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(2S,3R)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-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 417cd643-b20e-4dc3-885b-8b7ba2365cd2
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name (2S,3R)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3C(OC4=CC(=CC(=C4C3=O)O)OC)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@H]3[C@@H](OC4=CC(=CC(=C4C3=O)O)OC)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O
InChI InChI=1S/C29H36O16/c1-10-19(32)22(35)24(37)28(42-10)41-9-17-20(33)23(36)25(38)29(44-17)45-27-21(34)18-14(31)7-12(39-2)8-16(18)43-26(27)11-4-5-15(40-3)13(30)6-11/h4-8,10,17,19-20,22-33,35-38H,9H2,1-3H3/t10-,17+,19-,20+,22+,23-,24+,25+,26-,27-,28-,29-/m0/s1
InChI Key UDUSNCIXCGCBKU-SBMLWMDXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O16
Molecular Weight 640.60 g/mol
Exact Mass 640.20033506 g/mol
Topological Polar Surface Area (TPSA) 244.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.53
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-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 - 0.4796 47.96%
Caco-2 - 0.8944 89.44%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6680 66.80%
OATP2B1 inhibitior - 0.7180 71.80%
OATP1B1 inhibitior + 0.8932 89.32%
OATP1B3 inhibitior + 0.9137 91.37%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6071 60.71%
P-glycoprotein inhibitior - 0.5884 58.84%
P-glycoprotein substrate - 0.5674 56.74%
CYP3A4 substrate + 0.6386 63.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8557 85.57%
CYP3A4 inhibition - 0.9310 93.10%
CYP2C9 inhibition - 0.9351 93.51%
CYP2C19 inhibition - 0.9301 93.01%
CYP2D6 inhibition - 0.9356 93.56%
CYP1A2 inhibition - 0.9113 91.13%
CYP2C8 inhibition + 0.6381 63.81%
CYP inhibitory promiscuity - 0.6965 69.65%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6809 68.09%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9118 91.18%
Skin irritation - 0.8382 83.82%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7273 72.73%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.6300 63.00%
skin sensitisation - 0.9454 94.54%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.7508 75.08%
Acute Oral Toxicity (c) III 0.6850 68.50%
Estrogen receptor binding + 0.7917 79.17%
Androgen receptor binding - 0.6299 62.99%
Thyroid receptor binding + 0.5766 57.66%
Glucocorticoid receptor binding + 0.5901 59.01%
Aromatase binding - 0.5331 53.31%
PPAR gamma + 0.6606 66.06%
Honey bee toxicity - 0.7794 77.94%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5549 55.49%
Fish aquatic toxicity + 0.8533 85.33%

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 98.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.42% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.42% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.27% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.25% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.81% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.36% 89.00%
CHEMBL2581 P07339 Cathepsin D 91.00% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.39% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 89.29% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.86% 99.17%
CHEMBL4208 P20618 Proteasome component C5 88.76% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 88.07% 91.49%
CHEMBL2535 P11166 Glucose transporter 87.24% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.76% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.51% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.88% 96.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.62% 86.92%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.00% 97.36%

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.
Erythroxylum novogranatense

Cross-Links

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PubChem 163054273
LOTUS LTS0030616
wikiData Q105270531