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(3R)-8-hydroxy-3-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,4-dihydroisochromen-1-one

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 eeffd953-a113-483e-ae39-91a0a01b3aba
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (3R)-8-hydroxy-3-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,4-dihydroisochromen-1-one
SMILES (Canonical) CC1CC2=C(C(=CC(=C2)OC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O)O)C(=O)O1
SMILES (Isomeric) C[C@@H]1CC2=C(C(=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)O)O)O)O)C(=O)O1
InChI InChI=1S/C21H28O13/c1-7-2-8-3-9(4-10(22)13(8)19(29)32-7)33-21-18(28)16(26)15(25)12(34-21)6-31-20-17(27)14(24)11(23)5-30-20/h3-4,7,11-12,14-18,20-28H,2,5-6H2,1H3/t7-,11-,12-,14+,15-,16+,17-,18-,20+,21-/m1/s1
InChI Key RGAZATYIEXVYLN-YSBNYFCNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28O13
Molecular Weight 488.40 g/mol
Exact Mass 488.15299094 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -2.86
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-8-hydroxy-3-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-3,4-dihydroisochromen-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5725 57.25%
Caco-2 - 0.8733 87.33%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6467 64.67%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.9029 90.29%
OATP1B3 inhibitior + 0.9298 92.98%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5264 52.64%
P-glycoprotein inhibitior - 0.7860 78.60%
P-glycoprotein substrate - 0.7282 72.82%
CYP3A4 substrate + 0.6273 62.73%
CYP2C9 substrate - 0.6177 61.77%
CYP2D6 substrate - 0.8642 86.42%
CYP3A4 inhibition - 0.9106 91.06%
CYP2C9 inhibition - 0.9573 95.73%
CYP2C19 inhibition - 0.8998 89.98%
CYP2D6 inhibition - 0.9011 90.11%
CYP1A2 inhibition - 0.7775 77.75%
CYP2C8 inhibition - 0.7287 72.87%
CYP inhibitory promiscuity - 0.9295 92.95%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6519 65.19%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9355 93.55%
Skin irritation - 0.8176 81.76%
Skin corrosion - 0.9616 96.16%
Ames mutagenesis + 0.5746 57.46%
Human Ether-a-go-go-Related Gene inhibition + 0.6667 66.67%
Micronuclear - 0.5667 56.67%
Hepatotoxicity - 0.7788 77.88%
skin sensitisation - 0.8604 86.04%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7858 78.58%
Acute Oral Toxicity (c) III 0.6003 60.03%
Estrogen receptor binding + 0.7408 74.08%
Androgen receptor binding - 0.6176 61.76%
Thyroid receptor binding - 0.5558 55.58%
Glucocorticoid receptor binding - 0.5616 56.16%
Aromatase binding + 0.6198 61.98%
PPAR gamma + 0.6363 63.63%
Honey bee toxicity - 0.7710 77.10%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.8745 87.45%

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 98.93% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.65% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.51% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.04% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 93.61% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.96% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.89% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 91.88% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.14% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.89% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.11% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.50% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.87% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.19% 91.07%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.91% 80.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.51% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.25% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.41% 96.21%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.34% 97.33%
CHEMBL4208 P20618 Proteasome component C5 80.23% 90.00%

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 11670335
LOTUS LTS0156169
wikiData Q105235749