2-hydroxy-4-oxo-2-[2-oxo-2-[[4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxy]ethyl]-4-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxy]butanoic acid

Details

• Internal ID: 3d4db419-4d58-400c-99d0-3949d4ce143a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-hydroxy-4-oxo-2-[2-oxo-2-[[4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxy]ethyl]-4-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxy]butanoic acid
• SMILES (Canonical): C1=CC(=CC=C1COC(=O)CC(CC(=O)OCC2=CC=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O)(C(=O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1COC(=O)CC(CC(=O)OCC2=CC=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)(C(=O)O)O)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C32H40O19/c33-11-19-23(37)25(39)27(41)29(50-19)48-17-5-1-15(2-6-17)13-46-21(35)9-32(45,31(43)44)10-22(36)47-14-16-3-7-18(8-4-16)49-30-28(42)26(40)24(38)20(12-34)51-30/h1-8,19-20,23-30,33-34,37-42,45H,9-14H2,(H,43,44)/t19-,20-,23-,24-,25+,26+,27-,28-,29-,30+,32?/m1/s1
• InChI Key: PMVCHAWVCIWVLP-YVZHTWNFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₁₉
• Molecular Weight: 728.60 g/mol
• Exact Mass: 728.21637904 g/mol
• Topological Polar Surface Area (TPSA): 309.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -3.57
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

• C17466
• Q27155064

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8544	85.44%
Caco-2	-	0.8730	87.30%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6560	65.60%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6635	66.35%
P-glycoprotein inhibitior	+	0.7241	72.41%
P-glycoprotein substrate	-	0.9519	95.19%
CYP3A4 substrate	+	0.5425	54.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	-	0.8916	89.16%
CYP2C9 inhibition	-	0.9270	92.70%
CYP2C19 inhibition	-	0.9153	91.53%
CYP2D6 inhibition	-	0.9395	93.95%
CYP1A2 inhibition	-	0.9503	95.03%
CYP2C8 inhibition	-	0.5704	57.04%
CYP inhibitory promiscuity	-	0.9576	95.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6025	60.25%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.8578	85.78%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6703	67.03%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8753	87.53%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7425	74.25%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.6805	68.05%
Androgen receptor binding	+	0.6616	66.16%
Thyroid receptor binding	+	0.5447	54.47%
Glucocorticoid receptor binding	+	0.5964	59.64%
Aromatase binding	+	0.5253	52.53%
PPAR gamma	+	0.7012	70.12%
Honey bee toxicity	-	0.7766	77.66%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6606	66.06%
Fish aquatic toxicity	+	0.8084	80.84%

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	96.51%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.40%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.74%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.46%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.92%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.19%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	86.56%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.30%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.56%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.18%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.29%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.14%	96.61%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.39%	94.23%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.00%	94.97%
CHEMBL226	P30542	Adenosine A1 receptor	81.94%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.18%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.47%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.43%	86.92%

Plants that contains it

• Gastrodia elata

Cross-Links

• PubChem: 46173915
• NPASS: NPC285445