2-O-[4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl] 1-O-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] 3-O-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]methyl] 2-hydroxypropane-1,2,3-tricarboxylate

Details

• Internal ID: 684f4d1b-5c62-4c34-82ea-a982ea4c265b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-O-[4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl] 1-O-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] 3-O-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]methyl] 2-hydroxypropane-1,2,3-tricarboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=C(C=C2)COC(=O)CC(CC(=O)OCC3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)(C(=O)OC5=CC=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC=C(C=C2)COC(=O)CC(CC(=O)OCC3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)(C(=O)OC5=CC=C(C=C5)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C44H54O24/c1-20-31(49)34(52)37(55)40(62-20)63-23-6-2-21(3-7-23)18-60-29(47)14-44(59,43(58)66-26-12-10-25(11-13-26)65-42-39(57)36(54)33(51)28(17-46)68-42)15-30(48)61-19-22-4-8-24(9-5-22)64-41-38(56)35(53)32(50)27(16-45)67-41/h2-13,20,27-28,31-42,45-46,49-57,59H,14-19H2,1H3/t20-,27-,28-,31-,32-,33-,34+,35+,36+,37-,38-,39-,40+,41-,42+,44?/m1/s1
• InChI Key: MROXWCWDENUYBT-PEBQGDLBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₄O₂₄
• Molecular Weight: 966.90 g/mol
• Exact Mass: 966.30050258 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -3.85
• H-Bond Acceptor: 24
• H-Bond Donor: 12
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8249	82.49%
Caco-2	-	0.8647	86.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7307	73.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8798	87.98%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9148	91.48%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	-	0.7959	79.59%
CYP3A4 substrate	+	0.6263	62.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.9236	92.36%
CYP2C9 inhibition	-	0.9322	93.22%
CYP2C19 inhibition	-	0.9336	93.36%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.9469	94.69%
CYP2C8 inhibition	+	0.5320	53.20%
CYP inhibitory promiscuity	-	0.9538	95.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6000	60.00%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.8593	85.93%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7731	77.31%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8875	88.75%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8094	80.94%
Acute Oral Toxicity (c)	III	0.6750	67.50%
Estrogen receptor binding	+	0.7001	70.01%
Androgen receptor binding	+	0.6868	68.68%
Thyroid receptor binding	+	0.5834	58.34%
Glucocorticoid receptor binding	+	0.6792	67.92%
Aromatase binding	+	0.5519	55.19%
PPAR gamma	+	0.7329	73.29%
Honey bee toxicity	-	0.7187	71.87%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.8160	81.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.97%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.83%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.80%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.02%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	91.69%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.15%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.78%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.27%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.84%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.15%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.93%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	85.66%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.70%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.33%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.28%	95.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.71%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.56%	96.61%

Plants that contains it

• Gastrodia elata

Cross-Links

• PubChem: 44421666
• NPASS: NPC224995