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5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 04e0511b-1ce9-449f-970c-1005296f99a0
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@@H]4[C@H]([C@H]([C@H]([C@@H](O4)CO)O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O
InChI InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(40-9)41-11-6-13(31)17-15(7-11)42-25(10-3-4-12(30)14(5-10)39-2)26(20(17)34)44-28-24(38)22(36)19(33)16(8-29)43-28/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3/t9-,16-,18-,19-,21+,22-,23-,24-,27-,28+/m0/s1
InChI Key NEJKEXUJCSYMCC-SZBCTZJWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32O16
Molecular Weight 624.50 g/mol
Exact Mass 624.16903493 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.74
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 - 0.5074 50.74%
Caco-2 - 0.9129 91.29%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6238 62.38%
OATP2B1 inhibitior - 0.5707 57.07%
OATP1B1 inhibitior + 0.9306 93.06%
OATP1B3 inhibitior + 0.9678 96.78%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8243 82.43%
P-glycoprotein inhibitior - 0.5142 51.42%
P-glycoprotein substrate - 0.5335 53.35%
CYP3A4 substrate + 0.6295 62.95%
CYP2C9 substrate - 0.8740 87.40%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition - 0.8862 88.62%
CYP2C9 inhibition - 0.9258 92.58%
CYP2C19 inhibition - 0.9329 93.29%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.9089 90.89%
CYP2C8 inhibition + 0.8065 80.65%
CYP inhibitory promiscuity - 0.7195 71.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7238 72.38%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.8305 83.05%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis - 0.6429 64.29%
Human Ether-a-go-go-Related Gene inhibition + 0.7172 71.72%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.7198 71.98%
skin sensitisation - 0.9389 93.89%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8983 89.83%
Acute Oral Toxicity (c) III 0.6799 67.99%
Estrogen receptor binding + 0.7625 76.25%
Androgen receptor binding - 0.4838 48.38%
Thyroid receptor binding - 0.5281 52.81%
Glucocorticoid receptor binding + 0.6472 64.72%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6817 68.17%
Honey bee toxicity - 0.7499 74.99%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5749 57.49%
Fish aquatic toxicity + 0.7522 75.22%

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 99.26% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.39% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.63% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.59% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.54% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.04% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.91% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.62% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.09% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 91.96% 91.49%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.79% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.67% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 88.04% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.73% 97.36%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.54% 96.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.29% 95.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.06% 97.09%
CHEMBL3194 P02766 Transthyretin 81.29% 90.71%
CHEMBL4208 P20618 Proteasome component C5 81.15% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.75% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.75% 96.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.24% 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.
Peumus boldus

Cross-Links

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PubChem 162921504
LOTUS LTS0274319
wikiData Q105177971