(2S)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybutanedioic acid

Details

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Internal ID 041fc296-e5f7-42c8-a94c-6907271ff61a
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name (2S)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybutanedioic acid
SMILES (Canonical) C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(CC(=O)O)C(=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@@H](CC(=O)O)C(=O)O)O)O)O)O)O)O)O
InChI InChI=1S/C16H26O15/c17-2-5-8(20)10(22)12(24)15(30-5)28-3-6-9(21)11(23)13(25)16(31-6)29-4(14(26)27)1-7(18)19/h4-6,8-13,15-17,20-25H,1-3H2,(H,18,19)(H,26,27)/t4-,5+,6+,8+,9+,10-,11-,12+,13+,15+,16+/m0/s1
InChI Key HWSYERBSSANCGY-FSACIGARSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H26O15
Molecular Weight 458.37 g/mol
Exact Mass 458.12717012 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP -5.10
Atomic LogP (AlogP) -5.44
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybutanedioic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9543 95.43%
Caco-2 - 0.9187 91.87%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6705 67.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9175 91.75%
OATP1B3 inhibitior + 0.9462 94.62%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8920 89.20%
P-glycoprotein inhibitior - 0.8282 82.82%
P-glycoprotein substrate - 0.9622 96.22%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8769 87.69%
CYP3A4 inhibition - 0.9396 93.96%
CYP2C9 inhibition - 0.9629 96.29%
CYP2C19 inhibition - 0.9601 96.01%
CYP2D6 inhibition - 0.9483 94.83%
CYP1A2 inhibition - 0.9733 97.33%
CYP2C8 inhibition - 0.8819 88.19%
CYP inhibitory promiscuity - 0.9762 97.62%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7395 73.95%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9053 90.53%
Skin irritation - 0.8900 89.00%
Skin corrosion - 0.9592 95.92%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4257 42.57%
Micronuclear - 0.6741 67.41%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9438 94.38%
Respiratory toxicity - 0.7333 73.33%
Reproductive toxicity - 0.6556 65.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.5810 58.10%
Acute Oral Toxicity (c) IV 0.5179 51.79%
Estrogen receptor binding - 0.5242 52.42%
Androgen receptor binding - 0.6331 63.31%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.5687 56.87%
Aromatase binding + 0.6111 61.11%
PPAR gamma + 0.5327 53.27%
Honey bee toxicity - 0.7713 77.13%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.8155 81.55%
Fish aquatic toxicity - 0.8276 82.76%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 94.81% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.14% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.59% 99.17%
CHEMBL2581 P07339 Cathepsin D 85.78% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 84.63% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 83.18% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.94% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.31% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.55% 96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Callitris drummondii
Capuronianthus mahafalensis
Cardiospermum grandiflorum
Solanum villosum

Cross-Links

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PubChem 60201699
NPASS NPC254191