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5-hydroxy-6,7-dimethoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]chromen-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 08fe0170-8efa-40d1-bdda-2f12d941ff2d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 5-hydroxy-6,7-dimethoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H34O15/c1-11-20(31)23(34)25(36)28(41-11)40-10-18-21(32)24(35)26(37)29(44-18)42-13-6-4-12(5-7-13)15-8-14(30)19-16(43-15)9-17(38-2)27(39-3)22(19)33/h4-9,11,18,20-21,23-26,28-29,31-37H,10H2,1-3H3/t11-,18-,20+,21-,23+,24+,25-,26-,28-,29-/m1/s1
InChI Key ZMPLHPSMBHMGHQ-FKCFSZFKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O15
Molecular Weight 622.60 g/mol
Exact Mass 622.18977037 g/mol
Topological Polar Surface Area (TPSA) 223.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.79
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-hydroxy-6,7-dimethoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]chromen-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 - 0.8616 86.16%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6680 66.80%
OATP2B1 inhibitior - 0.7100 71.00%
OATP1B1 inhibitior - 0.4546 45.46%
OATP1B3 inhibitior + 0.9137 91.37%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.5758 57.58%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.6454 64.54%
CYP3A4 substrate + 0.6189 61.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8527 85.27%
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 + 0.7547 75.47%
CYP inhibitory promiscuity - 0.6965 69.65%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6809 68.09%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9219 92.19%
Skin irritation - 0.8382 83.82%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.6064 60.64%
Human Ether-a-go-go-Related Gene inhibition - 0.3805 38.05%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.8375 83.75%
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 - 0.9763 97.63%
Acute Oral Toxicity (c) III 0.6850 68.50%
Estrogen receptor binding + 0.7818 78.18%
Androgen receptor binding + 0.5872 58.72%
Thyroid receptor binding + 0.5236 52.36%
Glucocorticoid receptor binding + 0.5745 57.45%
Aromatase binding + 0.5480 54.80%
PPAR gamma + 0.6900 69.00%
Honey bee toxicity - 0.7380 73.80%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6049 60.49%
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 99.64% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 98.48% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.50% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.09% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.93% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.08% 98.95%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 93.84% 83.57%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.32% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.30% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.85% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 87.54% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.54% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.48% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.07% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.02% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.53% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.75% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.75% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.09% 97.36%
CHEMBL1907 P15144 Aminopeptidase N 81.86% 93.31%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.35% 95.78%
CHEMBL4208 P20618 Proteasome component C5 80.25% 90.00%

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.
Cirsium brevistylum

Cross-Links

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PubChem 163017436
LOTUS LTS0140833
wikiData Q105379639