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5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,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 8bb80703-5cde-4545-8d60-7683f37c10e9
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,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=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C)O)O)O)C6=CC(=C(C=C6)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)OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)C)O)O)O)C6=CC(=C(C=C6)OC)O)O)O)O)O)O)O
InChI InChI=1S/C34H42O20/c1-10-20(37)24(41)27(44)32(49-10)48-9-18-22(39)26(43)29(46)34(53-18)54-31-23(40)19-15(36)7-13(51-33-28(45)25(42)21(38)11(2)50-33)8-17(19)52-30(31)12-4-5-16(47-3)14(35)6-12/h4-8,10-11,18,20-22,24-29,32-39,41-46H,9H2,1-3H3/t10-,11+,18+,20-,21-,22-,24-,25-,26+,27+,28+,29+,32+,33-,34-/m0/s1
InChI Key ODKLFPBKAZKEOV-FVYVXNKSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O20
Molecular Weight 770.70 g/mol
Exact Mass 770.22694372 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP -2.30
Atomic LogP (AlogP) -2.88
H-Bond Acceptor 20
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 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,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 - 0.9017 90.17%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6680 66.80%
OATP2B1 inhibitior - 0.5715 57.15%
OATP1B1 inhibitior + 0.9374 93.74%
OATP1B3 inhibitior + 0.9137 91.37%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8720 87.20%
P-glycoprotein inhibitior - 0.4373 43.73%
P-glycoprotein substrate + 0.7223 72.23%
CYP3A4 substrate + 0.6117 61.17%
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 + 0.8367 83.67%
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 - 0.9056 90.56%
Skin irritation - 0.8382 83.82%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.5364 53.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7558 75.58%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.7073 70.73%
skin sensitisation - 0.9454 94.54%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.9140 91.40%
Acute Oral Toxicity (c) III 0.6850 68.50%
Estrogen receptor binding + 0.7829 78.29%
Androgen receptor binding + 0.5283 52.83%
Thyroid receptor binding + 0.5381 53.81%
Glucocorticoid receptor binding + 0.5961 59.61%
Aromatase binding - 0.4853 48.53%
PPAR gamma + 0.7107 71.07%
Honey bee toxicity - 0.7563 75.63%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5849 58.49%
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 98.60% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.73% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 97.50% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.25% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.91% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.56% 86.33%
CHEMBL2581 P07339 Cathepsin D 96.53% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.79% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.49% 99.17%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 89.57% 95.78%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.38% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 89.32% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.82% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.83% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.96% 96.00%
CHEMBL3194 P02766 Transthyretin 83.58% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.47% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.22% 86.92%
CHEMBL4208 P20618 Proteasome component C5 82.04% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.51% 97.36%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 81.03% 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.
Senna italica subsp. italica

Cross-Links

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PubChem 163105336
LOTUS LTS0140903
wikiData Q105189889