(2S,3R,4S,5R)-6-[[(2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxymethyl]oxane-2,3,4,5-tetrol

Details

• Internal ID: aaa4cd00-c74e-4284-bc0c-934474f780e4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2S,3R,4S,5R)-6-[[(2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxymethyl]oxane-2,3,4,5-tetrol
• SMILES (Canonical): C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)O)CO)OCC4C(C(C(C(O4)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)CO)O)O)CO)OCC4[C@@H]([C@@H]([C@H]([C@H](O4)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C24H42O21/c25-1-6-10(28)15(33)18(36)22(42-6)40-4-9-12(30)16(34)19(39-3-8-11(29)14(32)17(35)21(38)41-8)23(43-9)45-24(5-27)20(37)13(31)7(2-26)44-24/h6-23,25-38H,1-5H2/t6-,7-,8?,9-,10+,11+,12-,13-,14+,15+,16+,17-,18-,19-,20+,21+,22+,23-,24+/m1/s1
• InChI Key: FGDMOZHFYJSAKP-LFAGQLNKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₂O₂₁
• Molecular Weight: 666.60 g/mol
• Exact Mass: 666.22185834 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: -8.00
• Atomic LogP (AlogP): -9.75
• H-Bond Acceptor: 21
• H-Bond Donor: 14
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9685	96.85%
Caco-2	-	0.9118	91.18%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7796	77.96%
OATP2B1 inhibitior	-	0.8657	86.57%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8361	83.61%
P-glycoprotein inhibitior	-	0.5907	59.07%
P-glycoprotein substrate	-	0.9021	90.21%
CYP3A4 substrate	+	0.5698	56.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8446	84.46%
CYP3A4 inhibition	-	0.9410	94.10%
CYP2C9 inhibition	-	0.9095	90.95%
CYP2C19 inhibition	-	0.8373	83.73%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.9418	94.18%
CYP2C8 inhibition	-	0.6913	69.13%
CYP inhibitory promiscuity	-	0.8369	83.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6497	64.97%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.8917	89.17%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7446	74.46%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9625	96.25%
skin sensitisation	-	0.9425	94.25%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5630	56.30%
Acute Oral Toxicity (c)	IV	0.5888	58.88%
Estrogen receptor binding	+	0.6463	64.63%
Androgen receptor binding	+	0.5732	57.32%
Thyroid receptor binding	+	0.5202	52.02%
Glucocorticoid receptor binding	-	0.6018	60.18%
Aromatase binding	+	0.7730	77.30%
PPAR gamma	+	0.5831	58.31%
Honey bee toxicity	-	0.6832	68.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.7319	73.19%

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	97.68%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.58%	95.93%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	91.79%	97.25%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.94%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.88%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.05%	83.57%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.86%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	84.06%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.06%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.49%	95.83%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.41%	82.50%
CHEMBL1977	P11473	Vitamin D receptor	83.18%	99.43%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.12%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.85%	97.09%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.26%	92.32%

Plants that contains it

• Delphinium cashmerianum

Cross-Links

• PubChem: 46926302
• NPASS: NPC189935