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5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxy-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-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 cb8005f6-2757-4604-a57f-4e2833c7d559
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxy-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC)C5=CC(=C(C=C5)OC)O)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)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O
InChI InChI=1S/C29H34O16/c1-10-19(32)22(35)24(37)28(42-10)41-9-17-20(33)23(36)25(38)29(45-17)43-12-7-14(31)18-16(8-12)44-26(27(40-3)21(18)34)11-4-5-15(39-2)13(30)6-11/h4-8,10,17,19-20,22-25,28-33,35-38H,9H2,1-3H3/t10-,17+,19-,20+,22+,23-,24+,25-,28+,29+/m0/s1
InChI Key ZGHMHQGZMJLPND-HMLWMHQUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O16
Molecular Weight 638.60 g/mol
Exact Mass 638.18468499 g/mol
Topological Polar Surface Area (TPSA) 244.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.08
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 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxy-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-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 - 0.8874 88.74%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6680 66.80%
OATP2B1 inhibitior - 0.5709 57.09%
OATP1B1 inhibitior + 0.9335 93.35%
OATP1B3 inhibitior + 0.9137 91.37%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7840 78.40%
P-glycoprotein inhibitior - 0.7943 79.43%
P-glycoprotein substrate + 0.7144 71.44%
CYP3A4 substrate + 0.6079 60.79%
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 + 0.8436 84.36%
CYP inhibitory promiscuity - 0.6965 69.65%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6809 68.09%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9173 91.73%
Skin irritation - 0.8382 83.82%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.5264 52.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7883 78.83%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9454 94.54%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.9265 92.65%
Acute Oral Toxicity (c) III 0.6850 68.50%
Estrogen receptor binding + 0.7979 79.79%
Androgen receptor binding - 0.5407 54.07%
Thyroid receptor binding + 0.5329 53.29%
Glucocorticoid receptor binding + 0.6135 61.35%
Aromatase binding + 0.5504 55.04%
PPAR gamma + 0.6906 69.06%
Honey bee toxicity - 0.7643 76.43%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5749 57.49%
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 98.68% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.73% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.00% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.92% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 95.83% 91.49%
CHEMBL2581 P07339 Cathepsin D 95.79% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.53% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.20% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.49% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.12% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 88.92% 94.73%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.69% 95.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.82% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.34% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.83% 97.09%
CHEMBL3194 P02766 Transthyretin 83.98% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.91% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.38% 95.89%
CHEMBL4208 P20618 Proteasome component C5 82.04% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.33% 94.45%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 80.91% 95.53%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.12% 95.89%

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.
Bidens pilosa

Cross-Links

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PubChem 163093672
LOTUS LTS0237166
wikiData Q105375193