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(2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(6-prop-2-enyl-1,3-benzodioxol-5-yl)oxy]oxane-3,4,5-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 1a5bfd84-6c9b-4f19-812b-01a7b63c4e98
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(6-prop-2-enyl-1,3-benzodioxol-5-yl)oxy]oxane-3,4,5-triol
SMILES (Canonical) C=CCC1=CC2=C(C=C1OC3C(C(C(C(O3)COC4C(C(C(O4)CO)O)O)O)O)O)OCO2
SMILES (Isomeric) C=CCC1=CC2=C(C=C1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H](O4)CO)O)O)O)O)O)OCO2
InChI InChI=1S/C21H28O12/c1-2-3-9-4-11-12(30-8-29-11)5-10(9)31-21-19(27)17(25)16(24)14(33-21)7-28-20-18(26)15(23)13(6-22)32-20/h2,4-5,13-27H,1,3,6-8H2/t13-,14+,15-,16+,17-,18+,19+,20+,21+/m0/s1
InChI Key YTVHEBFGELBKBL-HDFKWLCWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28O12
Molecular Weight 472.40 g/mol
Exact Mass 472.15807632 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -2.21
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(6-prop-2-enyl-1,3-benzodioxol-5-yl)oxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4723 47.23%
Caco-2 - 0.8416 84.16%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5097 50.97%
OATP2B1 inhibitior - 0.8565 85.65%
OATP1B1 inhibitior + 0.9114 91.14%
OATP1B3 inhibitior + 0.9643 96.43%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5685 56.85%
P-glycoprotein inhibitior - 0.7459 74.59%
P-glycoprotein substrate - 0.9054 90.54%
CYP3A4 substrate + 0.5142 51.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7662 76.62%
CYP3A4 inhibition - 0.5656 56.56%
CYP2C9 inhibition - 0.8919 89.19%
CYP2C19 inhibition - 0.6190 61.90%
CYP2D6 inhibition - 0.6627 66.27%
CYP1A2 inhibition - 0.8750 87.50%
CYP2C8 inhibition - 0.6923 69.23%
CYP inhibitory promiscuity + 0.5757 57.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5427 54.27%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9311 93.11%
Skin irritation - 0.7843 78.43%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7564 75.64%
Micronuclear + 0.5059 50.59%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.7599 75.99%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.4577 45.77%
Acute Oral Toxicity (c) III 0.5564 55.64%
Estrogen receptor binding + 0.6542 65.42%
Androgen receptor binding - 0.5796 57.96%
Thyroid receptor binding + 0.5481 54.81%
Glucocorticoid receptor binding - 0.6474 64.74%
Aromatase binding + 0.7556 75.56%
PPAR gamma + 0.7169 71.69%
Honey bee toxicity - 0.6911 69.11%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.8670 86.70%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.95% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.95% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.10% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.34% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 90.18% 95.93%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.83% 94.80%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.61% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 86.86% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.68% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.77% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.52% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.15% 89.62%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.08% 83.57%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.06% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.70% 92.62%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 83.16% 92.32%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.91% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.16% 100.00%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.52% 86.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10552387
LOTUS LTS0088340
wikiData Q105362353