	0.5544	55.44%
Estrogen receptor binding	+	0.7890	78.90%
Androgen receptor binding	+	0.7636	76.36%
Thyroid receptor binding	+	0.5315	53.15%
Glucocorticoid receptor binding	+	0.7763	77.63%
Aromatase binding	+	0.6211	62.11%
PPAR gamma	+	0.8182	81.82%
Honey bee toxicity	-	0.7205	72.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9948	99.48%

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	99.42%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	99.25%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.80%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	93.23%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.61%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.49%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.31%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.82%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.51%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.26%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.90%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.52%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.33%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.37%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.83%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.22%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.32%	96.90%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.82%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.32%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.08%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.91%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.80%	92.62%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.29%	85.31%

Plants that contains it

• Sanguisorba officinalis

Cross-Links

• PubChem: 131752334
• LOTUS: LTS0035299
• wikiData: Q105160704