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2-(1,3-benzodioxol-5-yl)-6-[(2S,3R,4S,5S,6R)-6-[[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxychromen-4-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 842f46e6-f3ce-4dc1-995f-a64dbef82930
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 2-(1,3-benzodioxol-5-yl)-6-[(2S,3R,4S,5S,6R)-6-[[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxychromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H28O15/c28-8-27(35)9-37-26(24(27)34)36-7-17-19(30)20(31)22(33)25(42-17)40-12-2-4-14-13(6-12)18(29)21(32)23(41-14)11-1-3-15-16(5-11)39-10-38-15/h1-6,17,19-20,22,24-26,28,30-35H,7-10H2/t17-,19-,20+,22-,24-,25-,26-,27+/m1/s1
InChI Key FQQDLIRCCQNQKG-RPXLJVQVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H28O15
Molecular Weight 592.50 g/mol
Exact Mass 592.14282018 g/mol
Topological Polar Surface Area (TPSA) 223.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.46
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(1,3-benzodioxol-5-yl)-6-[(2S,3R,4S,5S,6R)-6-[[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxychromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6777 67.77%
Caco-2 - 0.9207 92.07%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6334 63.34%
OATP2B1 inhibitior - 0.7102 71.02%
OATP1B1 inhibitior + 0.9018 90.18%
OATP1B3 inhibitior + 0.9389 93.89%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7186 71.86%
P-glycoprotein inhibitior - 0.4630 46.30%
P-glycoprotein substrate - 0.5446 54.46%
CYP3A4 substrate + 0.6835 68.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8466 84.66%
CYP3A4 inhibition - 0.5658 56.58%
CYP2C9 inhibition - 0.9141 91.41%
CYP2C19 inhibition - 0.8057 80.57%
CYP2D6 inhibition - 0.8580 85.80%
CYP1A2 inhibition - 0.9134 91.34%
CYP2C8 inhibition + 0.6733 67.33%
CYP inhibitory promiscuity - 0.7954 79.54%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5745 57.45%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9200 92.00%
Skin irritation - 0.7998 79.98%
Skin corrosion - 0.9503 95.03%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4180 41.80%
Micronuclear + 0.5874 58.74%
Hepatotoxicity - 0.5948 59.48%
skin sensitisation - 0.8691 86.91%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8502 85.02%
Acute Oral Toxicity (c) III 0.5369 53.69%
Estrogen receptor binding + 0.8391 83.91%
Androgen receptor binding + 0.6685 66.85%
Thyroid receptor binding - 0.5077 50.77%
Glucocorticoid receptor binding + 0.5560 55.60%
Aromatase binding + 0.6460 64.60%
PPAR gamma + 0.7638 76.38%
Honey bee toxicity - 0.7114 71.14%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8545 85.45%

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 99.89% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.82% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.64% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.80% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.64% 96.77%
CHEMBL2581 P07339 Cathepsin D 95.31% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.82% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 94.29% 94.80%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.18% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.51% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.91% 99.15%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 90.90% 83.57%
CHEMBL1951 P21397 Monoamine oxidase A 90.67% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.15% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 89.97% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.51% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.81% 97.36%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.80% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.02% 100.00%
CHEMBL4530 P00488 Coagulation factor XIII 83.67% 96.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.67% 96.00%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 83.16% 96.69%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 83.05% 95.53%
CHEMBL3401 O75469 Pregnane X receptor 82.94% 94.73%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.91% 94.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.71% 92.94%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.69% 95.78%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.65% 95.71%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.44% 94.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.26% 90.71%

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.
Cyclopia intermedia

Cross-Links

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PubChem 163023823
LOTUS LTS0071988
wikiData Q104999781