bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R,3S)-2-[(2S)-butan-2-yl]-3-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanedioate

Details

• Internal ID: decf8252-e49c-4b6e-a929-4774c451f478
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R,3S)-2-[(2S)-butan-2-yl]-3-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanedioate
• SMILES (Canonical): CCC(C)C(C(C(=O)OCC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)O)(C(=O)OCC3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): CC[C@H](C)[C@@]([C@@H](C(=O)OCC1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)(C(=O)OCC3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C40H56O23/c1-3-17(2)40(63-38-33(52)30(49)27(46)24(14-43)62-38,39(55)57-16-19-6-10-21(11-7-19)59-37-32(51)29(48)26(45)23(13-42)61-37)34(53)35(54)56-15-18-4-8-20(9-5-18)58-36-31(50)28(47)25(44)22(12-41)60-36/h4-11,17,22-34,36-38,41-53H,3,12-16H2,1-2H3/t17-,22+,23+,24+,25+,26+,27+,28-,29-,30-,31+,32+,33+,34+,36+,37+,38-,40+/m0/s1
• InChI Key: HCMCKZWEUHDBNH-IGPVODHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₂₃
• Molecular Weight: 904.90 g/mol
• Exact Mass: 904.32123803 g/mol
• Topological Polar Surface Area (TPSA): 371.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -5.21
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7540	75.40%
Caco-2	-	0.8725	87.25%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7605	76.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9113	91.13%
P-glycoprotein inhibitior	+	0.7205	72.05%
P-glycoprotein substrate	-	0.7732	77.32%
CYP3A4 substrate	+	0.5976	59.76%
CYP2C9 substrate	-	0.8127	81.27%
CYP2D6 substrate	-	0.8749	87.49%
CYP3A4 inhibition	-	0.8655	86.55%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	-	0.8853	88.53%
CYP2D6 inhibition	-	0.9535	95.35%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	+	0.4650	46.50%
CYP inhibitory promiscuity	-	0.8686	86.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6302	63.02%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.8662	86.62%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7871	78.71%
Micronuclear	-	0.5926	59.26%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8928	89.28%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8933	89.33%
Acute Oral Toxicity (c)	III	0.7039	70.39%
Estrogen receptor binding	+	0.7708	77.08%
Androgen receptor binding	+	0.7191	71.91%
Thyroid receptor binding	+	0.5667	56.67%
Glucocorticoid receptor binding	+	0.6769	67.69%
Aromatase binding	-	0.5138	51.38%
PPAR gamma	+	0.7434	74.34%
Honey bee toxicity	-	0.7823	78.23%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8550	85.50%
Fish aquatic toxicity	+	0.9102	91.02%

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	97.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.78%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.25%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	95.56%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.08%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.89%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.52%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.52%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.34%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.15%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.05%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.04%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.63%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.26%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.02%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.00%	95.56%

Plants that contains it

• Gymnadenia conopsea

Cross-Links

• PubChem: 154496432
• LOTUS: LTS0015207
• wikiData: Q105025820