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]-2,3-dihydroxybutanedioate

Details

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Internal ID 4526b588-4398-4859-a870-c279a211a4b9
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]-2,3-dihydroxybutanedioate
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)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
InChI InChI=1S/C34H46O18/c1-3-16(2)34(46,33(45)48-15-18-6-10-20(11-7-18)50-32-28(42)26(40)24(38)22(13-36)52-32)29(43)30(44)47-14-17-4-8-19(9-5-17)49-31-27(41)25(39)23(37)21(12-35)51-31/h4-11,16,21-29,31-32,35-43,46H,3,12-15H2,1-2H3/t16-,21+,22+,23+,24+,25-,26-,27+,28+,29+,31+,32+,34+/m0/s1
InChI Key RALONRKWUJSZDW-JRNXONNGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H46O18
Molecular Weight 742.70 g/mol
Exact Mass 742.26841461 g/mol
Topological Polar Surface Area (TPSA) 292.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -3.03
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 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]-2,3-dihydroxybutanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7540 75.40%
Caco-2 - 0.8688 86.88%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7605 76.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8840 88.40%
OATP1B3 inhibitior + 0.9380 93.80%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7952 79.52%
P-glycoprotein inhibitior + 0.7163 71.63%
P-glycoprotein substrate - 0.8133 81.33%
CYP3A4 substrate + 0.5972 59.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8814 88.14%
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 - 0.5706 57.06%
CYP inhibitory promiscuity - 0.8686 86.86%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6302 63.02%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9084 90.84%
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 + 0.7142 71.42%
Micronuclear - 0.5926 59.26%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.8928 89.28%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8656 86.56%
Acute Oral Toxicity (c) III 0.7039 70.39%
Estrogen receptor binding + 0.7330 73.30%
Androgen receptor binding + 0.7052 70.52%
Thyroid receptor binding + 0.5323 53.23%
Glucocorticoid receptor binding + 0.6737 67.37%
Aromatase binding + 0.5298 52.98%
PPAR gamma + 0.6702 67.02%
Honey bee toxicity - 0.8300 83.00%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7950 79.50%
Fish aquatic toxicity + 0.9102 91.02%

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 97.61% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.49% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 96.81% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.65% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.24% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.36% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.26% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 87.17% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.47% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.44% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.38% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.29% 95.89%
CHEMBL3437 Q16853 Amine oxidase, copper containing 85.10% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.99% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.65% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.14% 96.61%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.53% 95.50%

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.
Gymnadenia conopsea

Cross-Links

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PubChem 154496923
LOTUS LTS0125269
wikiData Q105232690