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2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,5S)-3,4,5-trihydroxy-6-[[(2R,4S,5R)-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 b7d851b1-8c9a-4dfd-85ad-91914a855ed5
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,5S)-3,4,5-trihydroxy-6-[[(2R,4S,5R)-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)CO)O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O
SMILES (Isomeric) CC1[C@@H]([C@@H](C([C@@H](O1)OCC2[C@H](C(C([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5C([C@H]([C@@H](C(O5)CO)O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O21/c1-9-19(38)23(42)26(45)31(49-9)48-8-17-21(40)25(44)28(47)33(53-17)54-30-22(41)18-14(37)5-11(50-32-27(46)24(43)20(39)16(7-34)52-32)6-15(18)51-29(30)10-2-3-12(35)13(36)4-10/h2-6,9,16-17,19-21,23-28,31-40,42-47H,7-8H2,1H3/t9?,16?,17?,19-,20+,21+,23-,24-,25?,26?,27?,28?,31+,32+,33-/m0/s1
InChI Key SPUFXPFDJYNCFD-HUGNALTDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O21
Molecular Weight 772.70 g/mol
Exact Mass 772.20620828 g/mol
Topological Polar Surface Area (TPSA) 345.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -4.21
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,5S)-3,4,5-trihydroxy-6-[[(2R,4S,5R)-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 - 0.5372 53.72%
Caco-2 - 0.9095 90.95%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6684 66.84%
OATP2B1 inhibitior - 0.7106 71.06%
OATP1B1 inhibitior + 0.9262 92.62%
OATP1B3 inhibitior + 0.9642 96.42%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7748 77.48%
P-glycoprotein inhibitior - 0.4715 47.15%
P-glycoprotein substrate + 0.5103 51.03%
CYP3A4 substrate + 0.6381 63.81%
CYP2C9 substrate - 0.6847 68.47%
CYP2D6 substrate - 0.8618 86.18%
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 + 0.8044 80.44%
CYP inhibitory promiscuity - 0.6991 69.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6759 67.59%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9035 90.35%
Skin irritation - 0.8374 83.74%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis - 0.5064 50.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7884 78.84%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9289 92.89%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8724 87.24%
Acute Oral Toxicity (c) III 0.5567 55.67%
Estrogen receptor binding + 0.7787 77.87%
Androgen receptor binding + 0.5567 55.67%
Thyroid receptor binding - 0.4870 48.70%
Glucocorticoid receptor binding - 0.5294 52.94%
Aromatase binding + 0.5389 53.89%
PPAR gamma + 0.7214 72.14%
Honey bee toxicity - 0.7344 73.44%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5750 57.50%
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 99.65% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.24% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.34% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.21% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.05% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.77% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.69% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 93.69% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.91% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.01% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.31% 86.92%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.23% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.64% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.23% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.28% 97.36%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.25% 95.78%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 82.22% 80.78%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.43% 93.65%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.12% 94.80%
CHEMBL3194 P02766 Transthyretin 80.02% 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.
Dendrobium bigibbum
Lathyrus aphaca
Physalis peruviana
Ranunculus aquatilis var. diffusus
Ranunculus peltatus
Saussurea involucrata
Tribulus pentandrus
Withania somnifera

Cross-Links

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PubChem 44259175
NPASS NPC174597
LOTUS LTS0079100
wikiData Q104392839