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7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-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 4b1fbb91-5bb8-484d-91d6-f29bb6eb44af
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)O)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)O[C@@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O)CO)O)O)O)O)O
InChI InChI=1S/C33H42O19/c1-11-22(38)25(41)28(44)31(46-11)52-30-27(43)24(40)20(10-35)51-33(30)48-14-6-15(36)21-16(37)8-17(49-18(21)7-14)12-2-4-13(5-3-12)47-32-29(45)26(42)23(39)19(9-34)50-32/h2-7,11,17,19-20,22-36,38-45H,8-10H2,1H3/t11-,17?,19+,20+,22+,23-,24+,25+,26-,27-,28+,29+,30+,31-,32-,33+/m0/s1
InChI Key FHXACOPOJBXRQQ-BANNQNFNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O19
Molecular Weight 742.70 g/mol
Exact Mass 742.23202911 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP -2.30
Atomic LogP (AlogP) -3.69
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydrochromen-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 - 0.5372 53.72%
Caco-2 - 0.8981 89.81%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.9857 98.57%
Subcellular localzation Mitochondria 0.6684 66.84%
OATP2B1 inhibitior - 0.8557 85.57%
OATP1B1 inhibitior + 0.9474 94.74%
OATP1B3 inhibitior + 0.9642 96.42%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6370 63.70%
P-glycoprotein inhibitior - 0.5571 55.71%
P-glycoprotein substrate - 0.6877 68.77%
CYP3A4 substrate + 0.6522 65.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8479 84.79%
CYP3A4 inhibition - 0.9550 95.50%
CYP2C9 inhibition - 0.9252 92.52%
CYP2C19 inhibition - 0.9129 91.29%
CYP2D6 inhibition - 0.9613 96.13%
CYP1A2 inhibition - 0.8948 89.48%
CYP2C8 inhibition + 0.4716 47.16%
CYP inhibitory promiscuity - 0.6991 69.91%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6759 67.59%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9145 91.45%
Skin irritation - 0.8374 83.74%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8109 81.09%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9289 92.89%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7230 72.30%
Acute Oral Toxicity (c) III 0.5567 55.67%
Estrogen receptor binding + 0.8104 81.04%
Androgen receptor binding - 0.5401 54.01%
Thyroid receptor binding - 0.4928 49.28%
Glucocorticoid receptor binding - 0.5588 55.88%
Aromatase binding + 0.5344 53.44%
PPAR gamma + 0.7434 74.34%
Honey bee toxicity - 0.6931 69.31%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5250 52.50%
Fish aquatic toxicity + 0.8024 80.24%

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 99.63% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.53% 97.09%
CHEMBL2581 P07339 Cathepsin D 95.97% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.22% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.03% 89.00%
CHEMBL4208 P20618 Proteasome component C5 92.81% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.34% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.23% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.54% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.46% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.92% 97.36%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.78% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 88.53% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.37% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.82% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.02% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.36% 94.80%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.35% 97.53%
CHEMBL226 P30542 Adenosine A1 receptor 81.79% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.38% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.56% 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.
Anacardium occidentale
Citrus maxima
Prunus davidiana
Prunus mume
Prunus persica
Trigonella foenum-graecum
Typha angustifolia

Cross-Links

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PubChem 11968791
NPASS NPC103209