(3,4-Dihydroxyphenyl)[2,4,6-trihydroxy-3-[2,3,6-tris-O-(3,4,5-trihydroxybenzoyl)-I(2)-D-glucopyranosyl]phenyl]methanone

Details

• Internal ID: 134e4dcb-e9a7-4d07-8aa0-e0ec5a5f0626
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3R,4S,5S,6S)-6-[3-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxyphenyl]-3-hydroxy-4,5-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=C(C=C1C(=O)C2=C(C=C(C(=C2O)C3C(C(C(C(O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C(=O)C2=C(C=C(C(=C2O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O
• InChI: InChI=1S/C40H32O23/c41-16-2-1-12(3-17(16)42)29(51)27-18(43)10-19(44)28(34(27)56)35-37(63-40(59)15-8-24(49)32(54)25(50)9-15)36(62-39(58)14-6-22(47)31(53)23(48)7-14)33(55)26(61-35)11-60-38(57)13-4-20(45)30(52)21(46)5-13/h1-10,26,33,35-37,41-50,52-56H,11H2/t26-,33-,35+,36+,37+/m1/s1
• InChI Key: KBVKYXGJABWIOL-AITSTBGFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₂O₂₃
• Molecular Weight: 880.70 g/mol
• Exact Mass: 880.13343726 g/mol
• Topological Polar Surface Area (TPSA): 409.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 23
• H-Bond Donor: 15
• Rotatable Bonds: 10

Synonyms

• 3-(2-O,3-O,6-O-Trigalloyl-beta-D-glucopyranosyl)-2,3',4,4',6-pentahydroxybenzophenone
• (3,4-Dihydroxyphenyl)[2,4,6-trihydroxy-3-[2,3,6-tris-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranosyl]phenyl]methanone
• 92631-86-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5186	51.86%
Caco-2	-	0.8911	89.11%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7330	73.30%
OATP2B1 inhibitior	-	0.7025	70.25%
OATP1B1 inhibitior	+	0.6971	69.71%
OATP1B3 inhibitior	-	0.4328	43.28%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8954	89.54%
P-glycoprotein inhibitior	+	0.7410	74.10%
P-glycoprotein substrate	-	0.7596	75.96%
CYP3A4 substrate	+	0.6004	60.04%
CYP2C9 substrate	-	0.8118	81.18%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	-	0.9212	92.12%
CYP2C9 inhibition	-	0.8573	85.73%
CYP2C19 inhibition	-	0.9189	91.89%
CYP2D6 inhibition	-	0.9675	96.75%
CYP1A2 inhibition	-	0.9396	93.96%
CYP2C8 inhibition	+	0.7857	78.57%
CYP inhibitory promiscuity	-	0.8028	80.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7437	74.37%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8792	87.92%
Skin irritation	-	0.8385	83.85%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7379	73.79%
Micronuclear	+	0.7266	72.66%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8785	87.85%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9415	94.15%
Acute Oral Toxicity (c)	III	0.6972	69.72%
Estrogen receptor binding	+	0.7317	73.17%
Androgen receptor binding	+	0.7556	75.56%
Thyroid receptor binding	-	0.4905	49.05%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5785	57.85%
PPAR gamma	+	0.6804	68.04%
Honey bee toxicity	-	0.8586	85.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9287	92.87%

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	99.29%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.39%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.01%	83.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.61%	95.93%
CHEMBL3194	P02766	Transthyretin	92.93%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.60%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.57%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.35%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.23%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.73%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.17%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.96%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.27%	94.42%
CHEMBL3891	P07384	Calpain 1	81.39%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.63%	97.09%

Plants that contains it

• Aconitum burnatii
• Alseodaphne paludosa
• Annona impressivenia
• Bersama yangambiensis
• Caloncoba echinata
• Castanopsis sclerophylla
• Conocephalum japonicum
• Cordylanthus kingii
• Croton cascarilloides
• Disynaphia halimifolia
• Eragrostis viscosa
• Forsteronia refracta
• Fridericia chica
• Grewia mollis
• Gymnocarpium robertianum
• Heliotropium floridum
• Heterotheca grandiflora
• Hovenia acerba
• Juglans nigra
• Kaempferia marginata
• Kaunia saltensis
• Mangifera indica
• Nauclea officinalis
• Ruta pinnata
• Salvia dorrii
• Sophora flavescens var. flavescens
• Stevia polycephala
• Teucrium cubense
• Thymus piperella
• Trichilia rubescens
• Uraria picta

Cross-Links

• PubChem: 101352486
• NPASS: NPC165266
• LOTUS: LTS0098862
• wikiData: Q105138548